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Basic Information
| CAS No.: | 611-73-4 |
|---|---|
| Name: | Benzoylformic acid |
| Article Data: | 360 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H6O3 |
| Molecular Weight: | 150.134 |
| Synonyms: | Glyoxylicacid, phenyl- (6CI,7CI,8CI);2-Oxo-2-phenylacetic acid;2-Oxo-2-phenylethanoicacid;Benzoylformic acid;CAA 0869;Formic acid, benzoyl-;LFC 1849;NSC 28293;Oxophenylacetic acid;Phenylgloxylic acid;Phenylglyoxylic acid;Phenyloxoacetic acid;a-Ketophenylacetic acid;a-Oxobenzeneacetic acid; |
| EINECS: | 210-278-7 |
| Density: | 1.298 g/cm3 |
| Melting Point: | 60-69 °C |
| Boiling Point: | 258.6 °C at 760 mmHg |
| Flash Point: | 124.4 °C |
| Solubility: | methanol: 0.1 g/mL, clear |
| Appearance: | white to light yellow adhering crystals |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-28-36-28A-24-22 |
| PSA: | 54.37000 |
| LogP: | 0.95390 |
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Synthetic route
- 15206-55-0
methyl 2-oxo-2-phenylacetate
- 611-73-4
Benzoylformic acid
Conditions
| Conditions | Yield |
|---|---|
| With water; sodium hydroxide | 100% |
| With water; sodium hydroxide In dichloromethane | 100% |
| With water; sodium hydroxide at 20℃; for 2h; | 99.2% |
Conditions
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In dichloromethane at 20℃; | 100% |
| With trifluoroacetic acid at 0℃; for 1h; | 57% |
| With trifluoroacetic acid at 0℃; for 5h; |
Conditions
| Conditions | Yield |
|---|---|
| With methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate; nickel dibromide at 120℃; under 760.051 - 912.061 Torr; for 48h; chemoselective reaction; | A 91% B 99% |
| Multi-step reaction with 2 steps 1: sodium hydrogencarbonate; ruthenium trichloride; potassium peroxymonosulfate / acetonitrile; water; ethyl acetate / 0.3 h 2: iron(II) perchlorate hexahydrate; tetramethylammonium hydroxide pentahydrate / acetonitrile; water / 12 h / Inert atmosphere View Scheme |
- 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID
- 611-73-4
Benzoylformic acid
Conditions
| Conditions | Yield |
|---|---|
| With sodium bromate In acetonitrile for 52h; Heating; | 98% |
| With oxalyl dichloride; methyl dodecyl sulfoxide; triethylamine In dichloromethane at -60 - 20℃; Swern oxidation; | 96% |
| With oxalyl dichloride; methyl dodecyl sulfoxide; triethylamine In dichloromethane at -60 - 20℃; Swern oxidation; | 96% |
- 1352131-39-5
5-hydroxy-N,N',5-triphenylimidazolidine-2,4-dione
- 611-73-4
Benzoylformic acid
Conditions
| Conditions | Yield |
|---|---|
| With water; sodium hydroxide In methanol at 20 - 50℃; for 1h; | 98% |
Conditions
| Conditions | Yield |
|---|---|
| With sulfuric acid at 100 - 120℃; for 5h; | 96.6% |
Conditions
| Conditions | Yield |
|---|---|
| With tert.-butylhydroperoxide; iron(III) chloride; thymidyl acetic acid In decane; acetonitrile at 80℃; for 6h; | 96% |
| With Oxone; 2-Iodobenzoic acid In water; acetonitrile at 70℃; for 6h; | 94% |
| With sodium tetrahydroborate; 1% Pd/C; water; potassium hydroxide In methanol at 20℃; for 15h; In air; | 91% |
| With potassium permanganate; acetic acid; Tris(3,6-dioxaheptyl)amine In dichloromethane for 4h; Ambient temperature; | 71% |
| aqua(2,2'-bipyridine)(2,2':6',2''-terpyridine)ruthenium(II)(2+) In phosphate buffer for 6h; pH=7.2; Electrolysis; | 47% |
Conditions
| Conditions | Yield |
|---|---|
| With tetramethoxytitanium; β-Propiolactone at 60℃; for 2h; Temperature; | 96% |
| Multi-step reaction with 5 steps 1.1: hydrogen bromide; dihydrogen peroxide / water / 4.5 h / 25 - 90 °C 2.1: toluene-4-sulfonic acid; benzene / water / 36 h / 85 °C 3.1: tetrabutylammomium bromide; sodium ethanolate / water / 23 h / 105 °C 4.1: oxalic acid / dichloromethane; water / 5 h / 25 °C 5.1: tetrabutylammomium bromide; hydrogen bromide / water / 0.02 h 5.2: 5 h / 25 - 90 °C View Scheme |
- 611-73-4
Benzoylformic acid
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 2h; Heating; | 94% |
Conditions
| Conditions | Yield |
|---|---|
| With phosphotungstic acid; ferric nitrate at 55 - 60℃; for 0.166667h; | 93% |
| With D-lactate oxidase from Gluconobacter oxydans 621H; oxygen; catalase In aq. buffer at 30℃; pH=7.4; Reagent/catalyst; Enzymatic reaction; | |
| With NAD at 30℃; for 48h; pH=9.5; Kinetics; Reagent/catalyst; Temperature; pH-value; Enzymatic reaction; |
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Benzoylformic acid
Chemistry
The molecular formula of Benzoylformic acid(611-73-4) is and its formula weight is .
The density of Benzoylformic acid(611-73-4) is 1.38 and it has a melting point of 62-65 °C(lit.). The boiling point is 84 °C0.1 mm Hg. Its flash point is 147-151°C/12mm.
The chemical synonyms of Benzoylformic acid(611-73-4) are PHENYLGLYOXYLIC ACID;OXO(PHENYL)ACETIC ACID;RARECHEM AL BO 0070;2-Oxo-2-phenylacetic acid;alpha-Ketophenylacetic acid;alpha-ketophenylaceticacid;alpha-oxo-benzeneaceticaci;alpha-oxobenzeneaceticacid
The molecular structure of Benzoylformic acid(611-73-4):
The density of Benzoylformic acid(611-73-4) is 1.38 and it has a melting point of 62-65 °C(lit.). The boiling point is 84 °C0.1 mm Hg. Its flash point is 147-151°C/12mm.
The chemical synonyms of Benzoylformic acid(611-73-4) are PHENYLGLYOXYLIC ACID;OXO(PHENYL)ACETIC ACID;RARECHEM AL BO 0070;2-Oxo-2-phenylacetic acid;alpha-Ketophenylacetic acid;alpha-ketophenylaceticacid;alpha-oxo-benzeneaceticaci;alpha-oxobenzeneaceticacid
The molecular structure of Benzoylformic acid(611-73-4):
Toxicity Data With Reference
| 1. | ivn-mus LD50:180 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#04110 . |
Safety Profile
A poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-28-36-28A-24-22
WGK Germany 3
RTECS DA1480000
HS Code 29183000
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-28-36-28A-24-22
WGK Germany 3
RTECS DA1480000
HS Code 29183000
Specification
Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials, strong oxidants.
Incompatibilities with Other Materials Strong oxidizing agents, strong reducing agents, strong acids, strong bases.
Hazardous Decomposition Products Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization Has not been reported.
Conditions to Avoid: Incompatible materials, strong oxidants.
Incompatibilities with Other Materials Strong oxidizing agents, strong reducing agents, strong acids, strong bases.
Hazardous Decomposition Products Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization Has not been reported.