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69830

Sigma-Aldrich

DL-Lactonitrile

≥97.0% (T)

Synonym(s):

2-Hydroxypropionitrile, Acetaldehyde cyanohydrin

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About This Item

Linear Formula:
CH3CH(OH)CN
CAS Number:
78-97-7
Molecular Weight:
71.08
Beilstein:
605366
MDL number:
MFCD00004507
UNSPSC Code:
12352100
PubChem Substance ID:
57652214
NACRES:
NA.22

Quality Level

100

Assay

≥97.0% (T)

form

liquid

contains

~1% phosphoric acid as stabilizer

impurities

~1% water

refractive index

n20/D 1.404

bp

90 °C/17 mmHg (lit.)

density

0.991 g/mL at 20 °C (lit.)

functional group

hydroxyl
nitrile

SMILES string

CC(O)C#N

InChI

1S/C3H5NO/c1-3(5)2-4/h3,5H,1H3

InChI key

WOFDVDFSGLBFAC-UHFFFAOYSA-N

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Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Carc. 2 - Met. Corr. 1 - Repr. 1B - STOT RE 2

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG3317
BCBM8302V
1362113V
1362113
1305207

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R H Steele et al.
Archives of biochemistry and biophysics, 267(1), 125-142 (1988-11-15)
Cyanide added to mitochondria in the presence of copper and acetaldehyde evokes a chemiluminescence which follows series pseudo-first-order kinetics: (formula; see text) An evaluation of the effects of protein (mitochondria), copper, cyanide, acetaldehyde, and oxygen on the kinetic parameters shows
F Effenberger et al.
Current opinion in biotechnology, 11(6), 532-539 (2000-12-05)
(R)- as well as (S)-cyanohydrins are now easily available as a result of the excellent accessibility, the relatively high stability and the easy handling of hydroxynitrile lyases (HNLs). The optimization of reaction conditions (solvent, temperature, and using site-directed mutagenesis, etc.)
A D Keefe et al.
Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life, 26(1), 15-25 (1996-02-01)
In view of the importance of a prebiotic source of high energy phosphates, we have investigated a number of potentially prebiotic processes to produce condensed phosphates from orthophosphate and cyclic trimetaphosphate from tripolyphosphate. The reagents investigated include polymerizing nitriles, acid

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