Basic information Safety Supplier Related

N-nitrosodibenzylamine

Basic information Safety Supplier Related

N-nitrosodibenzylamine Basic information

Product Name:
N-nitrosodibenzylamine
Synonyms:
  • N,N-DIBENZYLNITROSAMINE
  • Dibenzylnitrosamine
  • Nitrosodibenzylamine
  • N-Nitroso-N-benzylbenzenemethanamine
  • Benzenemethanamine, N-nitroso-N-(phenylmethyl)-
  • N-nitrosodibenzylamine Solution in Methanol, 100μg/mL
  • N-benzyl-N-nitroso-1-phenylmethanamine
  • N,N-dibenzylnitrous amide
CAS:
5336-53-8
MF:
C14H14N2O
MW:
226.27
Product Categories:
  • Aromatics
  • Mutagenesis Research Chemicals
  • Nitric Oxide Reagents
Mol File:
5336-53-8.mol
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N-nitrosodibenzylamine Chemical Properties

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
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Safety Information

Safety Statements 
24/25
HS Code 
29214990
Toxicity
LD50 orl-rat: 900 mg/kg ZEKBAI 69,103,1967
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N-nitrosodibenzylamine Usage And Synthesis

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.

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