JPH0565500B2 - - Google Patents
Info
- Publication number
- JPH0565500B2 JPH0565500B2 JP55077270A JP7727080A JPH0565500B2 JP H0565500 B2 JPH0565500 B2 JP H0565500B2 JP 55077270 A JP55077270 A JP 55077270A JP 7727080 A JP7727080 A JP 7727080A JP H0565500 B2 JPH0565500 B2 JP H0565500B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- formula
- phenol
- reaction
- chloropropionic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000006243 chemical reaction Methods 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 19
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 15
- GAWAYYRQGQZKCR-UHFFFAOYSA-N 2-chloropropionic acid Chemical compound CC(Cl)C(O)=O GAWAYYRQGQZKCR-UHFFFAOYSA-N 0.000 claims description 13
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 11
- 150000001447 alkali salts Chemical class 0.000 claims description 11
- 239000008096 xylene Substances 0.000 claims description 11
- -1 2-chloropropionic acid ester Chemical class 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 230000020477 pH reduction Effects 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- 239000000243 solution Substances 0.000 description 13
- 230000003287 optical effect Effects 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000003513 alkali Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 7
- 229940031826 phenolate Drugs 0.000 description 7
- 235000011121 sodium hydroxide Nutrition 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 238000007127 saponification reaction Methods 0.000 description 6
- GAWAYYRQGQZKCR-REOHCLBHSA-N (S)-2-chloropropanoic acid Chemical compound C[C@H](Cl)C(O)=O GAWAYYRQGQZKCR-REOHCLBHSA-N 0.000 description 5
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 5
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- KDTZBYPBMTXCSO-UHFFFAOYSA-N 2-phenoxyphenol Chemical class OC1=CC=CC=C1OC1=CC=CC=C1 KDTZBYPBMTXCSO-UHFFFAOYSA-N 0.000 description 4
- DPRSKCAGYLXDCY-UHFFFAOYSA-N 4-(2,4-dichlorophenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(Cl)C=C1Cl DPRSKCAGYLXDCY-UHFFFAOYSA-N 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 230000006340 racemization Effects 0.000 description 4
- SXERGJJQSKIUIC-UHFFFAOYSA-N 2-Phenoxypropionic acid Chemical compound OC(=O)C(C)OC1=CC=CC=C1 SXERGJJQSKIUIC-UHFFFAOYSA-N 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 150000004702 methyl esters Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- OOLBCHYXZDXLDS-SECBINFHSA-N (R)-diclofop Chemical compound C1=CC(O[C@H](C)C(O)=O)=CC=C1OC1=CC=C(Cl)C=C1Cl OOLBCHYXZDXLDS-SECBINFHSA-N 0.000 description 2
- OOLBCHYXZDXLDS-UHFFFAOYSA-N 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(Cl)C=C1Cl OOLBCHYXZDXLDS-UHFFFAOYSA-N 0.000 description 2
- CDMGNVWZXRKJNS-UHFFFAOYSA-N 2-benzylphenol Chemical compound OC1=CC=CC=C1CC1=CC=CC=C1 CDMGNVWZXRKJNS-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- JLEJCNOTNLZCHQ-UHFFFAOYSA-N methyl 2-chloropropanoate Chemical compound COC(=O)C(C)Cl JLEJCNOTNLZCHQ-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- IVWWFWFVSWOTLP-YVZVNANGSA-N (3'as,4r,7'as)-2,2,2',2'-tetramethylspiro[1,3-dioxolane-4,6'-4,7a-dihydro-3ah-[1,3]dioxolo[4,5-c]pyran]-7'-one Chemical compound C([C@@H]1OC(O[C@@H]1C1=O)(C)C)O[C@]21COC(C)(C)O2 IVWWFWFVSWOTLP-YVZVNANGSA-N 0.000 description 1
- HFZWRUODUSTPEG-UHFFFAOYSA-N 2,4-dichlorophenol Chemical compound OC1=CC=C(Cl)C=C1Cl HFZWRUODUSTPEG-UHFFFAOYSA-N 0.000 description 1
- HTJRWGHYVRKPNI-UHFFFAOYSA-N 2-(2,3-dichlorophenoxy)phenol Chemical compound OC1=CC=CC=C1OC1=CC=CC(Cl)=C1Cl HTJRWGHYVRKPNI-UHFFFAOYSA-N 0.000 description 1
- MONMFXREYOKQTI-UHFFFAOYSA-N 2-bromopropanoic acid Chemical class CC(Br)C(O)=O MONMFXREYOKQTI-UHFFFAOYSA-N 0.000 description 1
- RVBUZBPJAGZHSQ-UHFFFAOYSA-N 2-chlorobutanoic acid Chemical compound CCC(Cl)C(O)=O RVBUZBPJAGZHSQ-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000011591 potassium Chemical group 0.000 description 1
- 229910052700 potassium Chemical group 0.000 description 1
- 150000003151 propanoic acid esters Chemical class 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000011734 sodium Chemical group 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- FSXQWAWHSKBUFH-UHFFFAOYSA-M sodium;2,3-dichlorophenolate Chemical compound [Na+].[O-]C1=CC=CC(Cl)=C1Cl FSXQWAWHSKBUFH-UHFFFAOYSA-M 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
ãçºæã®è©³çŽ°ãªèª¬æã
æ¬çºæã¯ãåŒ
ãåŒäžã
ã¯å¡©çŽ ãèçŽ åã¯CF3ãã
ã¯é
žçŽ åã¯âCH2âãã
ã¯æ°ŽçŽ ããããªãŠã åã¯ã«ãªãŠã ãæå³ãã
ã㊠ïœã¯ïŒåã¯ïŒã§ããã ã§ç€ºãããïŒããšããã·è¥ããã¯ãã³ãžã«ïŒâã
ãšããã·ããããªã³é žäžŠã³ã«ãã®å åŠæŽ»æ§ïŒ€âç°
æ§äœã®è£œæ³ã«é¢ããã ããããçé·çŽ é€èé€ïŒä»¥äžçé·çŽ é žãšç§°ã
ãïŒãšããŠçµæžçã«èããéèŠã§ããã¢ã«ãã«â
åã³ïŒåã¯ããã²ã³â眮æãããããšããã·é ¢é ž
è¥ããã¯âããããªã³é žã¯ã¢ã«ã«ãªããšãã¬ãŒã
ã察å¿ããïŒâããã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žã®ã¢
ã«ã«ãªå¡©ãšåå¿ãããŠè£œé ããããšãã§ããããš
ã¯å ¬ç¥ã§ããã äžè¬ã«ãã®åå¿ã¯ã¢ã«ã«ãªããšãã¬ãŒããšïŒâ
ããã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žã®ã¢ã«ã«ãªå¡©ãšãã¢
ã«æ¯ïŒïŒïŒã§æº¶å€è¥ããã¯çšéå€ãšããŠã®æ°Žäžã§
çž®åããæ§ã«ããŠå®æœãããïŒG.Erfurtet.al.
Chem.Technik15ïŒ1964ïŒïŒNo.4199é ïŒæ±ç¬ç¹èš±ç¬¬
64279å·ã第64972å·ã第64723å·æ现æžåç §ïŒãã
ã®å Žåé¿ãé£ãå¯åå¿ïŒããã²ã³ã¢ã«ã«ã³ã«ã«ã
ã³é žå¡©ã®ããããã·ã¢ã«ã«ã³ã«ã«ãã³é žå¡©ãžã®å
æ°Žå解ïŒã®ããã«åçã¯ååã§ãªãïŒçè«éã®70
â85ïŒ ïŒãåïŒâã¯ãã«é ¢é žããã®é«çŽïŒâã¯ã
ã«ã¢ã«ã«ã³ã«ã«ãã³é žäŸãã°ïŒâã¯ãã«ããããª
ã³é žåã³ïŒâã¯ãã«é ªé žãžå€ãããšèããäœäžã
ãïŒãã€ãç¹èš±æ现æžç¬¬1153762å·åç §ïŒã çé·çŽ é žã®åçã¯ãå æ°Žå解ãããçšåºŠæå¶ã
ãããšã«ããé«ããããšãã§ãããäŸãã°æ¬¡ã®æ¹
æ³ã«ããïŒ ïœ ç¡æ°Žã®åå¿æåã®äœ¿çšïŒç±³åœç¹èš±æ现æžç¬¬
2651659å·ïŒããã®æ¹æ³ã«ããã°èããè¯å¥œãªç
é·çŽ é žã®åçãéæãããããå·¥æ¥çã«å®æœã
ãããã«ã¯ãã®æ¹æ³ãããŸãé©ããŠããªããäœ
ãšãªãã°ã â ç¡æ°Žã®è©Šå€ãç¹ã«å æ°Žå解ã«ææãªïŒâã
ãã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žã®ã¢ã«ã«ãªå¡©ã®è£œ
é ã¯å°é£ã§ãããããŠé«ãã€ãã â ææ©æº¶å€ã®å€éãå¿ èŠã§ããã â åºäœåã¯æžæ¿æ¶²ãé éäŸçµŠãããã°ãªã
ãã â æãŸãããªãå¯åå¿çæç©ãšããŠèéã®ä¹³
é žå¡©ïŒããšããã·ã¢ã«ã«ã³ã«ã«ãã³é žå¡©ã®ã
ãã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žå¡©ã§ã®ã¢ã«ãã«å
ã«ããïŒãçããããã§ããã ïœ æº¶å€åã³çšéå€ãšããŠã®æ°Žãé«æ²žç¹ã®ã¢ã«ã³
ãŒã«ïŒãã€ãç¹èš±æ现æžç¬¬1153762å·ãç±³åœç¹
èš±æ现æžç¬¬2914558å·ããœé£ç¹èš±æ现æžç¬¬
187766å·ãç¹é¡æ40â48705å·ïŒãçåæ°ŽçŽ ïŒç±³
åœç¹èš±æ现æžç¬¬2480817å·ïŒåã¯éå°ã®éé¢ã
ãšããŒã«ïŒç±³åœç¹èš±æ现æžç¬¬4035496å·ãæ±ç¬
ç¹èš±æ现æžç¬¬50662å·ïŒã«ãã€ãŠäžéšçœ®ã代ã
ãã ïœ å æ°Žå解âå¯åå¿ã«æ¯ãäž»åå¿ã®é床ãé«ã
ãããã«ã䜿çšããïŒâããã²ã³ã¢ã«ã«ã³ã«ã«
ãã³é žå¡©ã«å¯Ÿã100ïŒ ãŸã§éå°ã®ã¢ã«ã«ãªããš
ãã¬ãŒãã䜿çšããïŒç±³åœç¹èš±æ现æžç¬¬
4035416å·ããã€ãç¹èš±æ现æžç¬¬1153762å·ãç¹
èš±åºé¡å ¬åå ¬å ±æ49â24463ãç±³åœç¹èš±æ现æž
第3257453å·ïŒã ïœ åå¿äžæ°Žã®çå»ã«ããåå¿æ··åç©äžã«ååšã«
ããæ°Žã®éãæžå°ããããç±³åœç¹èš±æ现æžç¬¬
4035416å·ã«èšèŒããè©Šéšæ³ã®å Žåãèæ§ãœãŒ
ã液ã«éå°ã®ïŒïŒïŒâãžã¯ãã«ããšããŒã«ãå
ãããããŠåå¿æ··åç©äžã«ååšããæ°Žã®äžéš
ïŒçŽ35ïŒ ïŒãçå»ããåŒãç¶ããŠçã¢ã«éã®è
æ§ãœãŒã液åã³ã¯ãã«é ¢é žããããªãŠã ãžã¯ã
ã«ããšãã¬ãŒãã«å¯Ÿãäžè¶³éã§äžç·ã«é 眮ãã
ãã®éåæã«æ°Žãçå»ããã çé·çŽ é žã補é ããããã®ãããŸã§ã«ç¥ãããŠ
ããæ¹æ³ã¯ãã¹ãŠå ±éããŠæ¬¡ã®ãããªç¹åŸŽãæã
ãïŒ ïŒ åå¿ã«äœ¿çšããããšããŒã«éãã¢ã«ã«ãªããš
ãã¬ãŒããšããŠä»èŸŒã¿ãããã«ïŒâããã²ã³ã¢
ã«ã«ã³ã«ã«ãã³é žå¡©ãäžåã§ãåã¯å€æ°åã«å
ããŠåã¯é£ç¶çã«æ·»å ãããå€ãã®å Žåå šäœãš
ããŠå¿ èŠãªã¢ã«ã«ãªéãéå°ã®ã¢ã«ã«ãªããšã
ã¬ãŒããšããŠåã¯ã¢ã«ã«ãªããšãã¬ãŒããšã¢ã«
ã«ãªæ°Žé žåç©ã®æ··åç©ãšããŠä»èŸŒã¿ããããŠïŒ
âããã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žãé éããã ïŒ ããšããŒã«æåã¯å®éçã«ã¯åå¿ããªããå
å¿ãè¡ãããåŸæªåå¿ããšããŒã«ã®åé¢åã³å
åãå¿ èŠã§ããã åŒã®ïŒããšããã·âè¥ããã¯ãã³ãžã«ïŒâã
ãšããã·ããããªã³é žãäžèšã®æ¹æ³ã«ãã€ãŠåæ§
ã«è£œé ããããšã¯äžå¯èœã§ãããäœãšãªãã°åºçº
ç©è³ªãšããŠäœ¿çšãããããšããã·âè¥ããã¯ãã³
ãžã«ããšããŒã«ãåŒã®ååç©ããåé¢ããããš
ã¯ãçµè²»ãããããããŠæéã®ããã粟補æäœã«
ããæ倱äžã§ã®ã¿å¯èœã§ããããã§ããã ãªãã»ã©ãããååç©ã®è£œé ã«ã¯åæ§ã«æ¢ã«å€
æ°ã®æ¹æ³ãå ±åãããŠãããã䜵ããããæ¹æ³ã«
ãã€ãŠãåæ§ã«å®éçãªåçã¯åŸãããªãïŒ ãã€ãç¹èš±åºé¡å ¬éå ¬å ±ç¬¬1668896å·ã«ã¯ãä»
ã®è£œé æ¹æ³ãšå ±ã«ã匷ã¢ã«ã«ãªæ§æ°Žæ§æº¶æ¶²äžã§ã®
αâããã²ã³èèªé žãšããšããã·ããšããŒã«ãšã®
åå¿ãèšèŒãããŠãããçé·çŽ é žè£œé ã®å è¡æè¡
æ°Žæºã«äŸåãããã®æ¹æ³ã«ãããããšããã·ããš
ããŒã«ã20ã¢ã«ïŒ éå°ã®ïŒâã¯ãã«ããããªã³é ž
ã匷ã¢ã«ã«ãªæ§æ°Žæ§æº¶æ¶²äžã§çž®åããã°ãçè«é
ã®82ïŒ ã®åçãåŸãããã«éããªããããšããŒã«
æåã®95ïŒ ãã倧ãªãåå¿çã¯ïŒâã¯ãã«ããã
ãªã³é žã®èããé«ãéå°ïŒïŒ40ïŒ ïŒã«æŒãŠã¯ãã
ãŠéæãããããã®æ§ãªæ¹æ³ã¯å·¥æ¥çèŠæš¡ã§ããš
ããã·ããšããŒã«ãå®éçã«åå¿ãããã®ã«ã¯é©
ããŠããªãã 溶å€è¥ããã¯çšéå€ãšããŠã®æ°Žãçåæ°ŽçŽ äŸã
ã°ãã«ãšã³åã¯ãã·ã¬ã³ã«æ¿ããããšåã³äžèšã®
åŠãïœïŒåã³ïœïŒã«ããåå¿äžã®æ°Žãå ±æ²žçã«ç
å»ããããšã«ãããã®åå¿ãæ¹è¯ããŠãåæ§ã«ã
ãšããŒã«ã®å®éçåå¿ãéæãããªããäŸãã°ïŒ
âã¯ãã«ããããªã³é žã®20ïŒ ã®éå°ïŒäœ¿çšããã
ãšããŒã«ã«å¯ŸãïŒãçšããŠãããšããŒã«æåã®92
â93ïŒ ã®å€æçããéæãããªãã åŒã®ååç©ã®å åŠæŽ»æ§ïŒ€âç°æ§äœã®è£œé ã¯ç¹
å¥ãªå°é£ãæ¹èµ·ãããå åŠæŽ»æ§è£å©å¡©åºã䜿çšã
ãŠå åŠçã«äžæŽ»æ§ãªïŒâããšããã·ããããªã³é ž
ããåºçºãããéåžžé©çšãããã©ã»ãååç©ã®å
é¢æ¹æ³ã¯å·¥æ¥çèŠæš¡ã§å®æœãåŸãªãããªããªãã
ã®æ¹æ³ã«æŒãŠå¿ èŠãªåå¥æ¶åºã¯å®æœã«çµè²»ããã
ããããŠæ倱ãå€ãããã§ãããæŽã«ååŠéè«ç
ã«åäžãªéã§æãŸãããªãâé¡åäœãçæãã
ããã¯ãŸããªå Žåã«ããåã³ååå²ãåŸãã©ã»ã
ååç©ã«å€ããããšãã§ããªãã ãã€ãç¹èš±åºé¡å ¬éå ¬å ±ç¬¬2758002å·ã«èšèŒã®
æ¹æ³ã«ããã°ïŒâã¡ã¿ã³âã¹ã«ããã«ãªãã·âå
ã¯ãã«ãšã³ã¹ã«ããã«ãªãã·ããããªã³é žâèªå°
äœããåºçºããŠææã®ïŒâããšããã·ããããªã³
é žã®èªå°äœãåŸãããããããã¯æ¬¡ã«äžè¬ã«ã¢ã«
ã«ãªæ§åã¯é žæ§ããåã«ããã¡ã¿ã³ã¹ã«ããã«â
åã¯ãã«ãšã³ã¹ã«ããã«åºãåã³è±é¢ãããã°ãª
ãã¬ããã®åå¿æ段ã®å Žåã«ã¯è£œé ããé¡åäœã®
ã©ã»ãåã®å±éºã倧ã§ããã ãã®ããšã¯å¡©åºã®ååšäžã§ã®ææ©æº¶å€äŸãã°ã¢
ã»ãã³ãã¡ãã«ãšãã«ã±ãã³åã¯ã¢ã»ããããªã«
äžã§ã®é©åœã«çœ®æãããããšããŒã«ãšå åŠæŽ»æ§ïŒ
âããã ããããªã³é žèªå°äœãšã®åå¿ã«ãããŠã¯
ãŸãïŒH.J.Nestler und H.BieringerïŒZeitschr.
