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Merck
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B13055

Sigma-Aldrich

Phenylglyoxylic acid

97%

Sinónimos:

α-Oxophenylacetic acid, Benzoylformic acid

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About This Item

Fórmula lineal:
C6H5COCOOH
Número de CAS:
611-73-4
Peso molecular:
150.13
Beilstein/REAXYS Number:
606718
EC Number:
210-278-7
MDL number:
MFCD00002575
UNSPSC Code:
12352100
PubChem Substance ID:
24891579
NACRES:
NA.22

assay

97%

form

crystals

mp

62-65 °C (lit.)

SMILES string

OC(=O)C(=O)c1ccccc1

InChI

1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)

InChI key

FAQJJMHZNSSFSM-UHFFFAOYSA-N

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Categorías relacionadas

Application

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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Room temperature palladium-catalyzed decarboxylative ortho-acylation of acetanilides with ?-oxocarboxylic acids.
Fang P, et al.
Journal of the American Chemical Society, 132(34), 11898-11899 (2010)
Phenylhydroxycarbene.
Gerbig D, et al.
Journal of the American Chemical Society, 132(21), 7273-7275 (2010)
Niobium-promoted reaction of ?-phenylglyoxylic acid with ortho-functionalized anilines: synthesis of 2-arylbenzothiazoles and 3-aryl-2 H-benzo [b][1, 4] benzoxazin-2-ones
Penteado F, et al.
Green Chemistry, 18(24), 6675-6680 (2016)
Jesus M Aizpurua et al.
The Journal of organic chemistry, 74(17), 6691-6702 (2009-08-01)
Mechanistic details of the Mg(2+) ion-activated enantioselective reduction of methyl benzoylformate have been investigated at a B3LYP/6-31G* theory level, using peptide NADH models 1 rigidified with a beta-lactam ring. Computation of the reaction pathway revealed important structural differences between the
Zhi-de Zhou et al.
International journal of biological macromolecules, 47(1), 21-26 (2010-04-20)
Saccharomyces cerevisiae alcohol dehydrogenase (SCAD) was effectively immobilized on hybrid alginate-chitosan beads which are hardened with glutaraldehyde. Immobilization conditions and characterization of the immobilized enzyme were investigated. Orthogonal test design and intuitive analysis method were employed to evaluate the effects
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