GB596293A - Improvements in and relating to the production of aryl derivatives of trichlorethane - Google Patents
Improvements in and relating to the production of aryl derivatives of trichlorethaneInfo
- Publication number
- GB596293A GB596293A GB1916144A GB1916144A GB596293A GB 596293 A GB596293 A GB 596293A GB 1916144 A GB1916144 A GB 1916144A GB 1916144 A GB1916144 A GB 1916144A GB 596293 A GB596293 A GB 596293A
- Authority
- GB
- United Kingdom
- Prior art keywords
- per cent
- parts
- chloral
- crude
- alcoholate
- 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
- 125000003118 aryl group Chemical group 0.000 title abstract 2
- DLHWKJDYXPNWAI-UHFFFAOYSA-N 2,2,2-trichloro-1-ethoxyethanol Chemical compound CCOC(O)C(Cl)(Cl)Cl DLHWKJDYXPNWAI-UHFFFAOYSA-N 0.000 abstract 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N Chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N Carbon tetrachloride Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- HFFLGKNGCAIQMO-UHFFFAOYSA-N Chloral Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- -1 benzene compound Chemical class 0.000 abstract 2
- 230000000875 corresponding Effects 0.000 abstract 2
- 230000005484 gravity Effects 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/2637—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions between a compound containing only oxygen and possibly halogen as hetero-atoms and a halogenated hydrocarbon
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Compounds having the general formula: <FORM:0596293/IV/1> wherein R is an aryl group, substituted or not, are obtained by condensing an excess over two molecular proportions of a benzene or a substituted benzene compound, having at least one free nuclear position, with crude chloral alcoholate in the presence of sulphuric acid. Advantageously more than 10 per cent and best more than 20 per cent in excess of the stoichiometric quantity of the benzene compound is used. The crude chloral alcoholate may be made by chlorinating ethyl alcohol so that the product has a specific gravity of at least 1.5 corresponding to a chloral content of at least 70 per cent, or a specific gravity of at least 1.515 corresponding to a chloral content of 75 per cent. The reaction is suitably carried out in the presence of an inert liquid diluent such as a chlorinated hydrocarbon, e.g. carbon tetrachloride. Specified R residues are: unsubstituted phenyl radicals, phenyl radicals containing hydrocarbon, hydroxyl, nitro or halogen substituents, such as chlorine in the p-position. In examples a :a -bis-(4-chlorphenyl) b :b :b -trichlorethane is obtained as follows: (1) a cooled and agitated mixture of 8.4 parts of crude chloral alcoholate (49 DEG Be at 15 DEG C.) and 26.5 parts of chlorobenzene is treated with 15 per cent oleum over periods of several hours; (2) 184 parts of crude chloral alcoholate (49 DEG Be at 15 DEG C.) and 264 parts of chlorobenzene are treated with sulphuric acid monohydrate over periods of several hours. Specifications 547,871 and 547,874 are referred to.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB596293A true GB596293A (en) | 1948-01-01 |
Family
ID=1734483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1916144A Expired GB596293A (en) | 1944-10-06 | Improvements in and relating to the production of aryl derivatives of trichlorethane |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB596293A (en) |
-
1944
- 1944-10-06 GB GB1916144A patent/GB596293A/en not_active Expired
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