GB947308A - Improvements in or relating to nuclear-chlorinated aromatic compounds - Google Patents
Improvements in or relating to nuclear-chlorinated aromatic compoundsInfo
- Publication number
- GB947308A GB947308A GB1477460A GB1477460A GB947308A GB 947308 A GB947308 A GB 947308A GB 1477460 A GB1477460 A GB 1477460A GB 1477460 A GB1477460 A GB 1477460A GB 947308 A GB947308 A GB 947308A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mixture
- chloride
- benzoic acids
- benzotrichlorides
- dichlorobenzaldehyde
- 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
- 150000001491 aromatic compounds Chemical class 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 5
- 235000010233 benzoic acid Nutrition 0.000 abstract 3
- 150000001559 benzoic acids Chemical class 0.000 abstract 3
- XEMRAKSQROQPBR-UHFFFAOYSA-N (trichloromethyl)benzene Chemical class ClC(Cl)(Cl)C1=CC=CC=C1 XEMRAKSQROQPBR-UHFFFAOYSA-N 0.000 abstract 2
- QQPXXHAEIGVZKQ-UHFFFAOYSA-N 1,3-dichloro-2-(dichloromethyl)benzene Chemical compound ClC(Cl)C1=C(Cl)C=CC=C1Cl QQPXXHAEIGVZKQ-UHFFFAOYSA-N 0.000 abstract 2
- DMIYKWPEFRFTPY-UHFFFAOYSA-N 2,6-dichlorobenzaldehyde Chemical compound ClC1=CC=CC(Cl)=C1C=O DMIYKWPEFRFTPY-UHFFFAOYSA-N 0.000 abstract 2
- CAHQGWAXKLQREW-UHFFFAOYSA-N Benzal chloride Chemical class ClC(Cl)C1=CC=CC=C1 CAHQGWAXKLQREW-UHFFFAOYSA-N 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 238000000926 separation method Methods 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- MFHPYLFZSCSNST-UHFFFAOYSA-N 1-chloro-2-(trichloromethyl)benzene Chemical compound ClC1=CC=CC=C1C(Cl)(Cl)Cl MFHPYLFZSCSNST-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 239000000413 hydrolysate Substances 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
- C07C45/43—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis of >CX2 groups, X being halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A mixture of isomeric dichlorotoluenes including the 2,6-isomer is chlorinated in the presence of light and in the absence of a nuclear halogenation catalyst to produce a mixture of 2,6-dichlorobenzal chloride and dichlorobenzo-trichlorides and the 2,6-dichlorobenzal chloride is separated from the mixture. This separation may be effected by treating the mixture with steam, hot water of dilute mineral acid to hydrolyse the benzotrichlorides to the corresponding benzoic acids, making the hydrolysate alkaline to bring the benzoic acids into solution as soluble salts and 1 separating the isoluble dichlorobenzal chloride from the solution. The benzal chloride may be hydrolysed, preferably with 93% by weight sulphuric acid, to 2,6-dichlorobenzaldehyde either before or after separation from the benzotrichlorides. In the former case both components are hydrolysed and the benzaldehyde may be separated from the benzoic acids by converting the latter into water soluble salts. Examples are given. Specification 862,863 is referred to.ALSO:A fungicidal composition comprises 2,6-dichlorobenzaldehyde mixed with a solid or liquid inert carrier, with or without one or more other additives comprising surface-active agents, dispersion agents and adhesives.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL238690 | 1959-04-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB947308A true GB947308A (en) | 1964-01-22 |
Family
ID=19751696
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1477460A Expired GB947308A (en) | 1959-04-28 | 1960-04-27 | Improvements in or relating to nuclear-chlorinated aromatic compounds |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE590257A (en) |
| CH (1) | CH404624A (en) |
| GB (1) | GB947308A (en) |
| NL (1) | NL238690A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115433069A (en) * | 2022-08-23 | 2022-12-06 | 柳州东风容泰化工股份有限公司 | Preparation method of 2, 4-dichlorobenzaldehyde |
-
0
- NL NL238690D patent/NL238690A/xx unknown
- BE BE590257D patent/BE590257A/xx unknown
-
1960
- 1960-04-25 CH CH465360A patent/CH404624A/en unknown
- 1960-04-27 GB GB1477460A patent/GB947308A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115433069A (en) * | 2022-08-23 | 2022-12-06 | 柳州东风容泰化工股份有限公司 | Preparation method of 2, 4-dichlorobenzaldehyde |
Also Published As
| Publication number | Publication date |
|---|---|
| BE590257A (en) | |
| CH404624A (en) | 1965-12-31 |
| NL238690A (en) |
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