GB1535149A - Process for the preparation of certain nuclear-chlorinated benzotrichlorides - Google Patents
Process for the preparation of certain nuclear-chlorinated benzotrichloridesInfo
- Publication number
- GB1535149A GB1535149A GB40327/77A GB4032777A GB1535149A GB 1535149 A GB1535149 A GB 1535149A GB 40327/77 A GB40327/77 A GB 40327/77A GB 4032777 A GB4032777 A GB 4032777A GB 1535149 A GB1535149 A GB 1535149A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzotrichlorides
- chlorinated
- chloride
- preparation
- trichlorobenzotrichloride
- 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
- XEMRAKSQROQPBR-UHFFFAOYSA-N (trichloromethyl)benzene Chemical class ClC(Cl)(Cl)C1=CC=CC=C1 XEMRAKSQROQPBR-UHFFFAOYSA-N 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 4
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 2
- 235000010233 benzoic acid Nutrition 0.000 abstract 2
- 150000001559 benzoic acids Chemical class 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- HRWBWLXKQWNCQY-UHFFFAOYSA-N 1,2,3,4-tetrachloro-5-(trichloromethyl)benzene Chemical compound ClC1=CC(C(Cl)(Cl)Cl)=C(Cl)C(Cl)=C1Cl HRWBWLXKQWNCQY-UHFFFAOYSA-N 0.000 abstract 1
- FJDGZZBUUIWPAM-UHFFFAOYSA-N 1,2,3-trichloro-5-(trichloromethyl)benzene Chemical compound ClC1=CC(C(Cl)(Cl)Cl)=CC(Cl)=C1Cl FJDGZZBUUIWPAM-UHFFFAOYSA-N 0.000 abstract 1
- KNWXVFFEHIPOMX-UHFFFAOYSA-N 1,2,4-trichloro-5-(trichloromethyl)benzene Chemical compound ClC1=CC(Cl)=C(C(Cl)(Cl)Cl)C=C1Cl KNWXVFFEHIPOMX-UHFFFAOYSA-N 0.000 abstract 1
- ATYLRBXENHNROH-UHFFFAOYSA-N 1,2-dichloro-4-(trichloromethyl)benzene Chemical compound ClC1=CC=C(C(Cl)(Cl)Cl)C=C1Cl ATYLRBXENHNROH-UHFFFAOYSA-N 0.000 abstract 1
- LVZPKYYPPLUECL-UHFFFAOYSA-N 1-chloro-4-(trichloromethyl)benzene Chemical compound ClC1=CC=C(C(Cl)(Cl)Cl)C=C1 LVZPKYYPPLUECL-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003086 colorant Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 1
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000004033 plastic Substances 0.000 abstract 1
- 229920003023 plastic Polymers 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 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
- B01J27/08—Halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
3,4-Dichlorobenzotrichloride, 3,4,5-trichlorobenzotrichloride, 2,4,5-trichlorobenzotrichloride and/or 2,3,4,5-tetrachlorobenzotrichloride are obtained by reacting p-chlorobenzotrichloride of the formula I, <IMAGE> with chlorine or with a chlorine-releasing agent in the presence of iron(III) chloride or aluminium chloride or of a mixture of iron(III) chloride or aluminium chloride with sulphur dichloride or disulphur dichloride as catalyst at temperatures between 0 DEG C and 180 DEG C. The ring-chlorinated benzotrichlorides which can be prepared according to the invention can be used as plasticisers for plastics or else as solvents. Furthermore, these ring-chlorinated benzotrichlorides can be converted into the corresponding benzoic acids, for example by hydrolysis of the trichloromethyl group, and these benzoic acids are suitable for the synthesis of colorants. Furthermore, the compounds which are accessible according to the invention are, for example, valuable starting substances for the preparation of substituted diphenyl ethers which have an outstanding herbicidal activity.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2644641A DE2644641C2 (en) | 1976-10-02 | 1976-10-02 | Process for the preparation of certain nuclear chlorinated benzotrichlorides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1535149A true GB1535149A (en) | 1978-12-06 |
Family
