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236357

3-Hydroxypropionitrile

ReagentPlus®, 99%

Synonym(s):

2-Cyanoethanol, Ethylene cyanohydrin, Hydracrylonitrile

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50 G

$142.00

$142.00

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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
Assay:
99%
Form:
liquid

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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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This Item
109924241032216836
3-Hydroxypropionitrile ReagentPlus&#174;, 99%

Sigma-Aldrich

236357

3-Hydroxypropionitrile

3-Hydroxypropionitrile 97%

Sigma-Aldrich

109924

3-Hydroxypropionitrile

Bromoform contains 60-120&#160;ppm 2-methyl-2-butene as stabilizer, 99%

Sigma-Aldrich

241032

Bromoform

Tolylene-2,4-diisocyanate technical grade, 80%

Sigma-Aldrich

216836

Tolylene-2,4-diisocyanate

assay

99%

assay

97%

assay

99%

assay

80%

solubility

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

solubility

-

solubility

water: soluble 800 part(lit.), acetone: miscible(lit.), alcohol: miscible(lit.), benzene: miscible(lit.), chloroform: miscible(lit.), diethyl ether: miscible(lit.), oil: miscible(lit.), petroleum ether: miscible(lit.)

solubility

acetone and ethanol: soluble(lit.), alcohol: miscible(lit.), benzene: soluble(lit.), carbon tetrachloride: miscible(lit.), chlorobenzene: miscible(lit.), diethyl ether: miscible(lit.), kerosene: miscible(lit.), olive oil: miscible(lit.)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

mp

−46 °C (lit.)

mp

−46 °C (lit.)

mp

5-8 °C (lit.)

mp

20-22 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

refractive index

n20/D 1.425 (lit.)

refractive index

n20/D 1.425 (lit.)

refractive index

n20/D 1.595 (lit.)

refractive index

n20/D 1.568 (lit.)

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[1]
  • in solid state composite electrolyte for dye-sensitized solar cells[2]
  • 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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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
3-hydroxypropionitrile: A new reagent for carboxyl protection in peptide synthesis.
Misra PK, et al.
Tetrahedron Letters, 30(27), 3569-3572 (1989)
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
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
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
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