JPH046177B2 - - Google Patents
Info
- Publication number
- JPH046177B2 JPH046177B2 JP58216405A JP21640583A JPH046177B2 JP H046177 B2 JPH046177 B2 JP H046177B2 JP 58216405 A JP58216405 A JP 58216405A JP 21640583 A JP21640583 A JP 21640583A JP H046177 B2 JPH046177 B2 JP H046177B2
- Authority
- JP
- Japan
- Prior art keywords
- solvent
- para
- chlorinated
- toluene
- ferric chloride
- 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
- 239000002904 solvent Substances 0.000 claims description 16
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 15
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 14
- 150000001491 aromatic compounds Chemical class 0.000 claims description 13
- 238000005660 chlorination reaction Methods 0.000 claims description 9
- RWNKSTSCBHKHTB-UHFFFAOYSA-N Hexachloro-1,3-butadiene Chemical group ClC(Cl)=C(Cl)C(Cl)=C(Cl)Cl RWNKSTSCBHKHTB-UHFFFAOYSA-N 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 7
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 claims description 6
- 229960002089 ferrous chloride Drugs 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000011065 in-situ storage Methods 0.000 claims description 3
- 239000007791 liquid phase Substances 0.000 claims description 3
- 230000001939 inductive effect Effects 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 54
- NPDACUSDTOMAMK-UHFFFAOYSA-N 4-Chlorotoluene Chemical compound CC1=CC=C(Cl)C=C1 NPDACUSDTOMAMK-UHFFFAOYSA-N 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 10
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 6
- 230000008929 regeneration Effects 0.000 description 6
- 238000011069 regeneration method Methods 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 4
- 229940117389 dichlorobenzene Drugs 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- VUNCWTMEJYMOOR-UHFFFAOYSA-N hexachlorocyclopentadiene Chemical compound ClC1=C(Cl)C(Cl)(Cl)C(Cl)=C1Cl VUNCWTMEJYMOOR-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 229910001510 metal chloride Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 229910021577 Iron(II) chloride Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012320 chlorinating reagent Substances 0.000 description 1
- XOYLJNJLGBYDTH-UHFFFAOYSA-M chlorogallium Chemical compound [Ga]Cl XOYLJNJLGBYDTH-UHFFFAOYSA-M 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000001877 deodorizing effect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- OEIMLTQPLAGXMX-UHFFFAOYSA-I tantalum(v) chloride Chemical compound Cl[Ta](Cl)(Cl)(Cl)Cl OEIMLTQPLAGXMX-UHFFFAOYSA-I 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8220916A FR2537574B1 (fr) | 1982-12-14 | 1982-12-14 | Procede de chloration des composes aromatiques |
| FR8220916 | 1982-12-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59110633A JPS59110633A (ja) | 1984-06-26 |
| JPH046177B2 true JPH046177B2 (enrdf_load_stackoverflow) | 1992-02-05 |
Family
ID=9280069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58216405A Granted JPS59110633A (ja) | 1982-12-14 | 1983-11-18 | 芳香族化合物の塩素化法 |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS59110633A (enrdf_load_stackoverflow) |
| DE (1) | DE3344870A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2537574B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2132197B (enrdf_load_stackoverflow) |
| IT (1) | IT1160137B (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4731062B2 (ja) * | 2000-08-28 | 2011-07-20 | 日本軽金属株式会社 | アルキル芳香族炭化水素の塩素化方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS529662B1 (enrdf_load_stackoverflow) * | 1971-07-02 | 1977-03-17 |
-
1982
- 1982-12-14 FR FR8220916A patent/FR2537574B1/fr not_active Expired
-
1983
- 1983-11-18 JP JP58216405A patent/JPS59110633A/ja active Granted
- 1983-12-12 DE DE19833344870 patent/DE3344870A1/de active Granted
- 1983-12-13 IT IT68295/83A patent/IT1160137B/it active
- 1983-12-13 GB GB08333166A patent/GB2132197B/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE3344870A1 (de) | 1984-06-14 |
| DE3344870C2 (enrdf_load_stackoverflow) | 1989-07-13 |
| GB8333166D0 (en) | 1984-01-18 |
| IT8368295A0 (it) | 1983-12-13 |
| GB2132197B (en) | 1986-04-16 |
| FR2537574B1 (fr) | 1986-05-16 |
| IT1160137B (it) | 1987-03-04 |
| FR2537574A1 (fr) | 1984-06-15 |
| JPS59110633A (ja) | 1984-06-26 |
| GB2132197A (en) | 1984-07-04 |
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