GB1064019A - Process for preparing diarylketones - Google Patents
Process for preparing diarylketonesInfo
- Publication number
- GB1064019A GB1064019A GB49849/65A GB4984965A GB1064019A GB 1064019 A GB1064019 A GB 1064019A GB 49849/65 A GB49849/65 A GB 49849/65A GB 4984965 A GB4984965 A GB 4984965A GB 1064019 A GB1064019 A GB 1064019A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- aqueous
- benzophenone
- methyl
- oxidation
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 6
- -1 indyl Chemical group 0.000 abstract 6
- 229910017604 nitric acid Inorganic materials 0.000 abstract 6
- 230000003647 oxidation Effects 0.000 abstract 5
- 238000007254 oxidation reaction Methods 0.000 abstract 5
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 4
- 239000008346 aqueous phase Substances 0.000 abstract 4
- 150000001335 aliphatic alkanes Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 150000005840 aryl radicals Chemical class 0.000 abstract 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract 2
- 239000012965 benzophenone Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 2
- 239000012074 organic phase Substances 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 abstract 2
- VMHYWKBKHMYRNF-UHFFFAOYSA-N (2-chlorophenyl)-phenylmethanone Chemical compound ClC1=CC=CC=C1C(=O)C1=CC=CC=C1 VMHYWKBKHMYRNF-UHFFFAOYSA-N 0.000 abstract 1
- IDONYCOFOUUWLB-UHFFFAOYSA-N 1-methyl-4-[1-(4-methylphenyl)ethyl]benzene Chemical compound C=1C=C(C)C=CC=1C(C)C1=CC=C(C)C=C1 IDONYCOFOUUWLB-UHFFFAOYSA-N 0.000 abstract 1
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical group NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 abstract 1
- NCSVCMFDHINRJE-UHFFFAOYSA-N 4-[1-(3,4-dimethylphenyl)ethyl]-1,2-dimethylbenzene Chemical compound C=1C=C(C)C(C)=CC=1C(C)C1=CC=C(C)C(C)=C1 NCSVCMFDHINRJE-UHFFFAOYSA-N 0.000 abstract 1
- KFKHBRFSQTZRNF-UHFFFAOYSA-N 4-benzoylbenzenesulfonic acid Chemical compound C1=CC(S(=O)(=O)O)=CC=C1C(=O)C1=CC=CC=C1 KFKHBRFSQTZRNF-UHFFFAOYSA-N 0.000 abstract 1
- IFQUPKAISSPFTE-UHFFFAOYSA-N 4-benzoylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(=O)C1=CC=CC=C1 IFQUPKAISSPFTE-UHFFFAOYSA-N 0.000 abstract 1
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 abstract 1
- 229910006069 SO3H Inorganic materials 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 abstract 1
- 239000011260 aqueous acid Substances 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005046 dihydronaphthyl group Chemical group 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 abstract 1
- 125000005561 phenanthryl group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/34—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups polycyclic
-
- 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/27—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
- C07C51/275—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids of hydrocarbyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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 |
|---|---|---|---|
| US413490A US3479400A (en) | 1964-11-24 | 1964-11-24 | Oxidation of 1,1-diarylalkanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1064019A true GB1064019A (en) | 1967-04-05 |
Family
ID=23637420
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB49849/65A Expired GB1064019A (en) | 1964-11-24 | 1965-11-24 | Process for preparing diarylketones |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3479400A (https=) |
| BE (1) | BE672787A (https=) |
| DE (1) | DE1518960A1 (https=) |
| FR (1) | FR1456199A (https=) |
| GB (1) | GB1064019A (https=) |
| LU (1) | LU49917A1 (https=) |
| NL (1) | NL6515261A (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4022838A (en) * | 1975-05-27 | 1977-05-10 | Gulf Research & Development Company | Process for preparing diarylketones |
| US4263458A (en) * | 1978-08-25 | 1981-04-21 | Imperial Chemical Industries Limited | Preparation of aromatic fluoro-compounds |
| EP3838883B1 (en) | 2019-12-16 | 2023-07-12 | Evonik Fibres GmbH | Method for oxidizing a 1,1-bis-(3,4-dimethylphenyl)-alkane to 3,3',4,4'-benzophenone tetracarboxylic acid |
| CN116891405B (zh) * | 2023-06-05 | 2025-12-05 | 五邑大学 | 一种手性α，α-二芳基酮类化合物及其制备方法和应用 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB713812A (en) * | 1951-05-08 | 1954-08-18 | Bofors Ab | A method of oxidizing diphenylmethane and its derivatives with nitric acid |
| US3075007A (en) * | 1959-06-24 | 1963-01-22 | Gulf Research Development Co | Nitric acid oxidation of 1,1-diarylalkanes to produce carboxy substituted diaryl ketones |
-
1964
- 1964-11-24 US US413490A patent/US3479400A/en not_active Expired - Lifetime
-
1965
- 1965-11-23 DE DE19651518960 patent/DE1518960A1/de active Pending
- 1965-11-24 BE BE672787D patent/BE672787A/xx unknown
- 1965-11-24 GB GB49849/65A patent/GB1064019A/en not_active Expired
- 1965-11-24 LU LU49917A patent/LU49917A1/xx unknown
- 1965-11-24 NL NL6515261A patent/NL6515261A/xx unknown
- 1965-11-24 FR FR39550A patent/FR1456199A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL6515261A (https=) | 1966-05-25 |
| BE672787A (https=) | 1966-03-16 |
| FR1456199A (fr) | 1966-10-21 |
| DE1518960A1 (de) | 1969-08-28 |
| LU49917A1 (https=) | 1966-01-24 |
| US3479400A (en) | 1969-11-18 |
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