GB920455A - Process for the manufacture of 3-chlorobutanone-2 and butanone - Google Patents
Process for the manufacture of 3-chlorobutanone-2 and butanoneInfo
- Publication number
- GB920455A GB920455A GB2283960A GB2283960A GB920455A GB 920455 A GB920455 A GB 920455A GB 2283960 A GB2283960 A GB 2283960A GB 2283960 A GB2283960 A GB 2283960A GB 920455 A GB920455 A GB 920455A
- Authority
- GB
- United Kingdom
- Prior art keywords
- solution
- chlorobutanone
- butylene
- oxygen
- butanone
- 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
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000000243 solution Substances 0.000 abstract 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- AALRHBLMAVGWRR-UHFFFAOYSA-N 1-chlorobutan-2-one Chemical compound CCC(=O)CCl AALRHBLMAVGWRR-UHFFFAOYSA-N 0.000 abstract 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 229910052802 copper Inorganic materials 0.000 abstract 2
- 239000010949 copper Substances 0.000 abstract 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract 2
- 238000004821 distillation Methods 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- 230000003647 oxidation Effects 0.000 abstract 2
- 238000007254 oxidation reaction Methods 0.000 abstract 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 229960003280 cupric chloride Drugs 0.000 abstract 1
- ZOMNIUBKTOKEHS-UHFFFAOYSA-L dimercury dichloride Chemical class Cl[Hg][Hg]Cl ZOMNIUBKTOKEHS-UHFFFAOYSA-L 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
-
- 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
- C07C45/30—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
-
- 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
- C07C45/33—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 of CHx-moieties
- C07C45/34—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 of CHx-moieties in unsaturated compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
3-Chlorobutanone-2 and butanone are prepared by bringing an n-butylene into intimate contact with an aqueous solution of cupric chloride and palladium chloride of pH below 3, containing 0.8-2 molecular proportions of copper and 0.005-0.05 molecular proportion of palladium per litre, at 95-180 DEG C., under superatmospheric pressure, while maintaining the oxidation potential of the solution by oxidation with oxygen (which may be as air or oxygen-enriched air) at a value above 330 mV (measured at 80 DEG C. against a standard saturated calomel electrode), removing the crude ketones from the solution after release of pressure and isolating them by further distillation, the chloride ions consumed being replaced in the solution, e.g. as hydrochloric acid. The treatment with oxygen may be carried out at the same time as reaction of the butylene, or periodically in the absence of the butylene after separarion of the crude ketones. The proportion of chlorobutanone in the product is raised by increasing (i) the reaction temperature, (ii) the Redox potential of the solution, and/or (iii) the copper content of the solution. The separation of pure chlorobutanone and butanone by distillation p procedures is described. Specifications 876,025 and 886,157 are referred
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC19308A DE1138755B (en) | 1959-06-29 | 1959-06-29 | Process for the preparation of 3-chloro-butanone- (2) in addition to butanone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB920455A true GB920455A (en) | 1963-03-06 |
Family
ID=7016601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2283960A Expired GB920455A (en) | 1959-06-29 | 1960-06-29 | Process for the manufacture of 3-chlorobutanone-2 and butanone |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1138755B (en) |
| GB (1) | GB920455A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1202263B (en) | 1961-09-27 | 1965-10-07 | Hoechst Ag | Process for the production of chlorinated aldehydes or ketones |
-
1959
- 1959-06-29 DE DEC19308A patent/DE1138755B/en active Pending
-
1960
- 1960-06-29 GB GB2283960A patent/GB920455A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1138755B (en) | 1962-10-31 |
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