fušr Naturforsch.1980ã æŽã«å åŠæŽ»æ§ïŒâã¹ã«ããã«ãªãã·âããããª
ã³é žâèªå°äœäžŠã³ã«å åŠæŽ»æ§ïŒâããã ããããª
ã³é žâèªå°äœã¯éãããçšåºŠã«ããå ¥æã§ããª
ããããã«å¯Ÿã容æã«å ¥æãåŸãå åŠæŽ»æ§åºçºç
æç©ãšããŠïŒ¬âïŒâã¯ãã«ããããªã³é žã¢ã«ãã«
ãšã¹ãã«ç¹ã«ã¡ãã«ãšã¹ãã«ãå·¥æ¥çèŠæš¡ã§äœ¿ã
ãã 䜵ãïŒâã¯ãã«ããããªã³é žâã¡ãã«ãšã¹ãã«
ãšèæ ®ãããããšããŒã«ãšã®åå¿ã¯ãææ©å®¹å€äŸ
ãã°ã¢ã»ãã³ãã¡ãã«ãšãã«ã±ãã³åã¯ã¢ã»ãã
ããªã«äžã§ææ©åã¯ç¡æ©å¡©åºã®ååšäžã§äžå®å šã«
ããé²è¡ããããã®ããå®éäžã®å©çšã«ã¯é©ããª
ãã é«æ²žç¹ã®ææ©æº¶å€äŸãã°ãã«ãšã³ããã·ã¬ã³å
ã¯ã¯ãã«ãã³ãŒã³äžã§ããšããŒã«ã®ã¢ã«ã«ãªå¡©ã
ïŒâã¯ãã«ããããªã³é žãšã¹ãã«ãšåå¿ãããã
ããŠåŒãç¶ããŠé žã«ããåããã°æ®ãã©å®éçå
åŠåå¿ãéæããããã䜵ãå åŠæŽ»æ§ïŒâã¯ãã«
ããããªã³é žãšã¹ãã«ã®å Žåã«ã¯ãã®å®æœæ¹æ³ã«
æŒãŠæ®ãã©å®å šãªã©ã»ãåãçããã ãšã¹ãã«ã®ä»£ãã«å åŠæŽ»æ§ïŒâã¯ãã«ããããª
ã³é žã®ã¢ã«ã«ãªå¡©ããã®åå¿ã«äœ¿çšããã°å åŠæŽ»
æ§ã¯å®è³ªçã«ä¿ãããŠããã䜵ãå·¥æ¥çã«å ¥æã
åŸãå¯äžã®ç©è³ªã§ããâïŒâã¯ãã«ããããªã³
é žãšã¹ãã«ã®ããåã«ãããã®å¡©ã®è£œé ã¯ã©ã»ã
åã®å¯èœæ§ã®ããã«åæ§ã«åé¡ã§ããããã®äžã«
ãšã¹ãã«ããåã«å¯Ÿãã競äºåå¿ãšããŠÎ±âäœã®
å¡©çŽ ååã®ããåãçãä¹³é žãçæããã ãã€ãç¹èš±æ现æžç¬¬1543841å·ã«ã¯ãâïŒâ
ã¯ãã«ããããªã³é žã®ã¢ã«ã«ãªå¡©ããã®å Žã§çã
ããããããŠããšãã¬ãŒããšåå¿ãããããã«ã
ãã©ã»ãåãé»æ¢ãããâããšããã·ããããª
ã³é žã®è£œé æ¹æ³ãèšèŒãããŠããã䜵ããã®æ¹æ³
ã®å ŽåïŒä¹è³35âã®çã枩床ç¯å²ãå®ãããšãå¿
èŠã§ãããããããã®ç¯å²ã¯ãäžæ¹ã§ã¯ã¯ãã«ã
ãããªã³é žãšã¹ãã«ã®åå¿æ§ã®ããã«ãããŠä»æ¹
ã§ã¯çæããå¡©ã®æ¶åºåŸåã®ããã«ãåå¿ä»èŸŒç©
ã®éãå ãã«å¢å€§ãããšæ¢ã«å®éäžãæ©ãå®ãã
ãããã®ç¯å²ãè¶ ããããšã¯é¿ããããªãããã®
å Žåã«ã¯ããã匷ãéç±ã®çºçã«ãããæå¶ã§ã
ãã«é²è¡ããèªçºåå¿ã®å±éºãããããã®äžã«ã
ã€ãç¹èš±æ现é第1543841å·ã«ããæ¹æ³ã«æŒãŠå
å¿æ··åç©äžã«æ®çããæ°Žã¯åå¿æåã®å®å šãªå€æ
ã劚ããã®ã§ãæçµçæç©äžã«åžžã«ããªãã®éã®
ããšããŒã«ãæ®çããã é©ãã¹ãããšã«æ¬çºæã«ããæ¹æ³ã«ããäžèšæ¹
æ³ã®æ¬ ç¹ãé¿ãããããŠåŒã®ååç©ã99ïŒ ä»¥äž
ã®åçã§äžŠã³ã«ãã®ïŒ€âç°æ§äœã95ïŒ ä»¥äžã®åç
åã³é«ãå åŠçŽåºŠã§åŸãããšãå¯èœã§ããã æ¬çºæã®æ¹æ³ã¯ãã«ãšã³åã¯ãã·ã¬ã³äžã«åŒ ãåŒäžïŒ¹ãåã³ïœã¯äžèšã®æå³ãæããã ã§ç€ºãããããšããŒã«åã³ããšããŒã«ïŒã¢ã«åœã
ã1.1ä¹è³1.4ã¢ã«ã®åŒ ãåŒäžïŒ²ã¯æ°ŽçŽ åã¯ïŒC1âC4ïŒã¢ã«ãã«ãæ
å³ããã ã§ç€ºãããïŒâã¯ãã«ããããªã³é žåã¯ïŒâã¯ã
ã«âããããªã³é žäœçŽã¢ã«ãã«ãšã¹ãã«ãå«ã溶
液ã«æ²žãšã枩床ã§ããšããŒã«ïŒã¢ã«åœãã2.2ä¹
è³2.8ã¢ã«ã®20ä¹è³60ïŒ æ°Žæ§ã¢ã«ã«ãªæ°Žé žåç©æº¶
液ãåŸã ã«æ·»å ããå°å ¥ããè¥ããã¯åå¿ã®éç
ããæ°Žãå ±æ²žæ··åç©ãšããŠèžçé€å»ãããããŠæ
æã«ãããåŸãããåŒã®ã¢ã«ã«ãªå¡©ããé žæ§å
ã«ããéé¢é žã補é ããããšãç¹åŸŽãšããŠããã æ¬åå¿ã¯äžè¬ã«80â130âã奜ãŸããã¯90â120
âã®æž©åºŠã§å®æœãããã æ¬æ¹æ³ã以äžã«è©³çŽ°ãèšèŒããïŒ æ°Žåé¢åšãåããåå¿åšäžã§ãåå¿ãã¹ãããš
ããŒã«åã³ïŒâã¯ãã«ããããªã³é žåã¯ããããª
ã³é žãšã¹ãã«ããã«ãšã³åã¯ãã·ã¬ã³ã«æº¶è§£ã
ãããã®æº¶æ¶²ã«å¿ èŠã«å¿ããŠæžå§äžã§æ°Žã®åæç
çåºäžã«20â60ïŒ å¥œãŸããã¯30â50ïŒ ã®ã¢ã«ã«ãª
æ°Žé žåç©æº¶æ¶²ãå ããã 溶å€ã®éžæã«å¿ããŠåå¿ã¯åžžå§åã¯æžå§ã§å®æœ
ããã æŽã«å Žåã«ããé©çšãããäœå§ã¯åå¿æž©åºŠã«äŸ
åãããåå¿ã80âããäœããªã枩床ã§å®æœãã
ããšãæãŸããããªããªãããã§ãªããšåå¿é床
ãé ããªããããããã§ãããåŸã€ãŠå§åã¯äžè¬
çã«ãã€ãŠ200ããªããŒã«ããäœããªããä»æ¹å°
å ¥è¥ããã¯çæããæ°Žã®æ¥éãªæ¬åºãé æ ®ããã
ã°ãªãã¬ã溶å€ãšããŠã®ãã·ã¬ã³ã®äœ¿çšåã³110
âã®åå¿æž©åºŠã®é©çšã®å Žåãå§åã¯çŽ500ããªã
ãŒã«ã§ããã åŒã®å åŠæŽ»æ§ïŒ€âç°æ§äœã補é ããå Žåãåº
çºç©è³ªãšããŠïŒ¬âïŒâã¯ãã«ããããªã³é žåã¯ïŒ¬
âïŒâã¯ãã«ããããªã³é žãšã¹ãã«ã䜿çšãã
ãã ããšããŒã«ïŒã¢ã«åœãæ®ã«1.1â1.2ã¢ã«ã®ã¯ã
ã«ããããªã³é žïŒãšã¹ãã«ïŒå¥œãŸããã¯ã¯ãã«ã
ãããªã³é žã¡ãã«ãšã¹ãã«åã³å¥œãŸããã¯2.2â
2.5ã¢ã«ã®ã¢ã«ã«ãªæ°Žé žåç©ã䜿çšãããã ã¢ã«ã«ãªæ°Žé žåç©ãšããŠã¯ãŸã第äžã«NaOH
åã³KOHã奜ãŸãããäŸçµŠé床åã³åå¿æž©åºŠã¯
åå¿ã«éããŠå°å ¥ãããäžã€å圢æãããæ°Žã®ç·
éãå ±æ²žèžçã«ãã€ãŠé€å»ãããæ°Žã®éã«å®è³ªç
ã«çžåœããæ§ã«èª¿ç¯ããããšã¹ãã«ã®ããåã«ã
ãçæããã¢ã«ã³ãŒã«ã奜ãŸããã¯ã¡ã¿ããŒã«ã¯
æ°Žãšå ±ã«çåºããã ã¢ã«ã«ãªæ°Žé žåç©æº¶æ¶²ã®æ·»å çµäºåŸçŽ15åéäž
å®ã®åå¿æž©åºŠã§æ¹æãç¶ãããçæããåŒã®ã¢
ã«ã«ãªå¡©ã¯çŽæ¥é žã®èªå°äœïŒäŸãã°ãšã¹ãã«ïŒã«
åã¯é žæ§åã«ããéé¢é žã«å€æããããšãã§ã
ãã æ¬çºæã«ããæ¹æ³ã«ããåŸãããåŒã®ååç©
ã¯é«äœçšæ§ã®é€èå€ã§ããããŸãä»ã®é žèªå°äœã
