DE3134726A1 - Verfahren zur herstellung von 1,3,5-trichlorbenzol - Google Patents
Verfahren zur herstellung von 1,3,5-trichlorbenzolInfo
- Publication number
- DE3134726A1 DE3134726A1 DE19813134726 DE3134726A DE3134726A1 DE 3134726 A1 DE3134726 A1 DE 3134726A1 DE 19813134726 DE19813134726 DE 19813134726 DE 3134726 A DE3134726 A DE 3134726A DE 3134726 A1 DE3134726 A1 DE 3134726A1
- Authority
- DE
- Germany
- Prior art keywords
- trichlorobenzene
- isomerization
- aluminum trichloride
- per mole
- formic acid
- 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.)
- Withdrawn
Links
- XKEFYDZQGKAQCN-UHFFFAOYSA-N 1,3,5-trichlorobenzene Chemical compound ClC1=CC(Cl)=CC(Cl)=C1 XKEFYDZQGKAQCN-UHFFFAOYSA-N 0.000 title description 13
- 238000004519 manufacturing process Methods 0.000 title description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 19
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 14
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 claims description 11
- 235000019253 formic acid Nutrition 0.000 claims description 11
- 238000006317 isomerization reaction Methods 0.000 claims description 10
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 6
- 150000001555 benzenes Chemical class 0.000 claims 1
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241001676573 Minium Species 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
- C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813134726 DE3134726A1 (de) | 1981-09-02 | 1981-09-02 | Verfahren zur herstellung von 1,3,5-trichlorbenzol |
| US06/408,347 US4409407A (en) | 1981-09-02 | 1982-08-16 | Process for the preparation of 1,3,5-trichlorobenzene |
| EP82107618A EP0073987B1 (de) | 1981-09-02 | 1982-08-20 | Verfahren zur Herstellung von 1,3,5-Trichlorbenzol |
| DE8282107618T DE3272014D1 (en) | 1981-09-02 | 1982-08-20 | Process for the preparation of 1,3,5-trichlorobenzene |
| JP57147869A JPS5846032A (ja) | 1981-09-02 | 1982-08-27 | １，３，５−トリクロロベンゼンの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813134726 DE3134726A1 (de) | 1981-09-02 | 1981-09-02 | Verfahren zur herstellung von 1,3,5-trichlorbenzol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3134726A1 true DE3134726A1 (de) | 1983-03-10 |
Family
ID=6140677
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813134726 Withdrawn DE3134726A1 (de) | 1981-09-02 | 1981-09-02 | Verfahren zur herstellung von 1,3,5-trichlorbenzol |
| DE8282107618T Expired DE3272014D1 (en) | 1981-09-02 | 1982-08-20 | Process for the preparation of 1,3,5-trichlorobenzene |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8282107618T Expired DE3272014D1 (en) | 1981-09-02 | 1982-08-20 | Process for the preparation of 1,3,5-trichlorobenzene |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4409407A (en, 2012) |
| EP (1) | EP0073987B1 (en, 2012) |
| JP (1) | JPS5846032A (en, 2012) |
| DE (2) | DE3134726A1 (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0699650A1 (de) | 1994-08-31 | 1996-03-06 | Bayer Ag | Verbessertes Verfahren zur Isomerisierung von chlorierten Aromaten |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61179491A (ja) * | 1985-02-05 | 1986-08-12 | 日本ピラ−工業株式会社 | 表示装置のスキヤニング方法 |
| US5051536A (en) * | 1988-06-27 | 1991-09-24 | Ppg Industries, Inc. | Method for isomerizing 1,2-dichloroethene |
| JPH04112843A (ja) * | 1990-09-03 | 1992-04-14 | Toray Ind Inc | トリクロルベンゼンの異性化方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE947304C (de) * | 1954-12-30 | 1956-08-16 | Basf Ag | Verfahren zur Herstellung von 1, 3, 5-Trichlorbenzol durch Isomerisierung anderer Trichlorbenzole |
| US2866829A (en) * | 1956-03-26 | 1958-12-30 | Woodruff Douglas | Isomerization of polychlorobenzenes |
-
1981
- 1981-09-02 DE DE19813134726 patent/DE3134726A1/de not_active Withdrawn
-
1982
- 1982-08-16 US US06/408,347 patent/US4409407A/en not_active Expired - Fee Related
- 1982-08-20 DE DE8282107618T patent/DE3272014D1/de not_active Expired
- 1982-08-20 EP EP82107618A patent/EP0073987B1/de not_active Expired
- 1982-08-27 JP JP57147869A patent/JPS5846032A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0699650A1 (de) | 1994-08-31 | 1996-03-06 | Bayer Ag | Verbessertes Verfahren zur Isomerisierung von chlorierten Aromaten |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0073987A1 (de) | 1983-03-16 |
| JPS6348251B2 (en, 2012) | 1988-09-28 |
| DE3272014D1 (en) | 1986-08-21 |
| US4409407A (en) | 1983-10-11 |
| EP0073987B1 (de) | 1986-07-16 |
| JPS5846032A (ja) | 1983-03-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |