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611-73-4

Basic Information
CAS No.: 611-73-4
Name: Benzoylformic acid
Article Data: 360
Molecular Structure:
Molecular Structure of 611-73-4 (Benzoylformic acid)
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: IrritantXi
Risk Codes: 36/37/38
Safety: 26-28-36-28A-24-22
PSA: 54.37000
LogP: 0.95390
Synthetic route
15206-55-0

methyl 2-oxo-2-phenylacetate

611-73-4

Benzoylformic acid

Conditions
ConditionsYield
With water; sodium hydroxide100%
With water; sodium hydroxide In dichloromethane100%
With water; sodium hydroxide at 20℃; for 2h;99.2%
7332-98-1

tert-butyl phenylglyoxylate

611-73-4

Benzoylformic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;100%
With trifluoroacetic acid at 0℃; for 1h;57%
With trifluoroacetic acid at 0℃; for 5h;
94-41-7

benzalacetophenone

A

611-73-4

Benzoylformic acid

B

65-85-0

benzoic acid

Conditions
ConditionsYield
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
Conditions
ConditionsYield
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
ConditionsYield
With water; sodium hydroxide In methanol at 20 - 50℃; for 1h;98%
825-52-5

2-(hydroxyimino)-2-phenylacetonitrile

611-73-4

Benzoylformic acid

Conditions
ConditionsYield
With sulfuric acid at 100 - 120℃; for 5h;96.6%
93-56-1

phenylethane 1,2-diol

611-73-4

Benzoylformic acid

Conditions
ConditionsYield
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%
2425-28-7

2-Bromo-1-phenylethanol

611-73-4

Benzoylformic acid

Conditions
ConditionsYield
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

2-hydroxy-4-methyl-2-phenylmorpholin-3-one

611-73-4

Benzoylformic acid

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating;94%
611-71-2

(R)-Mandelic Acid

611-73-4

Benzoylformic acid

Conditions
ConditionsYield
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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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):

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

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.