ES272707A1 - Production of adipic acid and nitrocylcohexane - Google Patents
Production of adipic acid and nitrocylcohexaneInfo
- Publication number
- ES272707A1 ES272707A1 ES0272707A ES272707A ES272707A1 ES 272707 A1 ES272707 A1 ES 272707A1 ES 0272707 A ES0272707 A ES 0272707A ES 272707 A ES272707 A ES 272707A ES 272707 A1 ES272707 A1 ES 272707A1
- Authority
- ES
- Spain
- Prior art keywords
- acid
- adipic acid
- nitrate
- nitrocyclohexane
- adipic
- 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
- 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
- C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
- C07C51/316—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with oxides of nitrogen or nitrogen-containing mineral acids
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
Adipic acid and nitrocyclohexane are produced by reacting cyclohexane with nitrogen dioxide at a temperature between 30 DEG and 70 DEG C. in the presence of a catalyst based on silica gel and/or a salt of vanadic acid. The nitric oxide formed during the reaction is preferably eliminated by the introduction of oxygen. Cyclohexyl nitrate, d -cyano-valeric acid and caproic acid e -nitrate are formed as by-products and may be further converted to adipic acid by recycling or by separating them from the reaction mixture followed by oxidation of the cyclohexyl nitrate with nitric acid and hydrolysis with a mineral acid of the caproic acid e -nitrate and the d -cyano-valeric acid. The nitrocyclohexane may also be transformed into adipic acid by treatment with sodium hydroxide to give the sodium salt of nitrocyclohexane which is converted to cyclohexanone by treatment with hydrochloric acid, the cyclohexanone being subsequently oxidized to adipic acid by means of nitric acid or nitrogen dioxide. Examples are given. Other by-products obtained are succinic and glutaric acids and dinitrocyclohexanes.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2103560 | 1960-12-06 | ||
| IT562561 | 1961-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES272707A1 true ES272707A1 (en) | 1962-04-16 |
Family
ID=26325709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0272707A Expired ES272707A1 (en) | 1960-12-06 | 1961-12-05 | Production of adipic acid and nitrocylcohexane |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE611138A (en) |
| CH (1) | CH407082A (en) |
| ES (1) | ES272707A1 (en) |
| GB (1) | GB969793A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103288626B (en) * | 2013-06-21 | 2014-12-10 | 湘潭大学 | Method for co-producing adipic acid and nitrocyclohexane |
-
1961
- 1961-12-01 GB GB4309861A patent/GB969793A/en not_active Expired
- 1961-12-01 CH CH1397761A patent/CH407082A/en unknown
- 1961-12-05 BE BE611138A patent/BE611138A/en unknown
- 1961-12-05 ES ES0272707A patent/ES272707A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH407082A (en) | 1966-02-15 |
| BE611138A (en) | 1962-03-30 |
| GB969793A (en) | 1964-09-16 |
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