äŸãã°åæ§ã«é«äœçšæ§ã®éžæçé€èå€ã§ãããšã¹
ãã«ã®ããã®äžéäœã§ããïŒãã€ãç¹èš±åºé¡å ¬é
å ¬å ±ç¬¬2223894å·ã第2433067å·ã第2601548å·ã
第2417487å·åã³ç¬¬2758002å·ïŒã åçã¯98ïŒ ä»¥äžã§ãããå€ãã®å Žå99.5ïŒ ä»¥äž
ã§ãããå åŠçŽåºŠã¯äœ¿çšããå åŠæŽ»æ§ïŒâã¯ãã«
ããããªã³é žãšã¹ãã«ã®å åŠçŽåºŠãã25ïŒ ä»¥äžäœ
äžããããšã¯ãªããå åŠçŽåºŠïŒïŒ ïŒã¯æ¬¡ã®åŠãèš
ç®ãããïŒ ïŒ€âäœå«æçïŒïŒ ïŒãã€ãã¹ïŒ¬âäœå«æç
ïŒïŒ ïŒïŒå åŠçŽåºŠ æ¬çºæã«ããæ¹æ³ã¯ãéé¢ããšããŒã«ãšããŠäž
è¬åŒã®ããšããã·âè¥ããã¯ãã³ãžã«ããšããŒ
ã«ã䜿çšãããç¹ã§èšèŒããæè¡æ°Žæºãšç°ãªãã
èæ§ãœãŒã液ãæ·»å ããå ŽåãïŒâã¯ãã«ããã
ãªããŒããšçŽã¡ã«åå¿ãããã ãã®ããšãã¬ãŒã
ã圢æããããããã§åå¿æ··åç©äžã®ã¢ã«ã«ãªã®
éå°ãåé¿ãããããã«ãã€ãŠå æ°Žå解ã«ããæ¹
èµ·ããããååç©ã®æ倱ãèããæžå°ãããã
ããã äŸ ïŒ ïŒâã4â²âïŒ2â³ïŒ4â³âãžã¯ãã«ããšããã·ïŒâã
ãšããã·ãâããããªã³é ž ãã·ã¬ã³1200éééšäžã«ïŒâïŒ2â²ïŒ4â²âãžã¯ã
ã«ããšããã·ïŒâããšããŒã«255éééšåã³ïŒâã¯
ãã«ããããªã³é ž132éééšãå«ã溶液ã«50ïŒ è
æ§ãœãŒã液208éééšã270ããªããŒã«ã®æžå§äžçŽ
90âã§æ»Žå ãããåå¿æž©åºŠã¯åå¿æ··åç©äžã«ååš
ããæ°Žã®çåºã«ãã90âã«ä¿ã€ãæ·»å çµäºåŸ15å
é90âã§æ¹æãç¶ããåŒãç¶ããŠææ°ãããæ··å
ç©ã«æ°Ž400éééšãå ããããŠ10åé85âã§æ¹æ
ãããåŒãç¶ããŠ85âã§çé ž120éšã§é žæ§åãã
ãããŠ10åéæ¹æãããå液ããŒãäžã§æ°Žçžãå
é¢ããåŸãã·ã¬ã³ã80ããªããŒã«ã®å§ã®äžã§çå»
ãããããŠåºäœã60âã250ããªããŒã«ã§ä¹Ÿç¥ã
ããïŒâã4â²âïŒ2â³ïŒ4â³âãžã¯ãã«ããšããã·ïŒâ
ããšããã·ãâããããªã³é ž327éééšãåŸãã
ããçŽç²ãªæçµçæç©ã®å«æçã¯99.5ïŒ ã§ããç
è«å€ã®99.5ïŒ ã®åçã«çžåœãããïŒâïŒ2â³ïŒ4â³â
ãžã¯ãã«ããšããã·ïŒâããšããŒã«ã®æ®çå«æç
ã¯0.3ïŒ ã§ããã äŸ ïŒ ïŒâã4â²âïŒ2â³ïŒ4â³âãžã¯ãã«ããšããã·ïŒâã
ãšããã·ãâããããªã³é ž ïŒâïŒ2â²ïŒ4â²âãžã¯ãã«ããšããã·ïŒâããšããŒ
ã«127.5éééšåã³ïŒâã¯ãã«ããããªã³é žã¡ã
ã«ãšã¹ãã«69.2éééšããã·ã¬ã³650éééšäžã«
å ããããã®æº¶æ¶²ã«çŽ110âåã³500ããªããŒã«ã®
æžå§ã§50ïŒ èæ§ãœãŒã液100éééšã滎å ããã
ã®å Žååæã«æ°Žåã³ã¡ã¿ããŒã«ãæ°Žåé¢åšã«æŒãŠ
å ±æ²žçã«çå»ãããæ·»å çµäºåŸ15åé110âã§æ¹
æããåŒãç¶ããŠåå¿è£ 眮ãææ°ãããåŸåŠçã¯
äŸïŒã«æŒãŠèšèŒããåŠãè¡ããããïŒâã4â²â
ïŒ2â³ïŒ4â³âãžã¯ãã«ããšããã·ïŒâããšããã·ãâ
ããããªã³é ž163.3éééšãåŸããããçŽç²ãªæ
çµçæç©ã®å«æçã¯99.8ïŒ ã§ãããçè«å€ã®99.6
ïŒ ã«çžåœãããïŒâïŒ2â²ïŒ4â³âãžã¯ãã«ããšãã
ã·ïŒâããšããŒã«ã®æ®çå«æçã¯0.15ïŒ ã§ããã äŸ ïŒ ïŒ€âïŒâãïŒâïŒïŒïŒïŒâãžã¯ãã«ããšããã·ïŒ
âããšããã·ãâããããªã³é ž ãã·ã¬ã³450mläžã«ïŒâïŒïŒïŒïŒâãžã¯ãã«ããš
ããã·ïŒâããšããŒã«102ïœïŒ0.4ã¢ã«ïŒåã³ïŒ¬â
ïŒâã¯ãã«ããããªã³é žã¡ãã«ãšã¹ãã«56.35ïœ
ïŒ0.46ã¢ã«ïŒãå«ã溶液ã«110âã500ããªããŒã«
ã§åŒ·ãæ¹æããªãã51.5ïŒ èæ§ãœãŒã液77.7ïœ
ïŒ1.0ã¢ã«ïŒãçŽïŒæéã®éã«æ·»å ãããæ°Žåé¢åš
ãä»ããŠæ·»å ã®å§ããããçæããã¡ã¿ããŒã«å
ã³å°å ¥è¥ããã¯çæããæ°Žãããªãæ··åç©ãå ±æ²ž
çã«é€å»ããã æ·»å çµäºåŸ15åé110âã500ããªããŒã«ã§æ¹æ
ãç¶ããæŸå§ããŠåžžå§ãšãªãããããŠ90âã§ãŸã
æ°Ž100mlãæ·»å ããåŒãç¶ããŠåžç¡«é žã§ïŒ€âïŒâ
ãïŒâïŒïŒïŒïŒâãžã¯ãã«ããšããã·ïŒâããšãã
ã·ãâããããªã³é žãéé¢ããããæ°Žçžã®åé¢å
ã³æžå§äžã§ã®ãã·ã¬ã³ã®çåºã®åŸãã¬ã¹ã¯ããã
ã°ã©ãã€ãŒã«ããçŽåºŠ99.8ïŒ ãæããâïŒâ
ãïŒâïŒïŒïŒïŒâãžã¯ãã«ããšããã·ïŒâããšãã
ã·ãâããããªã³é ž129.8ïœïŒçè«å€ã®99ïŒ ïŒãåŸ
ãããã ïŒâïŒïŒïŒïŒâãžã¯ãã«ããšããã·ïŒâããšããŒ
ã«ã®æ®çå«æçã¯0.3ïŒ ã§ããã å åŠçŽåºŠã¯æå©ã«ã¯ã¡ãã«ãšã¹ãã«ãžã®å€æåŸ
枬å®ããããäžèšã®åå¿ã«ããåŸãããçæç©ã®
æå 床ã¯ãαã22 DïŒ21.14ïŒã¯ãããã«ã äžïŒã¢ã«ïŒ
ã§ããã76ïŒ ã®å åŠçŽåºŠã«çžåœããã åæ§ã«ããŠå åŠçŽåºŠ95ïŒ ãæããâã¯ãã«â
ããããªã³é žãšã¹ãã«ïŒïŒ¬äœ97.5ïŒ ã«çžåœããïŒ
ã䜿çšããå Žåã70ïŒ ä»¥äžã®å åŠçŽåºŠãæãã次
ã®ååç©ïŒïŒ€äœ85ïŒ ã«çžåœããïŒãåŸãããã ãè¡šã
ã㊠ïœã¯ïŒåã¯ïŒã§ããã ã§ç€ºãããïŒããšããã·è¥ããã¯ãã³ãžã«ïŒâã
ãšããã·ããããªã³é žäžŠã³ã«ãã®å åŠæŽ»æ§ïŒ€âç°
æ§äœã®è£œæ³ã«é¢ããã ããããçé·çŽ é€èé€ïŒä»¥äžçé·çŽ é žãšç§°ã
ãïŒãšããŠçµæžçã«èããéèŠã§ããã¢ã«ãã«â
åã³ïŒåã¯ããã²ã³â眮æãããããšããã·é ¢é ž
è¥ããã¯âããããªã³é žã¯ã¢ã«ã«ãªããšãã¬ãŒã
ã察å¿ããïŒâããã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žã®ã¢
ã«ã«ãªå¡©ãšåå¿ãããŠè£œé ããããšãã§ããããš
ã¯å ¬ç¥ã§ããã äžè¬ã«ãã®åå¿ã¯ã¢ã«ã«ãªããšãã¬ãŒããšïŒâ
ããã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žã®ã¢ã«ã«ãªå¡©ãšãã¢
ã«æ¯ïŒïŒïŒã§æº¶å€è¥ããã¯çšéå€ãšããŠã®æ°Žäžã§
çž®åããæ§ã«ããŠå®æœãããïŒG.Erfurtet.al.
