DE911132C - Verfahren zur Herstellung von p-Xylylendichlorid - Google Patents
Verfahren zur Herstellung von p-XylylendichloridInfo
- Publication number
- DE911132C DE911132C DE1952V0004276 DEV0004276A DE911132C DE 911132 C DE911132 C DE 911132C DE 1952V0004276 DE1952V0004276 DE 1952V0004276 DE V0004276 A DEV0004276 A DE V0004276A DE 911132 C DE911132 C DE 911132C
- Authority
- DE
- Germany
- Prior art keywords
- xylylene dichloride
- formaldehyde
- preparation
- benzene
- hydrogen 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
- 238000000034 method Methods 0.000 title claims description 11
- ZZHIDJWUJRKHGX-UHFFFAOYSA-N 1,4-bis(chloromethyl)benzene Chemical compound ClCC1=CC=C(CCl)C=C1 ZZHIDJWUJRKHGX-UHFFFAOYSA-N 0.000 title claims description 10
- 238000002360 preparation method Methods 0.000 title claims description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 24
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 6
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 6
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 6
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 5
- 229920002866 paraformaldehyde Polymers 0.000 claims description 5
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 2
- 229940073608 benzyl chloride Drugs 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical group C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012265 solid product Substances 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
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/32—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by introduction of halogenated alkyl groups into ring compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE517240D BE517240A (enrdf_load_stackoverflow) | 1952-01-30 | ||
| NL81515D NL81515C (enrdf_load_stackoverflow) | 1952-01-30 | ||
| DE1952V0004276 DE911132C (de) | 1952-01-30 | 1952-01-30 | Verfahren zur Herstellung von p-Xylylendichlorid |
| GB247853A GB719184A (en) | 1952-01-30 | 1953-01-28 | Production of p-xylylene dichloride |
| FR1070165D FR1070165A (fr) | 1952-01-30 | 1953-01-28 | Procédé pour la préparation du bichlorure p-xylylénique |
| CH312182D CH312182A (de) | 1952-01-30 | 1953-01-28 | Verfahren zur Herstellung von p-Xylylendichlorid. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1952V0004276 DE911132C (de) | 1952-01-30 | 1952-01-30 | Verfahren zur Herstellung von p-Xylylendichlorid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE911132C true DE911132C (de) | 1954-05-10 |
Family
ID=7570839
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1952V0004276 Expired DE911132C (de) | 1952-01-30 | 1952-01-30 | Verfahren zur Herstellung von p-Xylylendichlorid |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE517240A (enrdf_load_stackoverflow) |
| CH (1) | CH312182A (enrdf_load_stackoverflow) |
| DE (1) | DE911132C (enrdf_load_stackoverflow) |
| FR (1) | FR1070165A (enrdf_load_stackoverflow) |
| GB (1) | GB719184A (enrdf_load_stackoverflow) |
| NL (1) | NL81515C (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2951100A (en) * | 1957-02-28 | 1960-08-30 | Standard Oil Co | Halomethylation |
-
0
- NL NL81515D patent/NL81515C/xx active
- BE BE517240D patent/BE517240A/xx unknown
-
1952
- 1952-01-30 DE DE1952V0004276 patent/DE911132C/de not_active Expired
-
1953
- 1953-01-28 GB GB247853A patent/GB719184A/en not_active Expired
- 1953-01-28 CH CH312182D patent/CH312182A/de unknown
- 1953-01-28 FR FR1070165D patent/FR1070165A/fr not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| None * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2951100A (en) * | 1957-02-28 | 1960-08-30 | Standard Oil Co | Halomethylation |
Also Published As
| Publication number | Publication date |
|---|---|
| BE517240A (enrdf_load_stackoverflow) | |
| GB719184A (en) | 1954-11-24 |
| NL81515C (enrdf_load_stackoverflow) | |
| FR1070165A (fr) | 1954-07-20 |
| CH312182A (de) | 1955-12-31 |
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