JPS5821639A - 2−アロ−イル−3−アリ−ル−ノルボルナジエン - Google Patents
2−アロ−イル−3−アリ−ル−ノルボルナジエンInfo
- Publication number
- JPS5821639A JPS5821639A JP56120057A JP12005781A JPS5821639A JP S5821639 A JPS5821639 A JP S5821639A JP 56120057 A JP56120057 A JP 56120057A JP 12005781 A JP12005781 A JP 12005781A JP S5821639 A JPS5821639 A JP S5821639A
- Authority
- JP
- Japan
- Prior art keywords
- norbornadiene
- crystal
- energy
- phenyl
- quadricyclane
- 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.)
- Granted
Links
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 3
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 3
- 150000002367 halogens Chemical class 0.000 claims description 2
- 239000000126 substance Substances 0.000 abstract description 7
- 239000003054 catalyst Substances 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 238000010438 heat treatment Methods 0.000 abstract description 3
- 125000005843 halogen group Chemical group 0.000 abstract description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 abstract 2
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 abstract 2
- 238000005698 Diels-Alder reaction Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000013078 crystal Substances 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 description 5
- 235000005513 chalcones Nutrition 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000004020 conductor Substances 0.000 description 5
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 241000233805 Phoenix Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- -1 tetrahydrone Chemical compound 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- GVSPXQVUXHMUMA-MDWZMJQESA-N (e)-3-(3,5-ditert-butyl-4-hydroxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one Chemical compound C1=CC(OC)=CC=C1C(=O)\C=C\C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 GVSPXQVUXHMUMA-MDWZMJQESA-N 0.000 description 1
- DHGHNVPSVIFSKY-UHFFFAOYSA-N 3-(4-methoxyphenyl)-1-phenylpropan-1-one Chemical compound C1=CC(OC)=CC=C1CCC(=O)C1=CC=CC=C1 DHGHNVPSVIFSKY-UHFFFAOYSA-N 0.000 description 1
- KAECPEOUFVGBOW-UHFFFAOYSA-N 4,7,7-trimethylbicyclo[2.2.1]hepta-1(6),2-diene Chemical compound CC1(C)C2=CCC1(C)C=C2 KAECPEOUFVGBOW-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241001274613 Corvus frugilegus Species 0.000 description 1
- 108020005199 Dehydrogenases Proteins 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 101100043725 Mus musculus Strbp gene Proteins 0.000 description 1
- 241000277331 Salmonidae Species 0.000 description 1
- 241001125048 Sardina Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001038 naphthoyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 238000005381 potential energy Methods 0.000 description 1
- YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229940096017 silver fluoride Drugs 0.000 description 1
- REYHXKZHIMGNSE-UHFFFAOYSA-M silver monofluoride Chemical compound [F-].[Ag+] REYHXKZHIMGNSE-UHFFFAOYSA-M 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56120057A JPS5821639A (ja) | 1981-07-31 | 1981-07-31 | 2−アロ−イル−3−アリ−ル−ノルボルナジエン |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56120057A JPS5821639A (ja) | 1981-07-31 | 1981-07-31 | 2−アロ−イル−3−アリ−ル−ノルボルナジエン |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5821639A true JPS5821639A (ja) | 1983-02-08 |
JPS632424B2 JPS632424B2 (enrdf_load_stackoverflow) | 1988-01-19 |
Family
ID=14776816
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP56120057A Granted JPS5821639A (ja) | 1981-07-31 | 1981-07-31 | 2−アロ−イル−3−アリ−ル−ノルボルナジエン |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5821639A (enrdf_load_stackoverflow) |
-
1981
- 1981-07-31 JP JP56120057A patent/JPS5821639A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS632424B2 (enrdf_load_stackoverflow) | 1988-01-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Sheehan et al. | Photolysis of methoxy-substituted benzoin esters. Photosensitive protecting group for carboxylic acids | |
Hammond et al. | Mechanisms of photochemical reactions in solution. XXV. The photodimerization of coumarin | |
Heller et al. | Photochromic heterocyclic fulgides. Part 1. Rearrangement reactions of (E)-α-3-furylethylidene (isopropylidene) succinic anhydride | |
Huffman et al. | Photoenolization of some photochromic ketones. The scope and mechanism of the reaction | |
Cohen et al. | Kinetics of photoreduction of benzophenones by amines. Deamination and dealkylation of amines | |
Nelson et al. | . alpha.,. alpha.'Annulation of cyclic ketones. Synthesis of bicyclo [3.2. 1] octane derivatives | |
Sandin et al. | Synthesis of 9, 10-dimethyl-1, 2-benzanthracene and of a thiophene isolog | |
Nebe et al. | Photolysis of cis, cis-1, 3-cyclooctadiene | |
Kuwata et al. | Photosensitized cyclodimerization of phenyl vinyl ethers | |
Kutney et al. | Studies on some electrophilic substitution reactions in the furan series: The synthesis of 2, 4-disubstituted furans | |
JPS5821639A (ja) | 2−アロ−イル−3−アリ−ル−ノルボルナジエン | |
Newman et al. | The synthesis and ionization constants of the six hydroxybenzo [c] phenanthrenes | |
Shirley et al. | Substitution Reactions of 2-and 3-Methylthianaphthene | |
Wubbels et al. | Mechanism of the water-catalyzed photoisomerization of p-nitrobenzaldehyde | |
Jones et al. | Photolyses of trienes. II. Selective photoreactions of 2, 7, 7-trimethylcycloheptatriene | |
Goon et al. | Evidence Against a Hydrogen Abstraction Mechanism in the Photorearrangement of Azoxybenzene to 2-Hydroxyazobenzene | |
Harris, Jr et al. | Trimerization of Hexafluoro-2-butyne | |
Xing et al. | Application of photoinduced biomimetic cascade cyclizations of terpenoid polyalkenes for the synthesis of (±)‐stypoldione | |
DeBoer et al. | Norrish type II rearrangement from. pi.,. pi.* triplet states | |
Kalena et al. | Stereo-and regioselectivity of intramolecular 1, 2-arene-alkene photocycloaddition in 2-alkenyl-4-chromanones | |
Lohray et al. | Photochemical transformations of 1-pyrazolyl-cis-1, 2-dibenzoylalkenes. A laser flash photolysis investigation | |
Morrison et al. | Organic photochemistry. 67. Photolytic cleavage of remote functional groups in polyfunctional molecules. Activation of a. gamma. carbon-chloride bond in the endo-and exo-benzobicyclo [3.2. 1] octen-3-yl chlorides | |
Harvey et al. | Disproportionation accompanying cyclodehydration of 2-(β-phenylethyl) cyclohexanone | |
Xia et al. | A General Approach from Eudesmane to Isodaucane Sesquiterpenes: Synthesis of 7-Epi-14-isocyano-isodauc-5-ene from α-(-)-Santonin | |
Nishiwaki et al. | The dechlorination of polychlorinated biphenyls by UV-irradiation. VIII. Reactions of 2, 3-and 3, 4-dichlorobiphenyl in a 2-propanol solution. |