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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
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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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Certificates of Analysis (COA)

Lot/Batch Number
1206991
01404EE
06026DE
S33845
06430PD

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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)
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
P Eyer et al.
Archives of toxicology, 59(4), 266-271 (1986-12-01)
HI 6 has been shown to be efficacious in soman intoxication of laboratory animals by reactivation of acetylcholinesterase. To assess possible risks involved in the administration of HI 6 its degradation products were analyzed at pH 2.0, 4.0, 7.4, and
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