GB1070227A - Production of benzoic acid - Google Patents
Production of benzoic acidInfo
- Publication number
- GB1070227A GB1070227A GB1496265A GB1496265A GB1070227A GB 1070227 A GB1070227 A GB 1070227A GB 1496265 A GB1496265 A GB 1496265A GB 1496265 A GB1496265 A GB 1496265A GB 1070227 A GB1070227 A GB 1070227A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzoic acid
- oxygen
- reaction
- amount
- present initially
- 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
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 title abstract 11
- 239000005711 Benzoic acid Substances 0.000 title abstract 5
- 235000010233 benzoic acid Nutrition 0.000 title abstract 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 4
- 239000001301 oxygen Substances 0.000 abstract 4
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001555 benzenes Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000007789 gas Substances 0.000 abstract 2
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 abstract 2
- YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract 1
- 150000001868 cobalt Chemical class 0.000 abstract 1
- 229910001385 heavy metal Inorganic materials 0.000 abstract 1
- 239000003999 initiator Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000005609 naphthenate group Chemical group 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- 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
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Electromechanical Clocks (AREA)
- Catalysts (AREA)
Abstract
Benzoic acid is prepared by oxidizing a liquid monoalkylated benzene with oxygen or an oxygen-containing gas in the presence of a polyvalent heavy metal catalyst and using benzoic acid as the sole initiator for the reaction, the benzoic acid being present initially in an amount not more than 60% by weight based on the total weight of the reaction mixture. Preferably the benzoic acid is present initially in an amount of 0.1-10%. The preferred catalysts are cobalt salts of organic acids, e.g. the acetate, benzoate or naphthenate or mixtures of these. Suitable monoalkylated benzenes are, for example, toluene, ethylbenzene, propyl benzene, and t-butylbenzene. Preferred temperature and pressure ranges for carrying out the reaction are 70-300 DEG C. and 1.05-10.5 kg./cm.2 gauge. Suitable oxygen-containing gases are air, ozone, or oxygen-enriched air.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35836364A | 1964-04-08 | 1964-04-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1070227A true GB1070227A (en) | 1967-06-01 |
Family
ID=23409363
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1496265A Expired GB1070227A (en) | 1964-04-08 | 1965-04-08 | Production of benzoic acid |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE662279A (en) |
| CH (1) | CH443260A (en) |
| DE (1) | DE1262993B (en) |
| ES (1) | ES311608A1 (en) |
| FR (1) | FR1429185A (en) |
| GB (1) | GB1070227A (en) |
| IL (1) | IL23319A (en) |
| NL (1) | NL6504510A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106631761A (en) * | 2016-09-12 | 2017-05-10 | 华东理工大学 | Method for preparing benzoic acid by oxidizing methylbenzene at atmospheric pressure and low temperature |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110590559A (en) * | 2019-08-19 | 2019-12-20 | 浙江工业大学 | A method for selectively preparing benzoic acid and derivatives thereof by ball milling oxidation of toluene and derivatives thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2963509A (en) * | 1958-03-10 | 1960-12-06 | Mid Century Corp | Process for oxidation of mono-alkyl benzene |
-
1965
- 1965-04-08 CH CH492765A patent/CH443260A/en unknown
- 1965-04-08 FR FR12487A patent/FR1429185A/en not_active Expired
- 1965-04-08 NL NL6504510A patent/NL6504510A/xx unknown
- 1965-04-08 BE BE662279D patent/BE662279A/xx unknown
- 1965-04-08 GB GB1496265A patent/GB1070227A/en not_active Expired
- 1965-04-08 ES ES0311608A patent/ES311608A1/en not_active Expired
- 1965-04-08 DE DEA48875A patent/DE1262993B/en active Pending
- 1965-04-08 IL IL2331965A patent/IL23319A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106631761A (en) * | 2016-09-12 | 2017-05-10 | 华东理工大学 | Method for preparing benzoic acid by oxidizing methylbenzene at atmospheric pressure and low temperature |
Also Published As
| Publication number | Publication date |
|---|---|
| IL23319A (en) | 1968-08-22 |
| ES311608A1 (en) | 1965-07-01 |
| CH443260A (en) | 1967-09-15 |
| DE1262993B (en) | 1968-03-14 |
| NL6504510A (en) | 1965-10-11 |
| BE662279A (en) | 1965-08-02 |
| FR1429185A (en) | 1966-02-18 |
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