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374768

Sigma-Aldrich

Glycolonitrile

55 wt. % in H2O

Synonym(s):

Glycolic acid nitrile solution, Formaldehyde cyanohydrin, Hydroxyacetonitrile

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About This Item

Linear Formula:
HOCH2CN
CAS Number:
107-16-4
Molecular Weight:
57.05
Beilstein:
605328
MDL number:
MFCD00042731
UNSPSC Code:
12352100
PubChem Substance ID:
24863334
NACRES:
NA.22

form

liquid

concentration

55 wt. % in H2O

impurities

3 mol methyl alcohol

refractive index

n20/D 1.375

density

1.045 g/mL at 25 °C

SMILES string

OCC#N

InChI

1S/C2H3NO/c3-1-2-4/h4H,2H2

InChI key

LTYRAPJYLUPLCI-UHFFFAOYSA-N

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °C - closed cup

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G Arrhenius et al.
The Journal of organic chemistry, 62(16), 5522-5525 (1997-08-08)
A study of glycolonitrile polymerization has led to the isolation and characterization of two 2,5-dihydro-4-aminooxazoles, 4 and 5. Previous reports have misassigned these structures as s-triazines or pyrimidines. X-ray diffraction analysis of crystals of 4 and an acetylated oxazole derivative
Evidence for the microsomal metabolism of glycolonitrile.
J J Freeman et al.
Biochemical pharmacology, 36(1), 184-187 (1987-01-01)
Shijun Wu et al.
Biotechnology and bioengineering, 99(3), 717-720 (2007-09-06)
A key step in a chemoenzymatic process for the production of high-purity glycolic acid (GLA) is the enzymatic conversion of glycolonitrile (GLN) to ammonium glycolate using a nitrilase derived from Acidovorax facilis 72W. Protein engineering and over-expression of this nitrilase
Acceleration of HCN oligomerization by formaldehyde and related compounds: implications for prebiotic syntheses.
A W Schwartz et al.
Journal of molecular evolution, 18(5), 351-353 (1982-01-01)
T Arrhenius et al.
Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life, 24(1), 1-17 (1994-02-01)
The sources and speciation of reduced carbon and nitrogen inferred for the early Archean are reviewed in terms of current observations and models, and known chemical reactions. Within this framework hydrogen cyanide and cyanide ion in significant concentration would have
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