GB917571A - Improvements in or relating to the production of chlorinated or brominated aromatic carboxylic acids - Google Patents
Improvements in or relating to the production of chlorinated or brominated aromatic carboxylic acidsInfo
- Publication number
- GB917571A GB917571A GB28856/60A GB2885660A GB917571A GB 917571 A GB917571 A GB 917571A GB 28856/60 A GB28856/60 A GB 28856/60A GB 2885660 A GB2885660 A GB 2885660A GB 917571 A GB917571 A GB 917571A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- chloro
- acids
- alkyl
- carboxylic acids
- 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
- -1 brominated aromatic carboxylic acids Chemical class 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 5
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 4
- 229910017604 nitric acid Inorganic materials 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 238000009835 boiling Methods 0.000 abstract 3
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 abstract 2
- GNKZMNRKLCTJAY-UHFFFAOYSA-N 4'-Methylacetophenone Chemical compound CC(=O)C1=CC=C(C)C=C1 GNKZMNRKLCTJAY-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001491 aromatic compounds Chemical class 0.000 abstract 2
- 235000010233 benzoic acid Nutrition 0.000 abstract 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 abstract 2
- 238000010992 reflux Methods 0.000 abstract 2
- 235000002639 sodium chloride Nutrition 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- QAOJBHRZQQDFHA-UHFFFAOYSA-N 2,3-dichlorobenzoic acid Chemical class OC(=O)C1=CC=CC(Cl)=C1Cl QAOJBHRZQQDFHA-UHFFFAOYSA-N 0.000 abstract 1
- ICXBPDJQFPIBSS-UHFFFAOYSA-N 2-bromo-6-methylbenzoic acid Chemical compound CC1=CC=CC(Br)=C1C(O)=O ICXBPDJQFPIBSS-UHFFFAOYSA-N 0.000 abstract 1
- CEFMMQYDPGCYMG-UHFFFAOYSA-N 2-chloro-6-methylbenzoic acid Chemical compound CC1=CC=CC(Cl)=C1C(O)=O CEFMMQYDPGCYMG-UHFFFAOYSA-N 0.000 abstract 1
- MNNZINNZIQVULG-UHFFFAOYSA-N 2-chloroethylbenzene Chemical class ClCCC1=CC=CC=C1 MNNZINNZIQVULG-UHFFFAOYSA-N 0.000 abstract 1
- ZPXGNBIFHQKREO-UHFFFAOYSA-N 2-chloroterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(Cl)=C1 ZPXGNBIFHQKREO-UHFFFAOYSA-N 0.000 abstract 1
- SMSIEJFWQNQGBW-UHFFFAOYSA-N 3,5-dichloro-2,4-dimethylbenzoic acid Chemical compound CC1=C(Cl)C=C(C(O)=O)C(C)=C1Cl SMSIEJFWQNQGBW-UHFFFAOYSA-N 0.000 abstract 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 1
- WGPMPFXXNUJNOL-UHFFFAOYSA-N 3-chloro-2,4-dimethylbenzoic acid Chemical compound CC1=CC=C(C(O)=O)C(C)=C1Cl WGPMPFXXNUJNOL-UHFFFAOYSA-N 0.000 abstract 1
- SDKUOEOJAXGCLU-UHFFFAOYSA-N 3-chloro-4-methylbenzoic acid Chemical compound CC1=CC=C(C(O)=O)C=C1Cl SDKUOEOJAXGCLU-UHFFFAOYSA-N 0.000 abstract 1
- QAASEXRKPINZLM-UHFFFAOYSA-N 3-chloro-4-phenylbenzoic acid Chemical compound ClC1=CC(C(=O)O)=CC=C1C1=CC=CC=C1 QAASEXRKPINZLM-UHFFFAOYSA-N 0.000 abstract 1
- NUZUMSZIPSQHTC-UHFFFAOYSA-N 4-chloro-2,5,6-trimethylbenzene-1,3-dicarboxylic acid Chemical compound ClC1=C(C(=C(C(=C1C(=O)O)C)C(=O)O)C)C NUZUMSZIPSQHTC-UHFFFAOYSA-N 0.000 abstract 1
- POPBYCBXVLHSKO-UHFFFAOYSA-N 9,10-dioxoanthracene-1-carboxylic acid Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(=O)O POPBYCBXVLHSKO-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000013019 agitation Methods 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 230000031709 bromination Effects 0.000 abstract 1
- 238000005893 bromination reaction Methods 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000003022 phthalic acids Chemical class 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B39/00—Halogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/62—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/363—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0054512 | 1959-08-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB917571A true GB917571A (en) | 1963-02-06 |
