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PHENYLGLYOXAL

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PHENYLGLYOXAL Basic information

Product Name:
PHENYLGLYOXAL
Synonyms:
  • alpha-oxo-benzeneacetaldehyd
  • alpha-oxobenzeneacetaldehyde
  • Benzeneacetaldehyde, alpha-oxo-
  • Benzoylcarboxaldehyde
  • Benzoylformaldehyde
  • Glyoxal, phenyl-
  • Oxo(phenyl)acetaldehyde
  • Phenylethanedione
CAS:
1074-12-0
MF:
C8H6O2
MW:
134.13
EINECS:
214-036-1
Product Categories:
  • aldehyde
Mol File:
1074-12-0.mol
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PHENYLGLYOXAL Chemical Properties

Melting point:
~76 °C
Boiling point:
142°C/125mmHg
Density 
1.133±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
BRN 
1854721
InChI
InChI=1S/C8H6O2/c9-6-8(10)7-4-2-1-3-5-7/h1-6H
InChIKey
OJUGVDODNPJEEC-UHFFFAOYSA-N
SMILES
C1(=CC=CC=C1)C(=O)C=O
CAS DataBase Reference
1074-12-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38-41
Safety Statements 
22-26-36-39
WGK Germany 
3
RTECS 
MD3260000
HS Code 
29122900
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PHENYLGLYOXAL Usage And Synthesis

Chemical Properties

white to light yellow powder

Definition

ChEBI: Phenylglyoxal is a member of phenylacetaldehydes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 830, 1988 DOI: 10.1021/jo00239a027
Tetrahedron Letters, 27, p. 5139, 1986 DOI: 10.1016/S0040-4039(00)85154-0

Enzyme inhibitor

This commercially available peptide/protein-modifying reagent (FW = 134.13 g/mol; CAS 1074-12-0), occasionally called benzoylformaldehyde, is a mild oxidant that reacts covalently with guanidinium groups at pH ~ 7, consuming two moles of reagent per mole of reactive arginyl residue. Modified guanidinium groups are relatively stable below pH 4; however, the original guanidinium group is slowly regenerated at neutral or alkaline pH. Upon prolonged incubation with phenylglyoxal, a-amino groups may also be modified. See also Glyoxal; 4-Hydroxyphenylglyoxal; etc. Target(s): To date, over 240 enzymes are inhibited by phenylglyoxal

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