ChemicalBook > CAS DataBase List > Benzoylformic acid

Benzoylformic acid

Product Name
Benzoylformic acid
CAS No.
611-73-4
Chemical Name
Benzoylformic acid
Synonyms
2-Oxo-2-phenylacetic acid;PHENYLGLYOXYLIC ACID;Phenylglyoxalic acid;Caa 0869;Lfc 1849;Benzoylformate;alpha-Ketophenyl;Phenylglyoxylate;Acetophenone acid;BENZOYLFORMIC ACID
CBNumber
CB1126347
Molecular Formula
C8H6O3
Formula Weight
150.13
MOL File
611-73-4.mol
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Benzoylformic acid Property

Melting point:
62-65 °C(lit.)
Boiling point:
84 °C0.1 mm Hg
Density 
1.38
refractive index 
1.4500 (estimate)
Flash point:
147-151°C/12mm
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
methanol: 0.1 g/mL, clear
pka
2.15±0.54(Predicted)
form 
Adhering Crystals, Crystalline Powder or Chunks
color 
White to light yellow
Water Solubility 
very faint turbidity
BRN 
606718
InChIKey
FAQJJMHZNSSFSM-UHFFFAOYSA-N
CAS DataBase Reference
611-73-4(CAS DataBase Reference)
NIST Chemistry Reference
Benzoylformic acid(611-73-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-28-36-28A-24-22-37
WGK Germany 
3
RTECS 
DA1480000
HS Code 
29183000
Toxicity
LD50 ivn-mus: 180 mg/kg CSLNX* NX#04110
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
78610
Product name
Phenylglyoxylic acid
Purity
purum, ≥98.0% (T)
Packaging
10g
Price
$79.3
Updated
2024/03/01
TCI Chemical
Product number
B1129
Product name
Benzoylformic Acid
Purity
>97.0%(GC)(T)
Packaging
5g
Price
$42
Updated
2024/03/01
TCI Chemical
Product number
B1129
Product name
Benzoylformic Acid
Purity
>97.0%(GC)(T)
Packaging
25g
Price
$188
Updated
2024/03/01
Alfa Aesar
Product number
L00648
Product name
Phenylglyoxylic acid, 98%
Packaging
5g
Price
$35.65
Updated
2024/03/01
Alfa Aesar
Product number
L00648
Product name
Phenylglyoxylic acid, 98%
Packaging
25g
Price
$125
Updated
2024/03/01
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Benzoylformic acid Chemical Properties,Usage,Production

Chemical Properties

white to light yellow adhering crystals,

Uses

Phenylglyoxylic Acid (cas# 611-73-4) is a compound useful in organic synthesis.

Uses

Phenylglyoxylic acid can be used as a precursor in the synthesis of:

  • O-acyl acetanilides by decarboxylative o-acylation of acetanilides using Pd catalyst.
  • Phenylhydroxycarbene by high-vacuum flash pyrolysis.
  • 2-arylbenzothiazoles by reacting with o-aminothiophenol using ammonium niobium oxalate (ANO) as a catalyst.
  • 3-aryl-2H-benzo[b][1,4]benzoxazin-2-ones by treating with o-aminophenol in the presence of ammonium niobium oxalate catalyst.
  • 2-aryl benzothiazoles through potassium persulfate (K2S2O8)-mediated oxidative condensation of benzothiazoles.

Definition

ChEBI: A 2-oxo monocarboxylic acid that is glyoxylic acid in which the aldehyde hydrogen is substituted by a phenyl group.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 26, p. 1631, 1983 DOI: 10.1021/jm00365a015
Organic Syntheses, Coll. Vol. 1, p. 241, 1941
Tetrahedron Letters, 17, p. 3735, 1976 DOI: 10.1016/S0040-4039(00)93096-X

Safety Profile

A poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors.

Synthesis

The synthesis of Benzoylformic acid is as follows:Acetophenone (120 g, 1 mol) was dissolved in 2000 ml of pyridine, and 165 g (1.5 mol) of selenium dioxide was added under stirring.The mixture was refluxed for 3 hours and left to cool overnight.Filter through celite, wash the filter cake with xylene, and combine the filtrate and washings with azeotropic evaporation.The evaporated residue was dissolved in 1 L of ethyl acetate and washed with 300 ml of 10% dilute hydrochloric acid.The organic layer was washed with 400 ml of 5% sodium hydroxide solution, and the washed aqueous layer was adjusted to pH 2-3 with 10% dilute hydrochloric acid.A white solid precipitates, is filtered, the filter cake is washed with water, and dried to obtain 120 g of a white solid.Yield: 87%, purity: 99.2%.

