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%
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
Regulatory Information
危险化学品
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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 P Keogh
American journal of industrial medicine, 4(3), 479-489 (1983-01-01)
Dimethylaminopropionitrile, used as a catalyst in the manufacture of polyurethane, was responsible for two epidemics of urinary retention, sexual dysfunction, and peripheral neuropathy in 1978. Most affected workers recovered promptly, but some have had persisting neuropathy, sexual and bladder dysfunction
J R Froines et al.
Journal of toxicology and environmental health, 16(3-4), 449-460 (1985-01-01)
Cyanide release from neurotoxic aminonitriles was measured following in vitro incubation with both microsomes and liver slices. Investigation of cyanide released as urinary thiocyanate following ip aminonitrile administration to rats was also measured. The yield of cyanide in the in
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