Family
ID=6970637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB28856/60A Expired GB917571A (en) | 1959-08-22 | 1960-08-19 | Improvements in or relating to the production of chlorinated or brominated aromatic carboxylic acids |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3160653A (en, 2012) |
| CH (1) | CH387003A (en, 2012) |
| DE (1) | DE1418063A1 (en, 2012) |
| GB (1) | GB917571A (en, 2012) |
| NL (1) | NL255121A (en, 2012) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3939198A (en) * | 1966-02-23 | 1976-02-17 | Marathon Oil Company | Chlorinated naphthalene esters |
| US4062972A (en) * | 1975-08-27 | 1977-12-13 | Marathon Oil Company | Polychlorinated naphthalenic pesticides |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3248433A (en) * | 1960-10-27 | 1966-04-26 | Fundamental Res Company | Process for mono-halogenating and mono-nitrating the diels-alder diadduct of hexachlorocyclopentadiene and naphthalene |
| US3326987A (en) * | 1964-07-30 | 1967-06-20 | Exxon Research Engineering Co | Chlorination of aromatic hydrocarbon |
| US3509204A (en) * | 1966-12-19 | 1970-04-28 | Gulf Research Development Co | Process for preparing nuclear chlorinated aromatic compounds |
| US3717684A (en) * | 1970-09-11 | 1973-02-20 | Gulf Research Development Co | Process for preparing chlorinated aromatics |
| US3714277A (en) * | 1970-09-28 | 1973-01-30 | Gulf Research Development Co | Process for preparing chlorinated aromatics |
| US3717685A (en) * | 1970-09-28 | 1973-02-20 | Gulf Research Development Co | Process for preparing chlorinated aromatics |
| US3979545A (en) * | 1974-09-12 | 1976-09-07 | National Distillers And Chemical Corporation | Synthetic fiber impregnated with flame retardant compositions containing halogen containing amides |
| DE2547498A1 (de) * | 1975-10-23 | 1977-04-28 | Huels Chemische Werke Ag | Flammwidrige formmasse |
| US4327036A (en) * | 1980-05-08 | 1982-04-27 | E. I. Du Pont De Nemours And Company | Chlorination process |
| US4465864A (en) * | 1982-08-02 | 1984-08-14 | International Telephone And Telegraph Corporation | Process of hydroxylation of an aromatic carbonyl compound |
| DE4423356A1 (de) * | 1994-07-04 | 1996-01-11 | Bayer Ag | Verbessertes Verfahren zur Herstellung von 3,5-Dihydroxy-4-brombenzoesäure |
| JPH08120190A (ja) * | 1994-08-31 | 1996-05-14 | Fuji Xerox Co Ltd | クロロガリウムフタロシアニン結晶の製造方法 |
| CN103980113B (zh) * | 2014-06-04 | 2016-05-25 | 国药集团化学试剂有限公司 | 一种4-溴代邻苯二甲酸的制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2535131A (en) * | 1949-11-17 | 1950-12-26 | Du Pont | Process for brominating p-toluyl benzoic acid |
-
0
- NL NL255121D patent/NL255121A/xx unknown
-
1959
- 1959-08-22 DE DE19591418063 patent/DE1418063A1/de active Pending
-
1960
- 1960-08-05 CH CH894760A patent/CH387003A/de unknown
- 1960-08-18 US US50313A patent/US3160653A/en not_active Expired - Lifetime
- 1960-08-19 GB GB28856/60A patent/GB917571A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3939198A (en) * | 1966-02-23 | 1976-02-17 | Marathon Oil Company | Chlorinated naphthalene esters |
| US4062972A (en) * | 1975-08-27 | 1977-12-13 | Marathon Oil Company | Polychlorinated naphthalenic pesticides |
Also Published As
| Publication number | Publication date |
|---|---|
| CH387003A (de) | 1965-01-31 |
| NL255121A (en, 2012) | |
| US3160653A (en) | 1964-12-08 |
| DE1418063A1 (de) | 1968-10-17 |
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