GB1043473A - Process for the production of cyclohexanone - Google Patents
Process for the production of cyclohexanoneInfo
- Publication number
- GB1043473A GB1043473A GB1439465A GB1439465A GB1043473A GB 1043473 A GB1043473 A GB 1043473A GB 1439465 A GB1439465 A GB 1439465A GB 1439465 A GB1439465 A GB 1439465A GB 1043473 A GB1043473 A GB 1043473A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- catalyst
- carboxylic acid
- cyclohexane carboxylic
- copper
- 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
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 abstract 8
- 239000003054 catalyst Substances 0.000 abstract 5
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 abstract 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 3
- 239000010949 copper Substances 0.000 abstract 3
- 229910052802 copper Inorganic materials 0.000 abstract 3
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 abstract 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 2
- 239000008246 gaseous mixture Substances 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- JGDFBJMWFLXCLJ-UHFFFAOYSA-N copper chromite Chemical compound [Cu]=O.[Cu]=O.O=[Cr]O[Cr]=O JGDFBJMWFLXCLJ-UHFFFAOYSA-N 0.000 abstract 1
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 abstract 1
- 229960004643 cupric oxide Drugs 0.000 abstract 1
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 abstract 1
- 229940112669 cuprous oxide Drugs 0.000 abstract 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 238000001256 steam distillation Methods 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
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
Cyclohexanone is produced by contacting a mixture comprising vaporous cyclohexane carboxylic acid and molecular oxygen, with a copper containing catalyst at a temperature between 250 DEG and 600 DEG C. The catalyst preferably comprises a mixture of copper and zinc in the form of free metals or their oxides and may also be copper metal, copper chromite, cuprous oxide and cupric oxide. A small amount of cyclohexene and cyclohexanol is formed as a by-product. The gaseous mixture preferably contains 1 to 3 parts by weight of air per part by weight of cyclohexane carboxylic acid vapour and preferably, also, up to 5 parts by weight of steam per part by weight of air. The flow rate of the said gaseous mixture over the catalyst ordinarily varies from 0.2 to 10.0 parts by weight of cyclohexane carboxylic acid per hour per part by weight of catalyst. The process is conveniently carried out in a converter containing the heated catalyst and a preheating section consisting of an inert material such as alumina. The unreacted cyclohexane carboxylic acid may be separated by steam distillation and recycled.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36013264A | 1964-04-15 | 1964-04-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1043473A true GB1043473A (en) | 1966-09-21 |
Family
ID=23416728
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1439465A Expired GB1043473A (en) | 1964-04-15 | 1965-04-05 | Process for the production of cyclohexanone |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE662336A (en) |
| CH (1) | CH445478A (en) |
| DE (1) | DE1518483A1 (en) |
| ES (1) | ES311770A1 (en) |
| GB (1) | GB1043473A (en) |
| IL (1) | IL23325A (en) |
| NL (1) | NL6504809A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3686318A (en) * | 1969-01-17 | 1972-08-22 | Allied Chem | Vapor phase conversion of cyclohexanecarboxylic acid to cyclohexanone |
-
0
- BE BE662336D patent/BE662336A/xx unknown
-
1965
- 1965-04-05 GB GB1439465A patent/GB1043473A/en not_active Expired
- 1965-04-09 IL IL2332565A patent/IL23325A/en unknown
- 1965-04-13 ES ES0311770A patent/ES311770A1/en not_active Expired
- 1965-04-14 NL NL6504809A patent/NL6504809A/xx unknown
- 1965-04-14 CH CH524665A patent/CH445478A/en unknown
- 1965-04-30 DE DE19651518483 patent/DE1518483A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IL23325A (en) | 1968-09-26 |
| BE662336A (en) | |
| CH445478A (en) | 1967-10-31 |
| ES311770A1 (en) | 1965-07-01 |
| DE1518483A1 (en) | 1969-12-18 |
| NL6504809A (en) | 1965-10-18 |
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