ID=5989569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB40327/77A Expired GB1535149A (en) | 1976-10-02 | 1977-09-28 | Process for the preparation of certain nuclear-chlorinated benzotrichlorides |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5344527A (en) |
| AT (1) | AT358008B (en) |
| BE (1) | BE859244A (en) |
| BR (1) | BR7706546A (en) |
| CH (1) | CH630049A5 (en) |
| DE (1) | DE2644641C2 (en) |
| DK (1) | DK435077A (en) |
| FR (1) | FR2366243A1 (en) |
| GB (1) | GB1535149A (en) |
| IL (1) | IL53038A (en) |
| NL (1) | NL7710746A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1528052A1 (en) * | 2003-10-29 | 2005-05-04 | FINCHIMICA S.p.A. | Process for the production of 4-amino-3,5-dichlorobenzotrifluoride with high purity commercial products being obtained in parallel |
| CN114656330A (en) * | 2022-04-07 | 2022-06-24 | 河南特格纳特科技有限公司 | Preparation method of trichlorotoluene and trichlorotoluene |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56145234A (en) * | 1980-03-25 | 1981-11-11 | Ciba Geigy Ag | Manufacture of chlorinated compound |
| JPS58134029A (en) * | 1982-02-02 | 1983-08-10 | Nippon Chem Res Kk | Fractional collection of component suppressing castric juice secretion |
| DE3332017A1 (en) * | 1983-09-06 | 1985-03-21 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING 3,4-DICHLORBENZOTRIHALOGENIDES |
| DE4227371A1 (en) * | 1992-08-19 | 1994-02-24 | Bayer Ag | Process for the preparation of 2,3,4-trichloro-5-fluoro-benzoyl chloride |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1934675A (en) * | 1931-03-02 | 1933-11-07 | Dow Chemical Co | Method of preparing tetrachlorobenzene |
| DE1213826B (en) * | 1960-07-23 | 1966-04-07 | Witten Gmbh Chem Werke | Process for the production of hexachlorobenzene |
-
1976
- 1976-10-02 DE DE2644641A patent/DE2644641C2/en not_active Expired
-
1977
- 1977-09-27 CH CH1181477A patent/CH630049A5/en not_active IP Right Cessation
- 1977-09-28 GB GB40327/77A patent/GB1535149A/en not_active Expired
- 1977-09-30 BR BR7706546A patent/BR7706546A/en unknown
- 1977-09-30 DK DK435077A patent/DK435077A/en not_active Application Discontinuation
- 1977-09-30 AT AT698377A patent/AT358008B/en not_active IP Right Cessation
- 1977-09-30 NL NL7710746A patent/NL7710746A/en not_active Application Discontinuation
- 1977-09-30 IL IL53038A patent/IL53038A/en unknown
- 1977-09-30 BE BE181342A patent/BE859244A/en not_active IP Right Cessation
- 1977-09-30 FR FR7729491A patent/FR2366243A1/en active Granted
- 1977-09-30 JP JP11699277A patent/JPS5344527A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1528052A1 (en) * | 2003-10-29 | 2005-05-04 | FINCHIMICA S.p.A. | Process for the production of 4-amino-3,5-dichlorobenzotrifluoride with high purity commercial products being obtained in parallel |
| CN114656330A (en) * | 2022-04-07 | 2022-06-24 | 河南特格纳特科技有限公司 | Preparation method of trichlorotoluene and trichlorotoluene |
| CN114656330B (en) * | 2022-04-07 | 2024-03-15 | 河南特格纳特科技有限公司 | Preparation method of trichlorotoluene and trichlorotoluene thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| ATA698377A (en) | 1980-01-15 |
| IL53038A0 (en) | 1977-11-30 |
| CH630049A5 (en) | 1982-05-28 |
| JPS5344527A (en) | 1978-04-21 |
| FR2366243B1 (en) | 1984-06-29 |
| FR2366243A1 (en) | 1978-04-28 |
| BR7706546A (en) | 1978-06-06 |
| DE2644641C2 (en) | 1983-09-29 |
| AT358008B (en) | 1980-08-11 |
| NL7710746A (en) | 1978-04-04 |
| IL53038A (en) | 1981-02-27 |
| BE859244A (en) | 1978-03-30 |
| DK435077A (en) | 1978-04-03 |
| DE2644641A1 (en) | 1978-04-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |