ChemicalBook--->CAS DataBase List--->5336-53-8

5336-53-8

5336-53-8 Structure

5336-53-8 Structure
IdentificationBack Directory
[Name]

N-nitrosodibenzylamine
[CAS]

5336-53-8
[Synonyms]

Dibenzylnitrosamine
Nitrosodibenzylamine
N,N-DIBENZYLNITROSAMINE
N-Nitroso-N-benzylbenzenemethanamine
Benzenemethanamine, N-nitroso-N-(phenylmethyl)-
N-nitrosodibenzylamine Solution in Methanol, 100μg/mL
[Molecular Formula]

C14H14N2O
[MDL Number]

MFCD00019921
[MOL File]

5336-53-8.mol
[Molecular Weight]

226.27
Chemical PropertiesBack Directory
[Melting point ]

56-58°C
[Boiling point ]

367.89°C (rough estimate)
[density ]

1.0852 (rough estimate)
[refractive index ]

1.6419 (estimate)
[storage temp. ]

-20°C Freezer, Under Inert Atmosphere
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Low-Melting Solid to Solid
[pka]

-5.91±0.70(Predicted)
[color ]

Pale Yellow to Yellow
[InChI]

InChI=1S/C14H14N2O/c17-15-16(11-13-7-3-1-4-8-13)12-14-9-5-2-6-10-14/h1-10H,11-12H2
[InChIKey]

RZJLAUZAMYYGMS-UHFFFAOYSA-N
[SMILES]

C1(CN(N=O)CC2=CC=CC=C2)=CC=CC=C1
Safety DataBack Directory
[Safety Statements ]

24/25
[HS Code ]

29214990
[Toxicity]

LD50 orl-rat: 900 mg/kg ZEKBAI 69,103,1967
Hazard InformationBack Directory
[Chemical Properties]

Yellow Low Melting Solid
[Uses]

N-Nitrosodibenzylamine (NDBzA) is mutagenic to Salmonella typhimurium and induces DNA strand breaks in isolated rat hepatocytes.
[Production Methods]

Human exposure to NDBzA was not suspected, but then there were reports of the compound in hams wrapped in rubber netting. Concentrations of NDBzA from 10 to 100 ppb were common, and some were as high as 512 ppb. Like other nitrosamines in rubber, NDBzA arose by nitrosation of dialkylamino compounds (in this case dibenzyl-) during manufacture.
[Synthesis Reference(s)]

Tetrahedron Letters, 25, p. 2619, 1984 DOI: 10.1016/S0040-4039(01)81245-4
[Safety Profile]

Moderately toxic by ingestion.Mutation data reported. When heated to decomposition itemits toxic vapors of NOx
[Carcinogenicity]

There is a single report of a test of nitrosodibenzylamine for carcinogenicity in rats using high doses and that is completely negative; in contrast, nitrosobenzylphenylamine is a weak, but definite, esophageal carcinogen in rats. NDBzA is not mutagenic to bacteria in the presence or absence of rat liver microsomes.
Although there is no information about metabolism and activation of NDBzA, the alpha-acetoxy derivative (which presumably is the ester of the alpha-hydroxy derivative that would be formed in vivo) is both carcinogenic to rats and mutagenic to bacteria.
Spectrum DetailBack Directory
[Spectrum Detail]

N-nitrosodibenzylamine(5336-53-8)MS
N-nitrosodibenzylamine(5336-53-8)IR1
N-nitrosodibenzylamine(5336-53-8)IR2
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