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234486

Sigma-Aldrich

3-(Dimethylamino)propionitrile

98%

Synonym(s):

DMAPN

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About This Item

Linear Formula:
(CH3)2NCH2CH2CN
CAS Number:
1738-25-6
Molecular Weight:
98.15
Beilstein:
773779
EC Number:
217-090-4
MDL number:
MFCD00001957
UNSPSC Code:
12352100
PubChem Substance ID:
24854044
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
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312,H319

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

234486-500ML:
234486-VAR:
234486-5ML:4548173121642
234486-100ML:4548173121628
234486-25ML:4548173121635
234486-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH4352V
BCBB1317V
BCBB1317
016212/1
09302KH

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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
[Morbidity study of employees exposed to dimethylaminopropionitrile].
H Deckert et al.
Zentralblatt fur Arbeitsmedizin, Arbeitsschutz, Prophylaxe und Ergonomie, 32(5), 181-184 (1982-05-01)
Inhibition of acetylcholinesterase by neurotoxic aminonitriles.
J R Froines
Biochemical pharmacology, 34(17), 3185-3187 (1985-09-01)
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