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B13055

Phenylglyoxylic acid

Name: Phenylglyoxylic acid
Brand: ALDRICH

97%

Synonym(s):

α-Oxophenylacetic acid, Benzoylformic acid

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About This Item

Linear Formula:

C₆H₅COCOOH

CAS Number:

611-73-4

Molecular Weight:

150.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24891579

EC Number:

210-278-7

Beilstein/REAXYS Number:

606718

MDL number:

MFCD00002575

Assay:

97%

Form:

crystals

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Properties

Quality Level

200

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

Description

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.

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319

pcodes

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Phenylhydroxycarbene.

Gerbig D, et al.

Journal of the American Chemical Society, 132(21), 7273-7275 (2010)

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)

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)

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Global Trade Item Number

SKU	GTIN
B13055-100G	04061838352422
B13055-25G	04061833421710
B13055-5G	04061833421802