CH616642A5 - - Google Patents
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- Publication number
- CH616642A5 CH616642A5 CH1141975A CH1141975A CH616642A5 CH 616642 A5 CH616642 A5 CH 616642A5 CH 1141975 A CH1141975 A CH 1141975A CH 1141975 A CH1141975 A CH 1141975A CH 616642 A5 CH616642 A5 CH 616642A5
- Authority
- CH
- Switzerland
- Prior art keywords
- reaction
- alkaline
- mixture
- chloro
- alkaline compound
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 description 25
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- 238000000034 method Methods 0.000 description 20
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 17
- 239000000203 mixture Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 235000011187 glycerol Nutrition 0.000 description 8
- PZGXJYSPQYRCBB-UHFFFAOYSA-N 2-chlorobutanal Chemical compound CCC(Cl)C=O PZGXJYSPQYRCBB-UHFFFAOYSA-N 0.000 description 7
- 150000001299 aldehydes Chemical class 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 150000002314 glycerols Chemical group 0.000 description 6
- -1 hydrocarbon radical Chemical class 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000008098 formaldehyde solution Substances 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound 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 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000251730 Chondrichthyes Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052792 caesium Inorganic materials 0.000 description 2
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 2
- 235000019254 sodium formate Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000012258 stirred mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- UZHWBXUQTDSMGJ-UHFFFAOYSA-N 1,3-dichloro-2-methylpropan-2-ol Chemical compound ClCC(O)(C)CCl UZHWBXUQTDSMGJ-UHFFFAOYSA-N 0.000 description 1
- WWCRNLXDTHHHNJ-UHFFFAOYSA-N 2-chloro-2-(4-methylphenyl)ethanol Chemical compound Cc1ccc(cc1)C(Cl)CO WWCRNLXDTHHHNJ-UHFFFAOYSA-N 0.000 description 1
- VZKRVDKUCVMFEG-UHFFFAOYSA-N 2-chloro-2-cyclohexylethanol Chemical compound OCC(Cl)C1CCCCC1 VZKRVDKUCVMFEG-UHFFFAOYSA-N 0.000 description 1
- SVETYBDCPROWBM-UHFFFAOYSA-N 2-chloro-2-naphthalen-1-ylethanol Chemical compound C1=CC=C2C(C(Cl)CO)=CC=CC2=C1 SVETYBDCPROWBM-UHFFFAOYSA-N 0.000 description 1
- WTGUAUVAXDZHJX-UHFFFAOYSA-N 2-chloro-2-phenylethanol Chemical compound OCC(Cl)C1=CC=CC=C1 WTGUAUVAXDZHJX-UHFFFAOYSA-N 0.000 description 1
- XUOMQVSEWBWEBA-UHFFFAOYSA-N 2-chloro-3,3-dimethylbutanal Chemical compound CC(C)(C)C(Cl)C=O XUOMQVSEWBWEBA-UHFFFAOYSA-N 0.000 description 1
- SCHRUBOQSCAFFP-UHFFFAOYSA-N 2-chloro-3-methylbutanal Chemical compound CC(C)C(Cl)C=O SCHRUBOQSCAFFP-UHFFFAOYSA-N 0.000 description 1
- WSXHRCTYVHCOCH-UHFFFAOYSA-N 2-chloro-3-methylpentanal Chemical compound CCC(C)C(Cl)C=O WSXHRCTYVHCOCH-UHFFFAOYSA-N 0.000 description 1
- FTOKYBLHOYVORA-UHFFFAOYSA-N 2-chlorobutan-1-ol Chemical compound CCC(Cl)CO FTOKYBLHOYVORA-UHFFFAOYSA-N 0.000 description 1
- WSMIPVGUPYXHDT-UHFFFAOYSA-N 2-chlorohexanal Chemical compound CCCCC(Cl)C=O WSMIPVGUPYXHDT-UHFFFAOYSA-N 0.000 description 1
- VRJSDMNRPHLGRD-UHFFFAOYSA-N 2-chloropentanal Chemical compound CCCC(Cl)C=O VRJSDMNRPHLGRD-UHFFFAOYSA-N 0.000 description 1
- UAARVZGODBESIF-UHFFFAOYSA-N 2-chloropropanal Chemical compound CC(Cl)C=O UAARVZGODBESIF-UHFFFAOYSA-N 0.000 description 1
- SROPVESHEGBQKZ-UHFFFAOYSA-N 2-ethoxypropane-1,3-diol Chemical compound CCOC(CO)CO SROPVESHEGBQKZ-UHFFFAOYSA-N 0.000 description 1