Purification Methods

If the sample is oily, then it may contain H2O. In this case dry it in a vacuum desiccator over P2O5 or KOH until crisp. For further purification dissolve 5.5g in hot CCl4 (750mL), add charcoal (2g, this is necessary otherwise the acid may separate as an oil), filter, cool in ice-water until crystallisation is complete. Filter the acid off, and the solvent on the crystals is removed by keeping the acid (4.5g) in a vacuum desiccator for 2 days. Slightly yellow crystals are obtained. It can be recrystallised also from *C6H6/pet ether, and can be distilled in a vacuum. The acid is estimated by titration with standard NaOH. The phenylhydrazone is recrystallised from EtOH, m 163-164o, and the semicarbazone acid has m 259o(dec) (from EtOH). The methyl ester distils at 137o/14mm, 110-111o/2mm, n 20 1.5850. [Baert & Kates J Am Chem Soc 67 1482 1945, Schaffer & Corey J Org Chem 24 1825 1959, Beilstein 10 H 654, 10 IV 2737.]

Benzoylformic acid Preparation Products And Raw materials

Raw materials

Benzoyl cyanide

Preparation Products

4-Hydroxyphthalazine-1-carboxylicacid 1(2H)-Phthalazinone METHYL A YCLOPENTYLMANDELATE 1-Methyl-3-(a-cyclopentylmandeloyloxy)pyrrolidinehydrochloride DL-Mandelic acid CINCHOPHEN Methyl benzoylformate
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View Lastest Price from Benzoylformic acid manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Benzoylformic acid 611-73-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30
Hebei Yanxi Chemical Co., Ltd.
Product
Benzoylformic acid 611-73-4
Price
US $10.00-1.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
6 tons
Release date
2023-10-09
Hebei Chuanghai Biotechnology Co,.LTD
Product
Benzoylformic acid 611-73-4
Price
US $9.00/KG
Min. Order
1KG
Purity
99.9
Supply Ability
1 ton
Release date
2024-08-15

611-73-4, Benzoylformic acidRelated Search:

4'-Hydroxyacetophenone 4-Nitroacetophenone Folic acid Citric acid Benzoyl peroxide Acetophenone 2'-Hydroxyacetophenone 3-Nitroacetophenone 3-Aminoacetophenone Dichloroacetonitrile BENZOYLFORMIC ACID METHYL ESTER Hyaluronic acid 2-Bromoacetophenone Ethyl 2-(Chlorosulfonyl)acetate 4'-Bromoacetophenone 2',4'-Dichloroacetophenone P-AMINOBENZAMIDE GLUTAMIC ACID Dibenzoylmethane

  • PHENYLGLYOXYLIC ACID
  • OXO(PHENYL)ACETIC ACID
  • RARECHEM AL BO 0070
  • Benzeneacetic acid, a-oxo-
  • Phenylglyoxylic acid purum, >=98.0% (T)
  • BenzoylforMic acid, 97.5%
  • 2-Oxo-2-phenylacetic acid
  • alpha-Ketophenylacetic acid
  • alpha-ketophenylaceticacid
  • alpha-oxo-benzeneaceticaci
  • alpha-oxobenzeneaceticacid
  • Benzeneacetic acid, alpha-oxo-
  • Benzeneglyoxylic acid
  • benzeneglyoxylicacid
  • Formic acid, benzoyl-
  • Glyoxylic acid, phenyl-
  • Phenylgloxylic acid
  • phenyl-glyoxylicaci
  • alpha-Ketophenyl
  • Caa 0869
  • Lfc 1849
  • phenyloxoaceticacid
  • 4-Cyclohexyl-&alpha
  • 2-oxoacetic acid phenyl ester
  • Glycopyrronium Bromide EP Impurity B
  • Glycopyrrolate Impurity 17
  • Ritalin Impurity 12
  • ALPHA-OXOPHENYLACETIC ACID
  • BENZOYLFORMIC ACID
  • BENZOYL FORMOIC ACID
  • Benzoylformate
  • Benzoylformicacid,98+%
  • BENZOYLFORMOICACID(PHENYLGLYOXYLICACID)
  • phenyglyoxylic acid
  • lpha-oxobenzeneacetic acid
  • α-Oxophenylacetic acid, Benzoylformic acid
  • a-Ketophenylacetic acid
  • a-Oxobenzeneacetic acid
  • α-Oxobenzeneacetic Acid
  • 2-Oxo-2-phenylethanoic acid
  • Benzoylformic acid,97%
  • BenzoylforMic acid, 97% 5GR
  • Oxophenylacetic Acid (Benzoylformic
  • Benzoylformic acid, 98%, for synthesis
  • Benzoylformic Acid &gt
  • Phenylglyoxalic acid
  • Phenylglyoxylate
  • Glycopyrrolate EP Impurity B
  • Benzeneacetic acid, α-oxo-
  • Acetophenone acid
  • 611-73-4 Benzoylformic acid
  • Glycopyrronium Bromide Impurity B
  • Phenyl glyoxilic acid
  • Glycopyrrolate Bromide EP Impurity B
  • 611-73-4
  • C6H5COCOOH
  • CARBOXYLIC ACID
  • C8