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Merck

234486

Sigma-Aldrich

3-(Dimethylamino)propionitrile

98%

Sinónimos:

DMAPN

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About This Item

Fórmula lineal:
(CH3)2NCH2CH2CN
Número de CAS:
Peso molecular:
98.15
Beilstein/REAXYS Number:
773779
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
assay:
98%

assay

98%

refractive index

n20/D 1.426 (lit.)

bp

171 °C/750 mmHg (lit.)

mp

−43 °C (lit.)

density

0.87 g/mL at 25 °C (lit.)

SMILES string

CN(C)CCC#N

InChI

1S/C5H10N2/c1-7(2)5-3-4-6/h3,5H2,1-2H3

InChI key

MTPJEFOSTIKRSS-UHFFFAOYSA-N

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General description

Hydrogenation of 3-(dimethylamino)propionitrile over palladium catalysts has been investigated[1].

Application

3-(Dimethylamino)propionitrile has been used:
  • to initiate the organic polymerization during the synthesis of class I hybrid poly(N-isopropylacrylamide)/silica hydrogels[2]
  • in preparation of cysteine modifying agents based on the solvatochromic fluorophore 4-N,N-dimethylamino-1,8-naphthalimide (4-DMN)[1]
Catalyst similar to TEMED used to form oxygen free radicals from ammonium persulfate. Free radicals cause acrylamide and bis-acrylamide to polymerize.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

145.4 °F - closed cup

flash_point_c

63 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Hydrogenation of 3-(dimethylamino) propionitrile over palladium catalysts.
Krupka J, et al.
Collection of Czechoslovak Chemical Communications, 65(11), 1805-1819 (2000)
Galen Loving et al.
Bioconjugate chemistry, 20(11), 2133-2141 (2009-10-14)
The solvatochromic fluorophore 4-N,N-dimethylamino-1,8-naphthalimide (4-DMN) possesses extremely sensitive emission properties due largely to the low intrinsic fluorescence it exhibits in polar protic solvents such as water. This makes it well suited as a probe for the detection of a wide
P Banet et al.
The journal of physical chemistry. B, 113(45), 14914-14919 (2009-11-06)
Class I hybrid poly(N-isopropylacrylamide)/silica hydrogels, PNIPAM/SiO2, were prepared by a new one shot synthesis. In this approach, the free-radical polymerization of vinyl groups of N-isopropylacrylamide (NIPAM) and the hydrolysis-condensation of alkoxy groups of tetramethoxysilane (TMOS) are performed concomitantly using sodium
J R Froines et al.
Journal of toxicology and environmental health, 16(3-4), 469-479 (1985-01-01)
The neurotoxic aminonitrile dimethylaminopropionitrile (DMAPN) inhibits the crystalline glycolytic enzymes glyceraldehyde-3-phosphate dehydrogenase (GAPDH) and fructose-6-phosphate kinase (phosphofructokinase, PFK). Preincubation of GAPDH with the aminonitrile enhances the inhibition, indicating that the inhibition is irreversible. The overall bimolecular rate constant ki was
Inhibition of acetylcholinesterase by neurotoxic aminonitriles.
J R Froines
Biochemical pharmacology, 34(17), 3185-3187 (1985-09-01)

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