234486
3-(Dimethylamino)propionitrile
98%
Synonym(s):
DMAPN
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About This Item
Linear Formula:
(CH3)2NCH2CH2CN
CAS Number:
Molecular Weight:
98.15
Beilstein:
773779
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay:
98%
Recommended Products
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.
Application
3-(Dimethylamino)propionitrile has been used:
- to initiate the organic polymerization during the synthesis of class I hybrid poly(N-isopropylacrylamide)/silica hydrogels
- in preparation of cysteine modifying agents based on the solvatochromic fluorophore 4-N,N-dimethylamino-1,8-naphthalimide (4-DMN)
Catalyst similar to TEMED used to form oxygen free radicals from ammonium persulfate. Free radicals cause acrylamide and bis-acrylamide to polymerize.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
145.4 °F - closed cup
Flash Point(C)
63 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
M M Mumtaz et al.
Journal of toxicology and environmental health, 33(1), 1-17 (1991-05-01)
N,N'-Dimethylaminopropionitrile (DMAPN), a major component of the NIAX catalyst ESN, is known to cause urinary bladder dysfunction in exposed workers. In order to investigate the mechanism of DMAPN toxicity, we carried out time-course (0-72 h) and dose-response (175-700 mg/kg) studies
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