Chem.Technik15ïŒ1964ïŒïŒNo.4199é ïŒæ±ç¬ç¹èš±ç¬¬
64279å·ã第64972å·ã第64723å·æ现æžåç §ïŒãã
ã®å Žåé¿ãé£ãå¯åå¿ïŒããã²ã³ã¢ã«ã«ã³ã«ã«ã
ã³é žå¡©ã®ããããã·ã¢ã«ã«ã³ã«ã«ãã³é žå¡©ãžã®å
æ°Žå解ïŒã®ããã«åçã¯ååã§ãªãïŒçè«éã®70
â85ïŒ ïŒãåïŒâã¯ãã«é ¢é žããã®é«çŽïŒâã¯ã
ã«ã¢ã«ã«ã³ã«ã«ãã³é žäŸãã°ïŒâã¯ãã«ããããª
ã³é žåã³ïŒâã¯ãã«é ªé žãžå€ãããšèããäœäžã
ãïŒãã€ãç¹èš±æ现æžç¬¬1153762å·åç §ïŒã çé·çŽ é žã®åçã¯ãå æ°Žå解ãããçšåºŠæå¶ã
ãããšã«ããé«ããããšãã§ãããäŸãã°æ¬¡ã®æ¹
æ³ã«ããïŒ ïœ ç¡æ°Žã®åå¿æåã®äœ¿çšïŒç±³åœç¹èš±æ现æžç¬¬
2651659å·ïŒããã®æ¹æ³ã«ããã°èããè¯å¥œãªç
é·çŽ é žã®åçãéæãããããå·¥æ¥çã«å®æœã
ãããã«ã¯ãã®æ¹æ³ãããŸãé©ããŠããªããäœ
ãšãªãã°ã â ç¡æ°Žã®è©Šå€ãç¹ã«å æ°Žå解ã«ææãªïŒâã
ãã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žã®ã¢ã«ã«ãªå¡©ã®è£œ
é ã¯å°é£ã§ãããããŠé«ãã€ãã â ææ©æº¶å€ã®å€éãå¿ èŠã§ããã â åºäœåã¯æžæ¿æ¶²ãé éäŸçµŠãããã°ãªã
ãã â æãŸãããªãå¯åå¿çæç©ãšããŠèéã®ä¹³
é žå¡©ïŒããšããã·ã¢ã«ã«ã³ã«ã«ãã³é žå¡©ã®ã
ãã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žå¡©ã§ã®ã¢ã«ãã«å
ã«ããïŒãçããããã§ããã ïœ æº¶å€åã³çšéå€ãšããŠã®æ°Žãé«æ²žç¹ã®ã¢ã«ã³
ãŒã«ïŒãã€ãç¹èš±æ现æžç¬¬1153762å·ãç±³åœç¹
èš±æ现æžç¬¬2914558å·ããœé£ç¹èš±æ现æžç¬¬
187766å·ãç¹é¡æ40â48705å·ïŒãçåæ°ŽçŽ ïŒç±³
åœç¹èš±æ现æžç¬¬2480817å·ïŒåã¯éå°ã®éé¢ã
ãšããŒã«ïŒç±³åœç¹èš±æ现æžç¬¬4035496å·ãæ±ç¬
ç¹èš±æ现æžç¬¬50662å·ïŒã«ãã€ãŠäžéšçœ®ã代ã
ãã ïœ å æ°Žå解âå¯åå¿ã«æ¯ãäž»åå¿ã®é床ãé«ã
ãããã«ã䜿çšããïŒâããã²ã³ã¢ã«ã«ã³ã«ã«
ãã³é žå¡©ã«å¯Ÿã100ïŒ ãŸã§éå°ã®ã¢ã«ã«ãªããš
ãã¬ãŒãã䜿çšããïŒç±³åœç¹èš±æ现æžç¬¬
4035416å·ããã€ãç¹èš±æ现æžç¬¬1153762å·ãç¹
èš±åºé¡å ¬åå ¬å ±æ49â24463ãç±³åœç¹èš±æ现æž
第3257453å·ïŒã ïœ åå¿äžæ°Žã®çå»ã«ããåå¿æ··åç©äžã«ååšã«
ããæ°Žã®éãæžå°ããããç±³åœç¹èš±æ现æžç¬¬
4035416å·ã«èšèŒããè©Šéšæ³ã®å Žåãèæ§ãœãŒ
ã液ã«éå°ã®ïŒïŒïŒâãžã¯ãã«ããšããŒã«ãå
ãããããŠåå¿æ··åç©äžã«ååšããæ°Žã®äžéš
ïŒçŽ35ïŒ ïŒãçå»ããåŒãç¶ããŠçã¢ã«éã®è
æ§ãœãŒã液åã³ã¯ãã«é ¢é žããããªãŠã ãžã¯ã
ã«ããšãã¬ãŒãã«å¯Ÿãäžè¶³éã§äžç·ã«é 眮ãã
ãã®éåæã«æ°Žãçå»ããã çé·çŽ é žã補é ããããã®ãããŸã§ã«ç¥ãããŠ
ããæ¹æ³ã¯ãã¹ãŠå ±éããŠæ¬¡ã®ãããªç¹åŸŽãæã
ãïŒ ïŒ åå¿ã«äœ¿çšããããšããŒã«éãã¢ã«ã«ãªããš
ãã¬ãŒããšããŠä»èŸŒã¿ãããã«ïŒâããã²ã³ã¢
ã«ã«ã³ã«ã«ãã³é žå¡©ãäžåã§ãåã¯å€æ°åã«å
ããŠåã¯é£ç¶çã«æ·»å ãããå€ãã®å Žåå šäœãš
ããŠå¿ èŠãªã¢ã«ã«ãªéãéå°ã®ã¢ã«ã«ãªããšã
ã¬ãŒããšããŠåã¯ã¢ã«ã«ãªããšãã¬ãŒããšã¢ã«
ã«ãªæ°Žé žåç©ã®æ··åç©ãšããŠä»èŸŒã¿ããããŠïŒ
âããã²ã³ã¢ã«ã«ã³ã«ã«ãã³é žãé éããã ïŒ ããšããŒã«æåã¯å®éçã«ã¯åå¿ããªããå
å¿ãè¡ãããåŸæªåå¿ããšããŒã«ã®åé¢åã³å
åãå¿ èŠã§ããã åŒã®ïŒããšããã·âè¥ããã¯ãã³ãžã«ïŒâã
ãšããã·ããããªã³é žãäžèšã®æ¹æ³ã«ãã€ãŠåæ§
ã«è£œé ããããšã¯äžå¯èœã§ãããäœãšãªãã°åºçº
ç©è³ªãšããŠäœ¿çšãããããšããã·âè¥ããã¯ãã³
ãžã«ããšããŒã«ãåŒã®ååç©ããåé¢ããããš
ã¯ãçµè²»ãããããããŠæéã®ããã粟補æäœã«
ããæ倱äžã§ã®ã¿å¯èœã§ããããã§ããã ãªãã»ã©ãããååç©ã®è£œé ã«ã¯åæ§ã«æ¢ã«å€
æ°ã®æ¹æ³ãå ±åãããŠãããã䜵ããããæ¹æ³ã«
ãã€ãŠãåæ§ã«å®éçãªåçã¯åŸãããªãïŒ ãã€ãç¹èš±åºé¡å ¬éå ¬å ±ç¬¬1668896å·ã«ã¯ãä»
ã®è£œé æ¹æ³ãšå ±ã«ã匷ã¢ã«ã«ãªæ§æ°Žæ§æº¶æ¶²äžã§ã®
αâããã²ã³èèªé žãšããšããã·ããšããŒã«ãšã®
åå¿ãèšèŒãããŠãããçé·çŽ é žè£œé ã®å è¡æè¡
æ°Žæºã«äŸåãããã®æ¹æ³ã«ãããããšããã·ããš
ããŒã«ã20ã¢ã«ïŒ éå°ã®ïŒâã¯ãã«ããããªã³é ž
ã匷ã¢ã«ã«ãªæ§æ°Žæ§æº¶æ¶²äžã§çž®åããã°ãçè«é
ã®82ïŒ ã®åçãåŸãããã«éããªããããšããŒã«
æåã®95ïŒ ãã倧ãªãåå¿çã¯ïŒâã¯ãã«ããã
ãªã³é žã®èããé«ãéå°ïŒïŒ40ïŒ ïŒã«æŒãŠã¯ãã
ãŠéæãããããã®æ§ãªæ¹æ³ã¯å·¥æ¥çèŠæš¡ã§ããš
ããã·ããšããŒã«ãå®éçã«åå¿ãããã®ã«ã¯é©
ããŠããªãã 溶å€è¥ããã¯çšéå€ãšããŠã®æ°Žãçåæ°ŽçŽ äŸã
ã°ãã«ãšã³åã¯ãã·ã¬ã³ã«æ¿ããããšåã³äžèšã®
åŠãïœïŒåã³ïœïŒã«ããåå¿äžã®æ°Žãå ±æ²žçã«ç
å»ããããšã«ãããã®åå¿ãæ¹è¯ããŠãåæ§ã«ã
ãšããŒã«ã®å®éçåå¿ãéæãããªããäŸãã°ïŒ
âã¯ãã«ããããªã³é žã®20ïŒ ã®éå°ïŒäœ¿çšããã
ãšããŒã«ã«å¯ŸãïŒãçšããŠãããšããŒã«æåã®92
â93ïŒ ã®å€æçããéæãããªãã åŒã®ååç©ã®å åŠæŽ»æ§ïŒ€âç°æ§äœã®è£œé ã¯ç¹
å¥ãªå°é£ãæ¹èµ·ãããå åŠæŽ»æ§è£å©å¡©åºã䜿çšã
ãŠå åŠçã«äžæŽ»æ§ãªïŒâããšããã·ããããªã³é ž
ããåºçºãããéåžžé©çšãããã©ã»ãååç©ã®å
é¢æ¹æ³ã¯å·¥æ¥çèŠæš¡ã§å®æœãåŸãªãããªããªãã
ã®æ¹æ³ã«æŒãŠå¿ èŠãªåå¥æ¶åºã¯å®æœã«çµè²»ããã
ããããŠæ倱ãå€ãããã§ãããæŽã«ååŠéè«ç
ã«åäžãªéã§æãŸãããªãâé¡åäœãçæãã
ããã¯ãŸããªå Žåã«ããåã³ååå²ãåŸãã©ã»ã
ååç©ã«å€ããããšãã§ããªãã ãã€ãç¹èš±åºé¡å ¬éå ¬å ±ç¬¬2758002å·ã«èšèŒã®
æ¹æ³ã«ããã°ïŒâã¡ã¿ã³âã¹ã«ããã«ãªãã·âå
ã¯ãã«ãšã³ã¹ã«ããã«ãªãã·ããããªã³é žâèªå°
äœããåºçºããŠææã®ïŒâããšããã·ããããªã³
é žã®èªå°äœãåŸãããããããã¯æ¬¡ã«äžè¬ã«ã¢ã«
ã«ãªæ§åã¯é žæ§ããåã«ããã¡ã¿ã³ã¹ã«ããã«â
åã¯ãã«ãšã³ã¹ã«ããã«åºãåã³è±é¢ãããã°ãª
ãã¬ããã®åå¿æ段ã®å Žåã«ã¯è£œé ããé¡åäœã®
ã©ã»ãåã®å±éºã倧ã§ããã ãã®ããšã¯å¡©åºã®ååšäžã§ã®ææ©æº¶å€äŸãã°ã¢
ã»ãã³ãã¡ãã«ãšãã«ã±ãã³åã¯ã¢ã»ããããªã«
äžã§ã®é©åœã«çœ®æãããããšããŒã«ãšå åŠæŽ»æ§ïŒ
âããã ããããªã³é žèªå°äœãšã®åå¿ã«ãããŠã¯
ãŸãïŒH.J.Nestler und H.BieringerïŒZeitschr.
fušr Naturforsch.1980ã æŽã«å åŠæŽ»æ§ïŒâã¹ã«ããã«ãªãã·âããããª
ã³é žâèªå°äœäžŠã³ã«å åŠæŽ»æ§ïŒâããã ããããª
ã³é žâèªå°äœã¯éãããçšåºŠã«ããå ¥æã§ããª
ããããã«å¯Ÿã容æã«å ¥æãåŸãå åŠæŽ»æ§åºçºç
æç©ãšããŠïŒ¬âïŒâã¯ãã«ããããªã³é žã¢ã«ãã«
ãšã¹ãã«ç¹ã«ã¡ãã«ãšã¹ãã«ãå·¥æ¥çèŠæš¡ã§äœ¿ã
ãã 䜵ãïŒâã¯ãã«ããããªã³é žâã¡ãã«ãšã¹ãã«
ãšèæ ®ãããããšããŒã«ãšã®åå¿ã¯ãææ©å®¹å€äŸ
ãã°ã¢ã»ãã³ãã¡ãã«ãšãã«ã±ãã³åã¯ã¢ã»ãã
ããªã«äžã§ææ©åã¯ç¡æ©å¡©åºã®ååšäžã§äžå®å šã«
ããé²è¡ããããã®ããå®éäžã®å©çšã«ã¯é©ããª
ãã é«æ²žç¹ã®ææ©æº¶å€äŸãã°ãã«ãšã³ããã·ã¬ã³å
ã¯ã¯ãã«ãã³ãŒã³äžã§ããšããŒã«ã®ã¢ã«ã«ãªå¡©ã
ïŒâã¯ãã«ããããªã³é žãšã¹ãã«ãšåå¿ãããã
ããŠåŒãç¶ããŠé žã«ããåããã°æ®ãã©å®éçå
åŠåå¿ãéæããããã䜵ãå åŠæŽ»æ§ïŒâã¯ãã«
ããããªã³é žãšã¹ãã«ã®å Žåã«ã¯ãã®å®æœæ¹æ³ã«
æŒãŠæ®ãã©å®å šãªã©ã»ãåãçããã ãšã¹ãã«ã®ä»£ãã«å åŠæŽ»æ§ïŒâã¯ãã«ããããª
ã³é žã®ã¢ã«ã«ãªå¡©ããã®åå¿ã«äœ¿çšããã°å åŠæŽ»
æ§ã¯å®è³ªçã«ä¿ãããŠããã䜵ãå·¥æ¥çã«å ¥æã
åŸãå¯äžã®ç©è³ªã§ããâïŒâã¯ãã«ããããªã³
é žãšã¹ãã«ã®ããåã«ãããã®å¡©ã®è£œé ã¯ã©ã»ã
åã®å¯èœæ§ã®ããã«åæ§ã«åé¡ã§ããããã®äžã«
ãšã¹ãã«ããåã«å¯Ÿãã競äºåå¿ãšããŠÎ±âäœã®
å¡©çŽ ååã®ããåãçãä¹³é žãçæããã ãã€ãç¹èš±æ现æžç¬¬1543841å·ã«ã¯ãâïŒâ
ã¯ãã«ããããªã³é žã®ã¢ã«ã«ãªå¡©ããã®å Žã§çã
ããããããŠããšãã¬ãŒããšåå¿ãããããã«ã
ãã©ã»ãåãé»æ¢ãããâããšããã·ããããª
ã³é žã®è£œé æ¹æ³ãèšèŒãããŠããã䜵ããã®æ¹æ³
ã®å ŽåïŒä¹è³35âã®çã枩床ç¯å²ãå®ãããšãå¿
èŠã§ãããããããã®ç¯å²ã¯ãäžæ¹ã§ã¯ã¯ãã«ã
ãããªã³é žãšã¹ãã«ã®åå¿æ§ã®ããã«ãããŠä»æ¹
ã§ã¯çæããå¡©ã®æ¶åºåŸåã®ããã«ãåå¿ä»èŸŒç©
ã®éãå ãã«å¢å€§ãããšæ¢ã«å®éäžãæ©ãå®ãã
ãããã®ç¯å²ãè¶ ããããšã¯é¿ããããªãããã®
å Žåã«ã¯ããã匷ãéç±ã®çºçã«ãããæå¶ã§ã
ãã«é²è¡ããèªçºåå¿ã®å±éºãããããã®äžã«ã
ã€ãç¹èš±æ现é第1543841å·ã«ããæ¹æ³ã«æŒãŠå
å¿æ··åç©äžã«æ®çããæ°Žã¯åå¿æåã®å®å šãªå€æ
ã劚ããã®ã§ãæçµçæç©äžã«åžžã«ããªãã®éã®
ããšããŒã«ãæ®çããã é©ãã¹ãããšã«æ¬çºæã«ããæ¹æ³ã«ããäžèšæ¹
æ³ã®æ¬ ç¹ãé¿ãããããŠåŒã®ååç©ã99ïŒ ä»¥äž
ã®åçã§äžŠã³ã«ãã®ïŒ€âç°æ§äœã95ïŒ ä»¥äžã®åç
åã³é«ãå åŠçŽåºŠã§åŸãããšãå¯èœã§ããã æ¬çºæã®æ¹æ³ã¯ãã«ãšã³åã¯ãã·ã¬ã³äžã«åŒ ãåŒäžïŒ¹ãåã³ïœã¯äžèšã®æå³ãæããã ã§ç€ºãããããšããŒã«åã³ããšããŒã«ïŒã¢ã«åœã
ã1.1ä¹è³1.4ã¢ã«ã®åŒ ãåŒäžïŒ²ã¯æ°ŽçŽ åã¯ïŒC1âC4ïŒã¢ã«ãã«ãæ
å³ããã ã§ç€ºãããïŒâã¯ãã«ããããªã³é žåã¯ïŒâã¯ã
ã«âããããªã³é žäœçŽã¢ã«ãã«ãšã¹ãã«ãå«ã溶
液ã«æ²žãšã枩床ã§ããšããŒã«ïŒã¢ã«åœãã2.2ä¹
è³2.8ã¢ã«ã®20ä¹è³60ïŒ æ°Žæ§ã¢ã«ã«ãªæ°Žé žåç©æº¶
液ãåŸã ã«æ·»å ããå°å ¥ããè¥ããã¯åå¿ã®éç
ããæ°Žãå ±æ²žæ··åç©ãšããŠèžçé€å»ãããããŠæ
æã«ãããåŸãããåŒã®ã¢ã«ã«ãªå¡©ããé žæ§å
ã«ããéé¢é žã補é ããããšãç¹åŸŽãšããŠããã æ¬åå¿ã¯äžè¬ã«80â130âã奜ãŸããã¯90â120
âã®æž©åºŠã§å®æœãããã æ¬æ¹æ³ã以äžã«è©³çŽ°ãèšèŒããïŒ æ°Žåé¢åšãåããåå¿åšäžã§ãåå¿ãã¹ãããš
ããŒã«åã³ïŒâã¯ãã«ããããªã³é žåã¯ããããª
ã³é žãšã¹ãã«ããã«ãšã³åã¯ãã·ã¬ã³ã«æº¶è§£ã
ãããã®æº¶æ¶²ã«å¿ èŠã«å¿ããŠæžå§äžã§æ°Žã®åæç
çåºäžã«20â60ïŒ å¥œãŸããã¯30â50ïŒ ã®ã¢ã«ã«ãª
æ°Žé žåç©æº¶æ¶²ãå ããã 溶å€ã®éžæã«å¿ããŠåå¿ã¯åžžå§åã¯æžå§ã§å®æœ
ããã æŽã«å Žåã«ããé©çšãããäœå§ã¯åå¿æž©åºŠã«äŸ
åãããåå¿ã80âããäœããªã枩床ã§å®æœãã
ããšãæãŸããããªããªãããã§ãªããšåå¿é床
ãé ããªããããããã§ãããåŸã€ãŠå§åã¯äžè¬
çã«ãã€ãŠ200ããªããŒã«ããäœããªããä»æ¹å°
å ¥è¥ããã¯çæããæ°Žã®æ¥éãªæ¬åºãé æ ®ããã
ã°ãªãã¬ã溶å€ãšããŠã®ãã·ã¬ã³ã®äœ¿çšåã³110
âã®åå¿æž©åºŠã®é©çšã®å Žåãå§åã¯çŽ500ããªã
ãŒã«ã§ããã åŒã®å åŠæŽ»æ§ïŒ€âç°æ§äœã補é ããå Žåãåº
çºç©è³ªãšããŠïŒ¬âïŒâã¯ãã«ããããªã³é žåã¯ïŒ¬
âïŒâã¯ãã«ããããªã³é žãšã¹ãã«ã䜿çšãã
ãã ããšããŒã«ïŒã¢ã«åœãæ®ã«1.1â1.2ã¢ã«ã®ã¯ã
ã«ããããªã³é žïŒãšã¹ãã«ïŒå¥œãŸããã¯ã¯ãã«ã
ãããªã³é žã¡ãã«ãšã¹ãã«åã³å¥œãŸããã¯2.2â
2.5ã¢ã«ã®ã¢ã«ã«ãªæ°Žé žåç©ã䜿çšãããã ã¢ã«ã«ãªæ°Žé žåç©ãšããŠã¯ãŸã第äžã«NaOH
åã³KOHã奜ãŸãããäŸçµŠé床åã³åå¿æž©åºŠã¯
åå¿ã«éããŠå°å ¥ãããäžã€å圢æãããæ°Žã®ç·
éãå ±æ²žèžçã«ãã€ãŠé€å»ãããæ°Žã®éã«å®è³ªç
ã«çžåœããæ§ã«èª¿ç¯ããããšã¹ãã«ã®ããåã«ã
ãçæããã¢ã«ã³ãŒã«ã奜ãŸããã¯ã¡ã¿ããŒã«ã¯
æ°Žãšå ±ã«çåºããã ã¢ã«ã«ãªæ°Žé žåç©æº¶æ¶²ã®æ·»å çµäºåŸçŽ15åéäž
å®ã®åå¿æž©åºŠã§æ¹æãç¶ãããçæããåŒã®ã¢
ã«ã«ãªå¡©ã¯çŽæ¥é žã®èªå°äœïŒäŸãã°ãšã¹ãã«ïŒã«
åã¯é žæ§åã«ããéé¢é žã«å€æããããšãã§ã
ãã æ¬çºæã«ããæ¹æ³ã«ããåŸãããåŒã®ååç©
ã¯é«äœçšæ§ã®é€èå€ã§ããããŸãä»ã®é žèªå°äœã
äŸãã°åæ§ã«é«äœçšæ§ã®éžæçé€èå€ã§ãããšã¹
ãã«ã®ããã®äžéäœã§ããïŒãã€ãç¹èš±åºé¡å ¬é
å ¬å ±ç¬¬2223894å·ã第2433067å·ã第2601548å·ã
第2417487å·åã³ç¬¬2758002å·ïŒã åçã¯98ïŒ ä»¥äžã§ãããå€ãã®å Žå99.5ïŒ ä»¥äž
ã§ãããå åŠçŽåºŠã¯äœ¿çšããå åŠæŽ»æ§ïŒâã¯ãã«
ããããªã³é žãšã¹ãã«ã®å åŠçŽåºŠãã25ïŒ ä»¥äžäœ
äžããããšã¯ãªããå åŠçŽåºŠïŒïŒ ïŒã¯æ¬¡ã®åŠãèš
ç®ãããïŒ ïŒ€âäœå«æçïŒïŒ ïŒãã€ãã¹ïŒ¬âäœå«æç
ïŒïŒ ïŒïŒå åŠçŽåºŠ æ¬çºæã«ããæ¹æ³ã¯ãéé¢ããšããŒã«ãšããŠäž
è¬åŒã®ããšããã·âè¥ããã¯ãã³ãžã«ããšããŒ
ã«ã䜿çšãããç¹ã§èšèŒããæè¡æ°Žæºãšç°ãªãã
èæ§ãœãŒã液ãæ·»å ããå ŽåãïŒâã¯ãã«ããã
ãªããŒããšçŽã¡ã«åå¿ãããã ãã®ããšãã¬ãŒã
ã圢æããããããã§åå¿æ··åç©äžã®ã¢ã«ã«ãªã®
éå°ãåé¿ãããããã«ãã€ãŠå æ°Žå解ã«ããæ¹
èµ·ããããååç©ã®æ倱ãèããæžå°ãããã
ããã äŸ ïŒ ïŒâã4â²âïŒ2â³ïŒ4â³âãžã¯ãã«ããšããã·ïŒâã
ãšããã·ãâããããªã³é ž ãã·ã¬ã³1200éééšäžã«ïŒâïŒ2â²ïŒ4â²âãžã¯ã
ã«ããšããã·ïŒâããšããŒã«255éééšåã³ïŒâã¯
ãã«ããããªã³é ž132éééšãå«ã溶液ã«50ïŒ è
æ§ãœãŒã液208éééšã270ããªããŒã«ã®æžå§äžçŽ
90âã§æ»Žå ãããåå¿æž©åºŠã¯åå¿æ··åç©äžã«ååš
ããæ°Žã®çåºã«ãã90âã«ä¿ã€ãæ·»å çµäºåŸ15å
é90âã§æ¹æãç¶ããåŒãç¶ããŠææ°ãããæ··å
ç©ã«æ°Ž400éééšãå ããããŠ10åé85âã§æ¹æ
ãããåŒãç¶ããŠ85âã§çé ž120éšã§é žæ§åãã
ãããŠ10åéæ¹æãããå液ããŒãäžã§æ°Žçžãå
é¢ããåŸãã·ã¬ã³ã80ããªããŒã«ã®å§ã®äžã§çå»
ãããããŠåºäœã60âã250ããªããŒã«ã§ä¹Ÿç¥ã
ããïŒâã4â²âïŒ2â³ïŒ4â³âãžã¯ãã«ããšããã·ïŒâ
ããšããã·ãâããããªã³é ž327éééšãåŸãã
