GB939149A - Production of ketoxime hydrochlorides - Google Patents
Production of ketoxime hydrochloridesInfo
- Publication number
- GB939149A GB939149A GB239462A GB239462A GB939149A GB 939149 A GB939149 A GB 939149A GB 239462 A GB239462 A GB 239462A GB 239462 A GB239462 A GB 239462A GB 939149 A GB939149 A GB 939149A
- Authority
- GB
- United Kingdom
- Prior art keywords
- light source
- reaction
- coating
- crystal coating
- light
- 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
- 150000003840 hydrochlorides Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000576 coating method Methods 0.000 abstract 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 7
- 239000011248 coating agent Substances 0.000 abstract 7
- 239000013078 crystal Substances 0.000 abstract 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 4
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 abstract 3
- 229930195733 hydrocarbon Natural products 0.000 abstract 3
- 150000002430 hydrocarbons Chemical class 0.000 abstract 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 abstract 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 abstract 2
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 abstract 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 abstract 2
- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 abstract 2
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 abstract 2
- 239000004914 cyclooctane Substances 0.000 abstract 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- 150000002894 organic compounds Chemical class 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 239000004157 Nitrosyl chloride Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- -1 alkyl nitrites Chemical class 0.000 abstract 1
- 230000005540 biological transmission Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 1
- 230000001427 coherent effect Effects 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052753 mercury Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- VPCDQGACGWYTMC-UHFFFAOYSA-N nitrosyl chloride Chemical compound ClN=O VPCDQGACGWYTMC-UHFFFAOYSA-N 0.000 abstract 1
- 235000019392 nitrosyl chloride Nutrition 0.000 abstract 1
- VQTGUFBGYOIUFS-UHFFFAOYSA-N nitrosylsulfuric acid Chemical compound OS(=O)(=O)ON=O VQTGUFBGYOIUFS-UHFFFAOYSA-N 0.000 abstract 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 238000000859 sublimation Methods 0.000 abstract 1
- 230000008022 sublimation Effects 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 150000003738 xylenes Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G11/00—Catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
- C10G11/14—Catalytic cracking, in the absence of hydrogen, of hydrocarbon oils with preheated moving solid catalysts
- C10G11/18—Catalytic cracking, in the absence of hydrogen, of hydrocarbon oils with preheated moving solid catalysts according to the "fluidised-bed" technique
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In a process for the production of ketoxime hydrochlorides by the action of nitrosating agents on aliphatic, araliphatic or cycloaliphatic hydrocarbons in the presence of actinic light, the light source is coated with an uninterrupted coherent layer of a substance in a solid form deposited by crystallisation or sublimation, this substance being the hydrocarbon reactant or an inert organic compound soluble in the reaction mixture. This coating on the light source is said to prevent the formation of a yellow-brown coloured coating upon the light source, thus preventing any decrease in the transmission of light from the source. The thickness of the crystal coating may be from 0.1 to 1.0 cm. The temperature of the reaction is maintained in the range of -30 DEG to +40 DEG C. and a temperature gradient is maintained between the light source and the reaction medium such that the crystal coating is preserved throughout the reaction. A suitable light source is an 80 watt mercury lamp providing light of wave length 200 mm to 600mm . Nitrosating agents specified are nitrosyl chloride, nitrogen monoxide and chloride, alkyl nitrites and hydrochloric acid, nitrous gases and hydrochloric acid, and nitrosylsulphuric acid and hydrochloric acid. Hydrocarbons specified as starting materials are n-hexane, n-heptane, toluene, ethylbenzene, xylenes, cyclopentane, fluorene, cyclohexane, decahydronaphthalene, cycloheptane, cyclooctane and cyclododecane; and they may be dissolved in inert solvents such as benzene, carbon tetrachloride, chloroform or monochlorobenzene. Inert organic compounds suitable for the crystal coating are naphthalene, anthracene or hexachlorethane. Four examples are given, illustrating the difference in yield and purity of ketoxime hydrochloride obtained when the reaction is carried out with and without the crystal coating on the light source. In Examples 1, 2 and 3, the crystal coatings are of cyclohexane, cyclooctane and cyclododecane respectively, and, in Example 4, a crystal coating of naphthalene is used when treating decahydronaphthalene with nitrosating agents.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB60973A DE1138038B (en) | 1961-01-25 | 1961-01-25 | Process for the preparation of hydrochlorides of aliphatic, araliphatic or cycloaliphatic ketoximes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB939149A true GB939149A (en) | 1963-10-09 |
Family
ID=6973031
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB239462A Expired GB939149A (en) | 1961-01-25 | 1962-01-23 | Production of ketoxime hydrochlorides |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1138038B (en) |
| GB (1) | GB939149A (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1070172B (en) * | 1959-12-03 | Badische Anilin- &. Soda-Fabrik Aktiengesellschaft, Ludwigshafen / Rhein | Process for the continuous production of hydrochlorides of cyclioaliphatic ketoximes |
-
1961
- 1961-01-25 DE DEB60973A patent/DE1138038B/en active Pending
-
1962
- 1962-01-23 GB GB239462A patent/GB939149A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1138038B (en) | 1962-10-18 |
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