GB642459A - Improvements in or relating to organic oxidation reactions - Google Patents
Improvements in or relating to organic oxidation reactionsInfo
- Publication number
- GB642459A GB642459A GB1716248A GB1716248A GB642459A GB 642459 A GB642459 A GB 642459A GB 1716248 A GB1716248 A GB 1716248A GB 1716248 A GB1716248 A GB 1716248A GB 642459 A GB642459 A GB 642459A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- hours
- hypochlorite
- trifluoropropene
- solution
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B35/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving a change in the type of bonding between two carbon atoms already directly linked
- C07B35/04—Dehydrogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Organic compounds are oxidized by reacting with an alkali metal hypochlorite and a minor proportion, e.g. up to 7 per cent, of an alkali metal permanganate or manganese dioxide in the presence of an alkaline medium such as caustic soda or caustic potash solution or lime. Sodium hypochlorite is the preferred hypochlorite, particularly when used with potassium permanganate, the preferred permanganate. When manganese dioxide is used it should preferably be freshly precipitated. The oxidation effected may result in ring rupture, e.g. naphthalene to phthalic acid, oxidation of side chains, e.g. toluene to benzoic acid and p-toluic acid to terephthalic acid or non-cyclic compounds may be oxidized, e.g. 1,1,2-trichloro3,3,3-trifluoropropene-1 to trifluoroacetic acid. In examples: (1) 1,1,2-trichloro-3,3,3-trifluoropropene is slowly added to an aqueous solution of sodium hydroxide, sodium hypochlorite and potassium permanganate at 80 DEG C. over 2 1/2 hours maintaining a reflux and then for 11 1/2 hours at 89 DEG C., when unchanged trichloro-trifluoropropene is removed and the remainder made slightly acid with sulphuric acid, sulphur dioxide then being passed in until no colour is obtained with starch-iodide when the solution is neutralized with soda ash after filtration, evaporated to dryness and dried, the powdered residue being extracted with absolute alcohol and sodium trifluoroacetate obtained on removal of the alcohol; (2) toluene is added to a solution composed of the above oxidants maintained at 95 DEG C. for 13 1/2 hours when benzoic acid is recovered in a conventional manner; and (3) naphthalene is added to an aqueous solution of caustic potash, sodium hypochlorite and potassium permanganate and refluxed for 29 hours when phthalic acid is isolated in a known manner. Specification 577,481 is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1716248A GB642459A (en) | 1948-06-25 | 1948-06-25 | Improvements in or relating to organic oxidation reactions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1716248A GB642459A (en) | 1948-06-25 | 1948-06-25 | Improvements in or relating to organic oxidation reactions |
Publications (1)
Publication Number | Publication Date |
---|---|
GB642459A true GB642459A (en) | 1950-09-06 |
Family
ID=10090374
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1716248A Expired GB642459A (en) | 1948-06-25 | 1948-06-25 | Improvements in or relating to organic oxidation reactions |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB642459A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4477380A (en) * | 1981-04-22 | 1984-10-16 | Rutgerswerke Aktiengesellschaft | Oxidation process of reactive aromatics with reactivation of the catalyst using potassium permanganate |
WO2015088820A1 (en) * | 2013-12-12 | 2015-06-18 | Saudi Arabian Oil Company | Liquid phase oxidation of aromatic feedstocks with manganate recycling to produce carboxylic acids |
-
1948
- 1948-06-25 GB GB1716248A patent/GB642459A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4477380A (en) * | 1981-04-22 | 1984-10-16 | Rutgerswerke Aktiengesellschaft | Oxidation process of reactive aromatics with reactivation of the catalyst using potassium permanganate |
WO2015088820A1 (en) * | 2013-12-12 | 2015-06-18 | Saudi Arabian Oil Company | Liquid phase oxidation of aromatic feedstocks with manganate recycling to produce carboxylic acids |
US9388110B2 (en) | 2013-12-12 | 2016-07-12 | Saudi Arabian Oil Company | Liquid phase oxidation of aromatic feedstocks with manganate recycling to produce carboxylic acids |
CN105899483A (en) * | 2013-12-12 | 2016-08-24 | 沙特阿拉伯石油公司 | Liquid phase oxidation of aromatic feedstocks with manganate recycling to produce carboxylic acids |
JP2017507166A (en) * | 2013-12-12 | 2017-03-16 | サウジ アラビアン オイル カンパニーSaudi Arabian Oil Company | Liquid phase oxidation of aromatic raw materials by recycling manganate to produce carboxylic acids |
CN105899483B (en) * | 2013-12-12 | 2018-02-16 | 沙特阿拉伯石油公司 | Recycled with manganate to produce the liquid phase oxidation of the aromatic raw material of carboxylic acid |
US9902677B2 (en) | 2013-12-12 | 2018-02-27 | Saudi Arabian Oil Company | Liquid phase oxidation of aromatic feedstocks with manganate recycling to produce carboxylic acids |
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