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Merck
CN

73861

N-Nitrosodiethylamine

≥99.0% (GC)

Synonym(s):

Diethylnitrosamine

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About This Item

Linear Formula:
(C2H5)2NNO
CAS Number:
55-18-5
Molecular Weight:
102.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57652493
EC Number:
200-226-1
Beilstein/REAXYS Number:
1744991
MDL number:
MFCD00013890

Key Documents

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Product Name

N-Nitrosodiethylamine, ≥99.0% (GC)

InChI key

WBNQDOYYEUMPFS-UHFFFAOYSA-N

InChI

1S/C4H10N2O/c1-3-6(4-2)5-7/h3-4H2,1-2H3

SMILES string

CCN(CC)N=O

assay

≥99.0% (GC)

form

liquid

IVD

for in vitro diagnostic use

bp

177 °C (lit.)

density

0.95 g/mL (lit.)

functional group

N-nitroso
amine
nitroso

Quality Level

100

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Application

N-Nitrosodiethylamine can be used as a reactant to synthesize:
  • α-Amino oxime derivatives from alkenes via visible-light-induced photoaddition in the presence of HCl.
  • Diethylnitrosamine metalloporphyrin complexes from metalloporphyrins in the presence of dichloromethane.
N-Nitrosodiethylamine can also be used in the synthesis of 1,1-diethylhydrazine.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL7468
BCCJ9074
BCCH2676
BCCG3953
BCCG3952

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Dilip V Patil et al.
Organic letters, 23(8), 3105-3109 (2021-04-02)
The generation of aminium radical cation species from N-nitrosoamines is disclosed for the first time through visible-light excitation at 453 nm. The developed visible-light-promoted photoaddition reaction of N-nitrosoamines to alkenes was combined with the o-NQ-catalyzed aerobic oxidation protocol of amines
Li Chen et al.
Inorganic chemistry, 37(18), 4677-4688 (2001-10-24)
Diethylnitrosamine reacts with [(TPP)Fe(THF)(2)]ClO(4) (TPP = 5,10,15,20-tetraphenylporphyrinato dianion) in toluene to generate the bis-nitrosamine complex, [(TPP)Fe(Et(2)NNO)(2)]ClO(4), in 96% isolated yield. The related [(TTP)Fe(Et(2)NNO)(2)]SbF(6) (TTP = 5,10,15,20-tetra-p-tolylporphyrinato dianion) complex is prepared in 70% isolated yield via a similar reaction in CH(2)Cl(2).
Changyu Zhu et al.
Journal of hepatology, 74(3), 613-626 (2020-10-11)
The hepatocyte Notch pathway is a pathogenic factor in non-alcoholic steatohepatitis (NASH)-associated fibrosis, but its role in hepatocellular carcinoma (HCC) is less well defined. Herein, we aimed to characterize the molecular and clinical features of Notch-active human HCC, and to
Koichi Fujisawa et al.
PloS one, 10(6), e0129950-e0129950 (2015-06-25)
Maid is a helix-loop-helix protein that is involved in cell proliferation. In order to further elucidate its physiological functions, we studied Maid activity in two small fish model systems. We found that Maid expression was greatest in zebrafish liver and
Bo Zhang et al.
Theranostics, 11(10), 4743-4758 (2021-03-24)
Aims: Emerging evidence is demonstrating that rapid regeneration of remnant liver elicited by associating liver partition and portal vein ligation for staged hepatectomy (ALPPS) may be attenuated in fibrotic livers. However, the molecular mechanisms responsible for this process are largely
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