GB539163A - Improvements in or relating to the production of halogenated organic compounds - Google Patents
Improvements in or relating to the production of halogenated organic compoundsInfo
- Publication number
- GB539163A GB539163A GB440740A GB440740A GB539163A GB 539163 A GB539163 A GB 539163A GB 440740 A GB440740 A GB 440740A GB 440740 A GB440740 A GB 440740A GB 539163 A GB539163 A GB 539163A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ketene
- ether
- alkoxyacidyl
- diketene
- cocl
- 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
- 150000002896 organic halogen compounds Chemical class 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- 239000003085 diluting agent Substances 0.000 abstract 3
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 abstract 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 abstract 2
- 235000019441 ethanol Nutrition 0.000 abstract 2
- -1 ethyl- Chemical group 0.000 abstract 2
- 150000004820 halides Chemical class 0.000 abstract 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- XJUZRXYOEPSWMB-UHFFFAOYSA-N Chloromethyl methyl ether Chemical compound COCCl XJUZRXYOEPSWMB-UHFFFAOYSA-N 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002560 ketene acetals Chemical class 0.000 abstract 1
- 150000002561 ketenes Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229910001507 metal halide Inorganic materials 0.000 abstract 1
- 150000005309 metal halides Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc 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
- C07C51/58—Preparation of carboxylic acid halides
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)
Abstract
539,163. Alkoxyacidyl halides. DISTILLERS CO., Ltd., STAUDINGER, J. J. P., and TUERCK, K. H. W. March 8,1940, No. 4407. [Class 2 (iii)] Ketene, diketene and other ketene polymers and ketene derivatives such as ketene acetals are condensed with an α-halogen aliphatic ether in the presence of a condensing agent and if desired of a diluent, the product being an alkoxyacidyl halide. Suitable condensing agents are metal halides such as zinc, aluminium and mercuric chlorides, and suitable diluents are carbon disulphide, cyclohexane and ethers such as di-isopropyl ether. When a diluent is used the reactants or one of them, and the catalyst may be added in portions. In an example, ketene diluted with methane is led into chloro-dimethyl ether containing aluminium chloride at 50‹C. for 4 hours ; ethyl alcohol is added and the mixture is allowed to stand ; after distilling off the excess ether and alcohol the residue yields ethyl-#-methoxy propionate which when heated with a dehydrating catalyst yields the corresponding acrylic ester, a similar reaction occurring with the free acids. When diketene is used as initial material the product is CH 3 -OCH 2 -CH 2 -CO-CH 2 COCl or perhaps CH 3 -CO-CH-(CH 2 -O-CH 3 ) COCl.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB440740A GB539163A (en) | 1940-03-08 | 1940-03-08 | Improvements in or relating to the production of halogenated organic compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB440740A GB539163A (en) | 1940-03-08 | 1940-03-08 | Improvements in or relating to the production of halogenated organic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB539163A true GB539163A (en) | 1941-08-29 |
Family
ID=9776611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB440740A Expired GB539163A (en) | 1940-03-08 | 1940-03-08 | Improvements in or relating to the production of halogenated organic compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB539163A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0379691B2 (en) † | 1989-01-26 | 2001-01-03 | Mitsubishi Gas Chemical Company, Inc. | Process for preparing unsaturated carboxylic acid or ester thereof |
-
1940
- 1940-03-08 GB GB440740A patent/GB539163A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0379691B2 (en) † | 1989-01-26 | 2001-01-03 | Mitsubishi Gas Chemical Company, Inc. | Process for preparing unsaturated carboxylic acid or ester thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1261464A (en) | Production of halohydrocarbons | |
| BR8004276A (en) | ACETYLACETOXYL-ALYL ALYL ETERS, PROCESS FOR ITS PRODUCTION, AND ITS APPLICATION | |
| GB539163A (en) | Improvements in or relating to the production of halogenated organic compounds | |
| ES410157A1 (en) | 2-(1-haloethyl)-6-methoxynaphthalenes | |
| Ratchford et al. | Preparation of N, N-Dimethylacrylamide by Pyrolysis of N, N-Dimethyl-α-Acetoxypropionamide | |
| Schiessler et al. | Oxidation of a methylene group with hypochlorite | |
| US2504151A (en) | Process of preparing methyl betafurfuryloxypropionate | |
| GB1158925A (en) | Adamantyl Ketones and Adamantaldehydes and processes for the production thereof | |
| GB782773A (en) | Chlorination process | |
| ES8105970A1 (en) | Preparation of fluorinated methylaminoalkanoic acids, process intermediates and their preparation. | |
| US2414982A (en) | Method of preparing 2, 5-dichlorodioxane | |
| GB868106A (en) | Unsaturated ª- diketones | |
| US2853531A (en) | 1, 2-difluoro-1, 2-dialkoxyethylenes and preparation thereof | |
| GB847779A (en) | 2-(4-biphenylyl)-í¸-hexenoic acid esters thereof | |
| JPS54144347A (en) | 3-(2-fluoro-4-biphenylyl)-2-butanone | |
| SE7909596L (en) | PROCEDURE FOR PREPARING BASIC ESTERS OF SUBSTITUTED HYDROXICYCLOHEXANCHOXYL ACIDS | |
| GB860860A (en) | Substituted terpenes | |
| GB927475A (en) | ª -pyrrolidino-valerophenones | |
| GB746096A (en) | Production of -a-(n-(-a-diethylaminoethyl))-aminophenylacetic acid isoamyl ester hydrochloride | |
| US2532291A (en) | Phenylmercaptoacrylates and phenylmercaptomaleates | |
| ES421284A1 (en) | Procedure for the preparation of derivatives of pirrocolinacetic acids. (Machine-translation by Google Translate, not legally binding) | |
| US2582252A (en) | 2-alkoxyphenethyl-6-carboxycyclohexene-1-one-3 esters and process for preparing same | |
| GB945319A (en) | Derivatives of partially hydrogenated tetracenes and process for preparing them | |
| US2443024A (en) | Ethers from polyfluoro acrylonitriles and monohydric alcohols | |
| Bott et al. | Syntheses of Carboxylic Acids from 1, 1‐Dichloroehylene |