DE1618082B1 - Verfahren zur Herstellung von 2,6-Dichlorbenzalchlorid - Google Patents
Verfahren zur Herstellung von 2,6-DichlorbenzalchloridInfo
- Publication number
- DE1618082B1 DE1618082B1 DE19671618082 DE1618082A DE1618082B1 DE 1618082 B1 DE1618082 B1 DE 1618082B1 DE 19671618082 DE19671618082 DE 19671618082 DE 1618082 A DE1618082 A DE 1618082A DE 1618082 B1 DE1618082 B1 DE 1618082B1
- Authority
- DE
- Germany
- Prior art keywords
- chloride
- reaction
- iodine
- preparation
- chlorine
- 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.)
- Ceased
Links
- 238000000034 method Methods 0.000 title claims description 9
- QQPXXHAEIGVZKQ-UHFFFAOYSA-N 1,3-dichloro-2-(dichloromethyl)benzene Chemical compound ClC(Cl)C1=C(Cl)C=CC=C1Cl QQPXXHAEIGVZKQ-UHFFFAOYSA-N 0.000 title claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- XTRDKALNCIHHNI-UHFFFAOYSA-N 2,6-dinitrotoluene Chemical compound CC1=C([N+]([O-])=O)C=CC=C1[N+]([O-])=O XTRDKALNCIHHNI-UHFFFAOYSA-N 0.000 claims description 4
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 4
- XCSNRORTQRKCHB-UHFFFAOYSA-N 2-chloro-6-nitrotoluene Chemical compound CC1=C(Cl)C=CC=C1[N+]([O-])=O XCSNRORTQRKCHB-UHFFFAOYSA-N 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- 229910052740 iodine Inorganic materials 0.000 description 4
- 239000011630 iodine Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000005660 chlorination reaction Methods 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- LBOBESSDSGODDD-UHFFFAOYSA-N 1,3-dichloro-2-(chloromethyl)benzene Chemical compound ClCC1=C(Cl)C=CC=C1Cl LBOBESSDSGODDD-UHFFFAOYSA-N 0.000 description 1
- DMEDNTFWIHCBRK-UHFFFAOYSA-N 1,3-dichloro-2-methylbenzene Chemical compound CC1=C(Cl)C=CC=C1Cl DMEDNTFWIHCBRK-UHFFFAOYSA-N 0.000 description 1
- RYMMNSVHOKXTNN-UHFFFAOYSA-N 1,3-dichloro-5-methyl-benzene Natural products CC1=CC(Cl)=CC(Cl)=C1 RYMMNSVHOKXTNN-UHFFFAOYSA-N 0.000 description 1
- YOYAIZYFCNQIRF-UHFFFAOYSA-N 2,6-dichlorobenzonitrile Chemical compound ClC1=CC=CC(Cl)=C1C#N YOYAIZYFCNQIRF-UHFFFAOYSA-N 0.000 description 1
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 description 1
- SEIWNMFHABZRNQ-UHFFFAOYSA-N ClC1(C(Cl)Cl)C(C=CC=C1)Cl Chemical compound ClC1(C(Cl)Cl)C(C=CC=C1)Cl SEIWNMFHABZRNQ-UHFFFAOYSA-N 0.000 description 1
- OAAKZKGKPMPJIF-UHFFFAOYSA-N [Cl].[I] Chemical compound [Cl].[I] OAAKZKGKPMPJIF-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0090845 | 1967-01-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1618082B1 true DE1618082B1 (de) | 1970-10-29 |
Family
ID=6985510
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671618082 Ceased DE1618082B1 (de) | 1967-01-23 | 1967-01-23 | Verfahren zur Herstellung von 2,6-Dichlorbenzalchlorid |
Country Status (4)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3310953A1 (de) * | 1983-03-25 | 1984-09-27 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von benzalchloriden |
-
0
- NL NL135290D patent/NL135290C/xx active
-
1967
- 1967-01-23 DE DE19671618082 patent/DE1618082B1/de not_active Ceased
-
1968
- 1968-01-16 NL NL6800666A patent/NL6800666A/xx unknown
- 1968-01-17 FR FR1551559D patent/FR1551559A/fr not_active Expired
- 1968-01-22 BE BE709683D patent/BE709683A/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3827436A1 (de) | Verfahren zum einfuehren von fluoratomen an aromatische kerne durch nucleophilen austausch | |
| DE1018042B (de) | Verfahren zur Herstellung von kernfluorierten aromatischen Verbindungen | |
| EP0523671B1 (de) | Verfahren zur Herstellung von Chlorfluornitrobenzolen | |
| DE2604277C2 (de) | Verfahren zur Herstellung von 2,5- Dichlor-p-xylol | |
| DE2934614C2 (de) | Verfahren zur Herstellung von Terephthalaldehyd bzw. Isophthalaldehyd | |
| DE2614240B2 (de) | Verfahren zur Herstellung von Acylcyaniden | |
| DE1618082B1 (de) | Verfahren zur Herstellung von 2,6-Dichlorbenzalchlorid | |
| EP0124002A1 (de) | Verfahren zur Herstellung von aromatischen Verbindungen, die über ein Heteroatom gebundene perfluorierte Seitenketten enthalten | |
| DE1618082C (de) | Verfahren zur Herstellung von 2,6-Dichlorbenzalchlorid | |
| DE3836175A1 (de) | Fluor enthaltende phenole | |
| DE957300C (de) | Verfahren zur Herstellung von im Kern halogenierten Trichlormethylbenzolen | |
| EP0567848A1 (de) | Verfahren zur alpha-Chlorierung von Arylethern | |
| EP0045425B1 (de) | Verfahren zur Halogenierung von gegebenenfalls substituierten 4-tert.-Butyltoluolen sowie die daraus erhaltenen Gemische aus gegebenenfalls substituierten 4-tert.-Butylbenzalhalogeniden, 4-tert.-Butylbenzylhalogeniden und 4-tert.-Butylbenzotrihalogeniden | |
| DE2644641A1 (de) | Verfahren zur herstellung von bestimmten kernchlorierten benzotrichloriden | |
| EP0757667B1 (de) | Verfahren zur herstellung brom enthaltender aromatischer verbindungen, neue brom enthaltende verbindungen und ihre verwendung als zwischenprodukte bei der synthese von wirkstoffen | |
| DE1518857C3 (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | ||
| DE2326414A1 (de) | Verfahren zur herstellung von m-chlorbenzolsulfonsaeurechlorid und m-dichlorbenzol | |
| DE1618190A1 (de) | Verfahren zur Herstellung von Alkenyl- und Cycloalkenylisocyanaten | |
| DE952344C (de) | Verfarhen zur Monochlorierung des m-Xylols | |
| DE2721429C2 (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | ||
| EP0315863B1 (de) | Fluor enthaltende Trifluormethylaminobenzole und deren Herstellung | |
| DE2644594A1 (de) | Fluorsubstitution in 1,1,1-trihalogenalkanen | |
| DE2719021A1 (de) | Verfahren zur herstellung von 1,1,1-trifluor-2-chloraethan | |
| DE2162861C3 (de) | Verfahren zur Herstellung von 2,2-Bis-(3,5-dichlor-4-hydroxyphenyl)-propan | |
| DE890339C (de) | Verfahren zur Herstellung von symm. 1, 2, 4, 5-Tetrachlorbenzol aus ª€-Heptachlorcyclohexan |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHV | Ceased/renunciation |