ããçŽç²ãªæçµçæç©ã®å«æçã¯99.5ïŒ ã§ããç
è«å€ã®99.5ïŒ ã®åçã«çžåœãããïŒâïŒ2â³ïŒ4â³â
ãžã¯ãã«ããšããã·ïŒâããšããŒã«ã®æ®çå«æç
ã¯0.3ïŒ ã§ããã äŸ ïŒ ïŒâã4â²âïŒ2â³ïŒ4â³âãžã¯ãã«ããšããã·ïŒâã
ãšããã·ãâããããªã³é ž ïŒâïŒ2â²ïŒ4â²âãžã¯ãã«ããšããã·ïŒâããšããŒ
ã«127.5éééšåã³ïŒâã¯ãã«ããããªã³é žã¡ã
ã«ãšã¹ãã«69.2éééšããã·ã¬ã³650éééšäžã«
å ããããã®æº¶æ¶²ã«çŽ110âåã³500ããªããŒã«ã®
æžå§ã§50ïŒ èæ§ãœãŒã液100éééšã滎å ããã
ã®å Žååæã«æ°Žåã³ã¡ã¿ããŒã«ãæ°Žåé¢åšã«æŒãŠ
å ±æ²žçã«çå»ãããæ·»å çµäºåŸ15åé110âã§æ¹
æããåŒãç¶ããŠåå¿è£ 眮ãææ°ãããåŸåŠçã¯
äŸïŒã«æŒãŠèšèŒããåŠãè¡ããããïŒâã4â²â
ïŒ2â³ïŒ4â³âãžã¯ãã«ããšããã·ïŒâããšããã·ãâ
ããããªã³é ž163.3éééšãåŸããããçŽç²ãªæ
çµçæç©ã®å«æçã¯99.8ïŒ ã§ãããçè«å€ã®99.6
ïŒ ã«çžåœãããïŒâïŒ2â²ïŒ4â³âãžã¯ãã«ããšãã
ã·ïŒâããšããŒã«ã®æ®çå«æçã¯0.15ïŒ ã§ããã äŸ ïŒ ïŒ€âïŒâãïŒâïŒïŒïŒïŒâãžã¯ãã«ããšããã·ïŒ
âããšããã·ãâããããªã³é ž ãã·ã¬ã³450mläžã«ïŒâïŒïŒïŒïŒâãžã¯ãã«ããš
ããã·ïŒâããšããŒã«102ïœïŒ0.4ã¢ã«ïŒåã³ïŒ¬â
ïŒâã¯ãã«ããããªã³é žã¡ãã«ãšã¹ãã«56.35ïœ
ïŒ0.46ã¢ã«ïŒãå«ã溶液ã«110âã500ããªããŒã«
ã§åŒ·ãæ¹æããªãã51.5ïŒ èæ§ãœãŒã液77.7ïœ
ïŒ1.0ã¢ã«ïŒãçŽïŒæéã®éã«æ·»å ãããæ°Žåé¢åš
ãä»ããŠæ·»å ã®å§ããããçæããã¡ã¿ããŒã«å
ã³å°å ¥è¥ããã¯çæããæ°Žãããªãæ··åç©ãå ±æ²ž
çã«é€å»ããã æ·»å çµäºåŸ15åé110âã500ããªããŒã«ã§æ¹æ
ãç¶ããæŸå§ããŠåžžå§ãšãªãããããŠ90âã§ãŸã
æ°Ž100mlãæ·»å ããåŒãç¶ããŠåžç¡«é žã§ïŒ€âïŒâ
ãïŒâïŒïŒïŒïŒâãžã¯ãã«ããšããã·ïŒâããšãã
ã·ãâããããªã³é žãéé¢ããããæ°Žçžã®åé¢å
ã³æžå§äžã§ã®ãã·ã¬ã³ã®çåºã®åŸãã¬ã¹ã¯ããã
ã°ã©ãã€ãŒã«ããçŽåºŠ99.8ïŒ ãæããâïŒâ
ãïŒâïŒïŒïŒïŒâãžã¯ãã«ããšããã·ïŒâããšãã
ã·ãâããããªã³é ž129.8ïœïŒçè«å€ã®99ïŒ ïŒãåŸ
ãããã ïŒâïŒïŒïŒïŒâãžã¯ãã«ããšããã·ïŒâããšããŒ
ã«ã®æ®çå«æçã¯0.3ïŒ ã§ããã å åŠçŽåºŠã¯æå©ã«ã¯ã¡ãã«ãšã¹ãã«ãžã®å€æåŸ
枬å®ããããäžèšã®åå¿ã«ããåŸãããçæç©ã®
æå 床ã¯ãαã22 DïŒ21.14ïŒã¯ãããã«ã äžïŒã¢ã«ïŒ
ã§ããã76ïŒ ã®å åŠçŽåºŠã«çžåœããã åæ§ã«ããŠå åŠçŽåºŠ95ïŒ ãæããâã¯ãã«â
ããããªã³é žãšã¹ãã«ïŒïŒ¬äœ97.5ïŒ ã«çžåœããïŒ
ã䜿çšããå Žåã70ïŒ ä»¥äžã®å åŠçŽåºŠãæãã次
ã®ååç©ïŒïŒ€äœ85ïŒ ã«çžåœããïŒãåŸãããã ãè¡šã
Claims (1)
- ãç¹èš±è«æ±ã®ç¯å²ã ïŒ åŒ ïŒåŒäž ã¯å¡©çŽ ãèçŽ åã¯CF3ããã¯é žçŽ åã¯â
CH2âãæå³ããããŠïœã¯ïŒåã¯ïŒã§ããïŒ ã§ç€ºãããããšããŒã«ãã¢ã«ã«ãªæ°Žé žåç©ã®ååš
äžã«ïŒâã¯ãã«ããããªã³é žåã¯ïŒâã¯ãã«ãã
ããªã³é žäœçŽã¢ã«ãã«ãšã¹ãã«è¥ããã¯ãããã®
å åŠæŽ»æ§ïŒ¬âç°æ§äœãšåå¿ãããŠäžè¬åŒ ïŒåŒäž ïŒïŒžåã³ïœã¯äžèšãšåäžã®æå³ãæããã㊠ã¯æ°ŽçŽ ããããªãŠã åã¯ã«ãªãŠã ãæå³ã
ãïŒ ã§ç€ºãããïŒããšããã·è¥ããã¯ãã³ãžã«ïŒâã
ãšããã·ããããªã³é žåã³ãã®ã¢ã«ã«ãªå¡©äžŠã³ã«
ãããã®å åŠæŽ»æ§ïŒ€âç°æ§äœã補é ããæ¹æ³ã«æŒ
ããŠããã«ãšã³åã¯ãã·ã¬ã³äžã«åŒã®ããšããŒ
ã«åã³ããšããŒã«ïŒã¢ã«åœãã1.1ä¹è³1.4ã¢ã«ã®
åŒ ãåŒäžïŒ²ã¯æ°ŽçŽ åã¯ïŒC1ãC4ïŒã¢ã«ãã«åºã
æå³ããã ã§ç€ºãããïŒâã¯ãã«ããããªã³é žåã¯ïŒâã¯ã
ã«ããããªã³é žãšã¹ãã«ãå«ã溶液ã«æ²žéš°æž©åºŠã§
ããšããŒã«ïŒã¢ã«åœãã2.2ä¹è³2.8ã¢ã«ã®20ä¹è³
60ïŒ æ°Žæ§ã¢ã«ã«ãªæ°Žé žåç©æº¶æ¶²ãåŸã ã«æ·»å ãã
å°å ¥ããè¥ããã¯åå¿ã®éçããæ°Žãå ±æ²žæ··åç©
ãšããŠèžçé€å»ãããããææã«ãããåŸããã
åŒã®ã¢ã«ã«ãªå¡©ããé žæ§åã«ããéé¢é žã補é
ããããšãç¹åŸŽãšãããäžèšè£œæ³ã ïŒ 80â130â奜ãŸããã¯90â120âã®æž©åºŠåã³
200ããªããŒã«ä¹è³åžžå§ã®å§åã§å®æœãããç¹èš±
è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®æ¹æ³ã
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19792949681 DE2949681A1 (de) | 1979-12-11 | 1979-12-11 | Verfahren zur herstellung von optisch aktiven d-(phenoxy, bzw. benzyl)-phenoxypropionsaeuren und ihren alkalisalzen |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5683441A JPS5683441A (en) | 1981-07-08 |
JPH0565500B2 true JPH0565500B2 (ja) | 1993-09-17 |
Family
ID=6088084
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP7727080A Granted JPS5683441A (en) | 1979-12-11 | 1980-06-10 | Manufacture of *phenoxy or benzyl** phenoxypropionic acid and its alkali salt |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0030251B1 (ja) |
JP (1) | JPS5683441A (ja) |
CA (1) | CA1145358A (ja) |
DE (2) | DE2949681A1 (ja) |
IL (1) | IL60281A (ja) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2460286A1 (fr) * | 1979-06-29 | 1981-01-23 | Rhone Poulenc Agrochimie | Procede de preparation d'acide phenoxy-2 propioniques optiquement actifs |
FR2577924B1 (fr) * | 1985-02-28 | 1987-03-06 | Cortial | Nouvelle methode de fabrication de l'ester de p-chlorophenol de l'acide p-chlorophenoxyisobutyrique |
FR2602228A1 (en) * | 1986-07-30 | 1988-02-05 | Kirkiacharian Serge | New phenoxyisobutyric acids, their derivatives and processes for producing them |
DE19755598A1 (de) * | 1997-12-15 | 1999-06-17 | Huels Chemische Werke Ag | Verfahren zur Herstellung von AryloxyessigsÀureestern |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4035416A (en) * | 1972-11-02 | 1977-07-12 | The Dow Chemical Company | Process for making phenoxyalkanoic acids |
JPS5283640A (en) * | 1976-01-01 | 1977-07-12 | Hoechst Ag | Benzyllphenoxyalkane carboxylate and derivatives thereof |
JPS5287129A (en) * | 1976-01-16 | 1977-07-20 | Ishihara Sangyo Kaisha Ltd | 4-trifluoromethyl phenoxy phenoxyankane carboxylic acid |
JPS5289628A (en) * | 1976-01-16 | 1977-07-27 | Hoechst Ag | 44*22chloroo44bromophenoxy**alphaaphenoxyy propionic acid*its estel*process for preparation thereof and herbicide containing these as effective ingredient |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3113965A (en) * | 1961-06-23 | 1963-12-10 | Dow Chemical Co | Bromophenoxyaliphatic acid |
