GB1240843A - Production of olefin oxides and isobutyric acid - Google Patents
Production of olefin oxides and isobutyric acidInfo
- Publication number
- GB1240843A GB1240843A GB5932268A GB5932268A GB1240843A GB 1240843 A GB1240843 A GB 1240843A GB 5932268 A GB5932268 A GB 5932268A GB 5932268 A GB5932268 A GB 5932268A GB 1240843 A GB1240843 A GB 1240843A
- Authority
- GB
- United Kingdom
- Prior art keywords
- production
- isobutyric acid
- olefin oxides
- isobutyraldehyde
- dec
- 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
Links
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 title abstract 8
- 150000001336 alkenes Chemical class 0.000 title abstract 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title abstract 3
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 abstract 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 2
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical compound CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 abstract 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 abstract 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 abstract 1
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 abstract 1
- 239000004913 cyclooctene Substances 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- MCVVUJPXSBQTRZ-ONEGZZNKSA-N methyl (e)-but-2-enoate Chemical compound COC(=O)\C=C\C MCVVUJPXSBQTRZ-ONEGZZNKSA-N 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 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
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
- C07C51/235—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,240,843. Production of olefin oxides and isobutyric acid. BADISCHE ANILIN- & SODA-FABRIK A.G. 13 Dec., 1968 [14 Dec., 1967], No. 59322/68. Heading C2C. A process for the production of olefin oxides and isobutyric acid comprises reacting an olefinically unsaturated compound having at least three carbon atoms in the carbon chain jointly with isobutyraldehyde in the liquid phase with molecular oxygen at a temperature of from -10‹ to + 45‹ C., the molar ratio of isobutyraldehyde to the olefinically unsaturated compound being in the range 1:1 to 1:100, and if desired, under superatmospheric pressure. The reaction may be carried out in the presence of an inert solvent and/or catalyst, e.g. an oilsoluble salt of a fatty or naphthenic acid of a metal of subgroups 5 to 8 of the Periodic System. The production of propylene oxide, isobutene oxide and glycide each jointly with isobutyric acid is exemplified. Starting materials mentioned include cyclohexene, cyclooctene, butadiene, cyclooctadiene-(1,5), cyclododecatriene - (1,5,9), decene-(l), allyl chloride and methyl crotonate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1643713 | 1967-12-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1240843A true GB1240843A (en) | 1971-07-28 |
Family
ID=5684368
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5932268A Expired GB1240843A (en) | 1967-12-14 | 1968-12-13 | Production of olefin oxides and isobutyric acid |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE725454A (en) |
| FR (1) | FR1594466A (en) |
| GB (1) | GB1240843A (en) |
| SE (1) | SE349027B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2848868A1 (en) * | 1977-11-10 | 1979-05-17 | Halcon Res & Dev | PROCESS FOR THE SIMULTANEOUS OXIDATION OF OLEFINS AND BETA SUBSTITUTED SATURATED ALDEHYDE |
| US5367087A (en) * | 1991-10-30 | 1994-11-22 | Sumitomo Chemical Company, Limited | Process for producing epoxide |
-
1968
- 1968-12-12 SE SE1705168A patent/SE349027B/xx unknown
- 1968-12-13 FR FR1594466D patent/FR1594466A/fr not_active Expired
- 1968-12-13 GB GB5932268A patent/GB1240843A/en not_active Expired
- 1968-12-13 BE BE725454D patent/BE725454A/xx unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2848868A1 (en) * | 1977-11-10 | 1979-05-17 | Halcon Res & Dev | PROCESS FOR THE SIMULTANEOUS OXIDATION OF OLEFINS AND BETA SUBSTITUTED SATURATED ALDEHYDE |
| US5367087A (en) * | 1991-10-30 | 1994-11-22 | Sumitomo Chemical Company, Limited | Process for producing epoxide |
| US5466838A (en) * | 1991-10-30 | 1995-11-14 | Sumitomo Chemical Company, Limited | Process for producing epoxide |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1594466A (en) | 1970-06-01 |
| SE349027B (en) | 1972-09-18 |
| BE725454A (en) | 1969-06-13 |
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