ChemicalBook Product Catalog Chemical Reagents Organic reagents Hydroxylamine N,N-Dibenzylhydroxylamine

N,N-Dibenzylhydroxylamine

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
N,N-Dibenzylhydroxylamine Structure
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
pka13.19±0.69(Predicted)
form powder to crystal
color White to Almost white
BRN 978234
CAS DataBase Reference621-07-8(CAS DataBase Reference)
NIST Chemistry ReferenceHydroxylamine, n,n-dibenzyl-,(621-07-8)
EPA Substance Registry SystemBenzenemethanamine, N-hydroxy-N-(phenylmethyl)- (621-07-8)
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 Information
ProviderLanguage
SigmaAldrich English
ALFA English
N,N-Dibenzylhydroxylamine Usage And Synthesis
Chemical Propertieswhite to slightly yellow adhering crystalline
UsesN,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.
PreparationA 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].
621-07-8 synthesis
N,N-Dibenzylhydroxylamine Preparation Products And Raw materials
Raw materialsAcrylonitrile
2,5-DIBENZYL-3-PHENYLDIHYDRO-2H-PYRROLO[3,4-D]ISOXAZOLE-4,6(3H,5H)-DIONE N,N-Diethylhydroxylamine Benzyl chloride 3A,11C-DIHYDRO-3H-BENZO[5,6]CHROMENO[4,3-C]ISOXAZOL-1(4H)-YL(PHENYL)METHANONE Benzyltriethylammonium chloride N,N-BIS(2-CHLORO-6-FLUOROBENZYL)-N-(([(1,2,2-TRICHLOROVINYL)AMINO]CARBONYL)OXY)AMINE Phenylacetone Dibenzylideneacetone 6,8-DICHLORO-3-HYDROXY-2-[3-(TRIFLUOROMETHYL)PHENYL]-4(3H)-QUINAZOLINONE Benzyltrimethylammonium chloride N-[(2-CHLOROACETYL)OXY]-N,N-BIS(4-CHLOROBENZYL)AMINE 3-HYDROXY-2-(4-NITROPHENYL)-4(3H)-QUINAZOLINONE METARAMINOL Hydroxylamine hydrochloride Hydroxylamine sulfate 2-BENZYL-5-(4-CHLOROPHENYL)-3-PHENYLDIHYDRO-2H-PYRROLO[3,4-D]ISOXAZOLE-4,6(3H,5H)-DIONE 1-BENZYL-1-METHYL-1,3A,4,11C-TETRAHYDRO-3H-BENZO[5,6]CHROMENO[4,3-C]ISOXAZOL-1-IUM BROMIDE N,N-Dibenzylhydroxylamine
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