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N,N-Dibenzylhydroxylamine

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N,N-Dibenzylhydroxylamine Basic information

Product Name:
N,N-Dibenzylhydroxylamine
Synonyms:
  • n-hydroxy-n-(phenylmethyl)-benzenemethanamin
  • N-hydroxy-N-(phenylmethyl)-Benzenemethanamine
  • N,N-Dibenzylhydroxylami
  • bis(4-ethylphenyl)diazene
  • DIBENZYL HYDROXYLAMINE
  • TIMTEC-BB SBB000533
  • N,N-DIBENZYLHYDROXYAMINE
  • N,N-DIBENZYLHYDROXYLAMINE
CAS:
621-07-8
MF:
C14H15NO
MW:
213.27
EINECS:
210-667-1
Product Categories:
  • Hydroxylamines
  • Hydroxylamines (N-Substituted)
  • Nitrogen Compounds
  • Organic Building Blocks
  • 621-07-8
Mol File:
621-07-8.mol
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N,N-Dibenzylhydroxylamine Chemical Properties

Melting point:
125-128 °C (lit.)
Boiling point:
353.27°C (rough estimate)
Density 
1.0439 (rough estimate)
refractive index 
1.5300 (estimate)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
Water Solubility 
Insoluble in water
form 
powder to crystal
pka
13.19±0.69(Predicted)
color 
White to Almost white
BRN 
978234
CAS DataBase Reference
621-07-8(CAS DataBase Reference)
NIST Chemistry Reference
Hydroxylamine, n,n-dibenzyl-,(621-07-8)
EPA Substance Registry System
Benzenemethanamine, N-hydroxy-N-(phenylmethyl)- (621-07-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
TSCA 
Yes
HS Code 
2928.00.2500

MSDS

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N,N-Dibenzylhydroxylamine Usage And Synthesis

Chemical Properties

white to slightly yellow adhering crystalline

Uses

N,N-Dibenzylhydroxylamine, upon oxidation, yields N-benzyl-α-phenylnitrone, which can undergo cycloaddition reaction with suitable dipolarophiles. It can be used to synthesize N,N,O-trisubstituted hydroxylamines and arylamines.

Preparation

A mixture of 14 gm (0.202 mole) of hydroxylamine hydrochloride and 50 gm (0.395 mole) of benzyl chloride in 200 ml of 70% ethanol is treated with 60 gm of crystalline sodium carbonate. The mixture is heated under a reflux condenser for 2 hr, cooled to room temperature, filtered, and the solids discarded. The filtrate is treated with sufficient ice water to cause precipitation of A^N-dibenzylhydroxylamine. The reaction mixture is then thoroughly cooled in a freezing mixture to permit complete precipitation of product to take place. The yield, upon filtration, is 26 gm (61.5%), m.p. 123°C. A similar preparation has recently been reported [13a].

N,N-Dibenzylhydroxylamine Preparation Products And Raw materials

Raw materials

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