- UIKQNMXWCYQNCS-UHFFFAOYSA-N 2-hydroxybutanal Chemical compound CCC(O)C=O UIKQNMXWCYQNCS-UHFFFAOYSA-N 0.000 description 1
- RKOGJKGQMPZCGG-UHFFFAOYSA-N 2-methoxypropane-1,3-diol Chemical compound COC(CO)CO RKOGJKGQMPZCGG-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- FKYIVCNMQZCTTP-UHFFFAOYSA-L [OH-].[OH-].Cl.[Ca++] Chemical compound [OH-].[OH-].Cl.[Ca++] FKYIVCNMQZCTTP-UHFFFAOYSA-L 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- VUEDNLCYHKSELL-UHFFFAOYSA-N arsonium Chemical compound [AsH4+] VUEDNLCYHKSELL-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000010871 livestock manure Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- ZDCPCNYMFTYBBX-UHFFFAOYSA-N potassium rubidium Chemical compound [K].[Rb] ZDCPCNYMFTYBBX-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- HISNRBVYBOVKMB-UHFFFAOYSA-N stibonium Chemical compound [SbH4+] HISNRBVYBOVKMB-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/02—Acyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/22—Trihydroxylic alcohols, e.g. glycerol
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB38836/74A GB1518104A (en) | 1974-09-05 | 1974-09-05 | Process for the preparation of 2-hydrocarbylglycerols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH616642A5 true CH616642A5 (xx) | 1980-04-15 |
Family
ID=10405988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1141975A CH616642A5 (xx) | 1974-09-05 | 1975-09-03 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3993703A (xx) |
| JP (1) | JPS6032611B2 (xx) |
| BE (1) | BE832737A (xx) |
| BR (1) | BR7505639A (xx) |
| CH (1) | CH616642A5 (xx) |
| DE (1) | DE2539202C2 (xx) |
| FR (1) | FR2283881A1 (xx) |
| GB (1) | GB1518104A (xx) |
| IT (1) | IT1042285B (xx) |
| NL (1) | NL184158C (xx) |
| SU (1) | SU646903A3 (xx) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69018469T2 (de) * | 1990-05-30 | 1995-07-27 | Takata Corp | Luftsack in luftsackeinrichtung. |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2761881A (en) * | 1953-03-13 | 1956-09-04 | Montrose Chemical Company | Process for production of 2, 2-disubstituted propanediols |
-
1974
- 1974-09-05 GB GB38836/74A patent/GB1518104A/en not_active Expired
-
1975
- 1975-08-21 US US05/606,674 patent/US3993703A/en not_active Expired - Lifetime
- 1975-08-26 BE BE1006846A patent/BE832737A/xx not_active IP Right Cessation
- 1975-09-03 SU SU752169457A patent/SU646903A3/ru active
- 1975-09-03 FR FR7527009A patent/FR2283881A1/fr active Granted
- 1975-09-03 DE DE2539202A patent/DE2539202C2/de not_active Expired
- 1975-09-03 NL NLAANVRAGE7510372,A patent/NL184158C/xx not_active IP Right Cessation
- 1975-09-03 JP JP50106122A patent/JPS6032611B2/ja not_active Expired
- 1975-09-03 CH CH1141975A patent/CH616642A5/de not_active IP Right Cessation
- 1975-09-03 BR BR7505639*A patent/BR7505639A/pt unknown
- 1975-09-03 IT IT26895/75A patent/IT1042285B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| GB1518104A (en) | 1978-07-19 |
| NL184158B (nl) | 1988-12-01 |
| BE832737A (nl) | 1976-02-26 |
| NL7510372A (nl) | 1976-03-09 |
| FR2283881B1 (xx) | 1978-04-07 |
| JPS5152108A (en) | 1976-05-08 |
| BR7505639A (pt) | 1976-08-03 |
| US3993703A (en) | 1976-11-23 |
| IT1042285B (it) | 1980-01-30 |
| JPS6032611B2 (ja) | 1985-07-29 |
| SU646903A3 (ru) | 1979-02-05 |
| DE2539202A1 (de) | 1976-03-18 |
| NL184158C (nl) | 1989-05-01 |
| DE2539202C2 (de) | 1985-01-03 |
| FR2283881A1 (fr) | 1976-04-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |