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Merck
CN

236357

3-Hydroxypropionitrile

ReagentPlus®, 99%

Synonym(s):

2-Cyanoethanol, Ethylene cyanohydrin, Hydracrylonitrile

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About This Item

Linear Formula:
HOCH2CH2CN
CAS Number:
109-78-4
Molecular Weight:
71.08
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854166
MDL number:
MFCD00002826
Beilstein/REAXYS Number:
635773

Key Documents

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Product Name

3-Hydroxypropionitrile, ReagentPlus®, 99%

InChI

1S/C3H5NO/c4-2-1-3-5/h5H,1,3H2

SMILES string

OCCC#N

InChI key

WSGYTJNNHPZFKR-UHFFFAOYSA-N

vapor density

2.5 (vs air)

vapor pressure

<0.1 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

liquid

autoignition temp.

922 °F

expl. lim.

12.1 %

refractive index

n20/D 1.425 (lit.)

bp

228 °C (lit.)

mp

−46 °C (lit.)

solubility

diethyl ether: slightly soluble 2.3 % (w/w) at 15 °C(lit.)
acetone: miscible(lit.)
benzene: insoluble(lit.)
carbon disulfide: insoluble(lit.)
carbon tetrachloride: insoluble(lit.)
ethanol: miscible(lit.)
petroleum ether: insoluble(lit.)
water: miscible(lit.)

density

1.04 g/mL at 25 °C (lit.)

functional group

hydroxyl
nitrile

storage temp.

2-8°C

Quality Level

200

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Application

3-Hydroxypropionitrile has been used:
  • as polar solvent to investigate the orientation of the phospholipid at the surface of the polar solvents by neutral impact collision ion scattering spectroscopy
  • in solid state composite electrolyte for dye-sensitized solar cells
  • as a reagent for carboxyl protection in peptide synthesis

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC1897
BCBV2032
BCBJ1338V
BCBG0853V
BCBB2524

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3-hydroxypropionitrile: A new reagent for carboxyl protection in peptide synthesis.
Misra PK, et al.
Tetrahedron Letters, 30(27), 3569-3572 (1989)
Hongxia Wang et al.
The journal of physical chemistry. B, 110(12), 5970-5974 (2006-03-24)
It was observed that the ionic conductivity of the solid-state electrolyte LiI/3-hydroxypropionitrile (HPN) = 1:4 (molar ratio) decreased dramatically with increasing iodine (I(2)) concentration, which differs from the conduction behavior of the Grotthuss transport mechanism observed in liquid or gel
Hartwig Pohl et al.
Langmuir : the ACS journal of surfaces and colloids, 26(4), 2473-2476 (2009-11-20)
Phospholipids are a main component of cell membranes. Therefore, the experimental investigation of the self-organization of phospholipids is of great interest. Here we present results concerning the orientation of the phospholipid 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) at the surface of the polar solvents
M Duverger-Van Bogaert et al.
Toxicology letters, 7(4-5), 311-319 (1981-02-01)
The mutagenicity of acrylonitrile (ACN) was tested with Salmonella typhimurium TA1530 after a preincubation period of the chemical with a rat liver post-mitochondrial fraction in liquid medium. Several pretreatments were applied to the animals before the preparation of the liver
Kid Törnquist et al.
European journal of pharmacology, 453(1), 1-11 (2002-10-24)
Sphingolipid derivatives cause diverse effects towards the regulation of intracellular free Ca(2+) concentrations ([Ca(2+)](i)) in a multitude of nonexcitable cells. In the present investigation, the effect of C-8 ceramide-1-(2-cyanoethyl) phosphate (C1CP) on store-operated Ca(2+) (SOC) entry was investigated. C1CP evoked
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