US3493604A (en) * | 1967-03-15 | 1970-02-03 | Upjohn Co | 3,5-dihalo-4-(4-alkoxyphenoxy) phenoxy acetic acids and derivatives |
BE786644A (fr) * | 1971-07-23 | 1973-01-24 | Hoechst Ag | Derives d'acides phenoxy-4 phenoxy-alcane-carboxyliques leur preparation et les medicaments qui en contiennent |
DE2223894C3 (de) * | 1972-05-17 | 1981-07-23 | Hoechst Ag, 6000 Frankfurt | Herbizide Mittel auf Basis von PhenoxycarbonsÀurederivaten |
GB1422679A (en) * | 1972-11-16 | 1976-01-28 | Funai Pharmaceutical Ind Ltd | Substituted phenoxy-a-methylpropionic acid derivatives and a process for producing the same |
CS185694B2 (en) * | 1974-07-17 | 1978-10-31 | Ishihara Sangyo Kaisha | Herbicidal agent |
DE2715319A1 (de) * | 1976-04-13 | 1977-11-03 | Ishihara Mining & Chemical Co | Herbicide verbindungen, herbicide zusammensetzungen, welche diese verbindungen enthalten und verfahren zu deren anwendung |
DE2725590A1 (de) * | 1977-06-07 | 1978-12-21 | Bayer Ag | 4-(2-chlor-4-nitrophenoxy)-phenoxyalkancarbonsaeuren und derivate, verfahren zu ihrer herstellung und ihre verwendung als herbizide |
-
1979
- 1979-12-11 DE DE19792949681 patent/DE2949681A1/de not_active Withdrawn
-
1980
- 1980-06-10 JP JP7727080A patent/JPS5683441A/ja active Granted
- 1980-06-10 DE DE8080103215T patent/DE3065764D1/de not_active Expired
- 1980-06-10 IL IL60281A patent/IL60281A/xx unknown
- 1980-06-10 EP EP80103215A patent/EP0030251B1/de not_active Expired
- 1980-06-12 CA CA000353872A patent/CA1145358A/en not_active Expired
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4035416A (en) * | 1972-11-02 | 1977-07-12 | The Dow Chemical Company | Process for making phenoxyalkanoic acids |
JPS5283640A (en) * | 1976-01-01 | 1977-07-12 | Hoechst Ag | Benzyllphenoxyalkane carboxylate and derivatives thereof |
JPS5287129A (en) * | 1976-01-16 | 1977-07-20 | Ishihara Sangyo Kaisha Ltd | 4-trifluoromethyl phenoxy phenoxyankane carboxylic acid |
JPS5289628A (en) * | 1976-01-16 | 1977-07-27 | Hoechst Ag | 44*22chloroo44bromophenoxy**alphaaphenoxyy propionic acid*its estel*process for preparation thereof and herbicide containing these as effective ingredient |
Also Published As
Publication number | Publication date |
---|---|
DE3065764D1 (en) | 1984-01-05 |
IL60281A (en) | 1985-05-31 |
EP0030251A1 (de) | 1981-06-17 |
EP0030251B1 (de) | 1983-11-30 |
JPS5683441A (en) | 1981-07-08 |
IL60281A0 (en) | 1980-09-16 |
DE2949681A1 (de) | 1981-07-02 |
CA1145358A (en) | 1983-04-26 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4133833A (en) | Production of N,N-di(ethyl)-meta-toluamide from meta-toluic acid by liquid phase catalytic reaction with diethylamine | |
EP0180126B1 (en) | Process for preparing 2-(4-hydroxyphenoxy)alkanoic acid compounds | |
EP0192849B1 (en) | Process for preparing optically active 2-(4-hydroxyphenoxy)propionic acid compounds | |
JPH0565500B2 (ja) | ||
US3435074A (en) | Process for producing nitrodiarylamines | |
JPH0565499B2 (ja) | ||
US4552977A (en) | Process for the preparation of (phenoxy- or benzyl-)-phenoxypropionic acids and their alkali metal salts | |
US4766220A (en) | Process for the preparation of optically active aryloxyalkanoic acid compounds | |
JP3836518B2 (ja) | ïŒâã¡ã«ã«ããããããªãããªã«ããã³ïŒâã¡ã«ã«ããããããªã³é žã®è£œé æ¹æ³ | |
EP0635466B1 (en) | Decarboxylation process | |
US4537984A (en) | Process for producing 2-(4-hydroxyphenoxy) propionate derivatives | |
US4152530A (en) | Process for preparing allylic alcohols from allylic halides | |
EP0679629B1 (fr) | Procédé de préparation d'un acide alpha-(hydroxyphenoxy)-alcanecarboxylique optiquement actif et de ses dérivés | |
FR2486071A2 (fr) | Procede de preparation de composes aryloxyalcanoiques optiquement actifs | |
EP0627403B1 (fr) | Procédé de préparation d'acides hydroxyphénylacétiques | |
JP3412246B2 (ja) | ïŒâããã²ãâïŒâã¢ã«ã±ã³èªå°äœã®è£œæ³ | |
JPH027305B2 (ja) | ||
JPS62238248A (ja) | ããªãã«ãªãã¡ãã«åºãæããã·ã¯ããããã«ã¢ãã³é¡ | |
EP0249556A1 (fr) | Procédé de préparation d'esters organiques alpha-halogénés de l'acide carbonique | |
EP0153261A1 (fr) | Esters de la famille de la N-phosphonométhylglycine et leur utilisation pour la préparation d'herbicides connus | |
GB2054570A (en) | Process for the preparation of optically active aryloxyalkanoic acid compounds | |
EP0179487A1 (en) | 2-Phenylpropionic acid esters, method for optical resolution thereof and optically active substance thereof | |
JPH03157370A (ja) | å åŠæŽ»æ§ããããªã³é žèªå°äœã®è£œæ³ | |
JP2011093869A (ja) | å åŠæŽ»æ§ïŒâãã§ããã·ãã¿ã³é žé¡ã®è£œé æ¹æ³ | |
EP0575303A1 (fr) | Un procédé pour la préparation de l'acide 5-(2,5-diméthylphénoxy)-2,2-diméthyl pentanoique |