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Merck
CN

D35457

N,N-Dibenzylhydroxylamine

98%

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About This Item

Linear Formula:
(C6H5CH2)2NOH
CAS Number:
Molecular Weight:
213.28
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-667-1
MDL number:
Assay:
98%
Form:
crystals
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Quality Level

assay

98%

form

crystals

mp

125-128 °C (lit.)

SMILES string

ON(Cc1ccccc1)Cc2ccccc2

InChI

1S/C14H15NO/c16-15(11-13-7-3-1-4-8-13)12-14-9-5-2-6-10-14/h1-10,16H,11-12H2

InChI key

GXELTROTKVKZBQ-UHFFFAOYSA-N

Application

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.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Mechanistic studies lead to dramatically improved reaction conditions for the Cu-catalyzed asymmetric hydroamination of olefins.
Bandar JS, et al.
Journal of the American Chemical Society, 137(46), 14812-14818 (2015)
Synthesis of N,N,O-Trisubstituted Hydroxylamines by Stepwise Reduction and Substitution of O-Acyl N, N-Disubstituted Hydroxylamines.
Dhanju S and Crich D
Organic Letters, 18(8), 1820-1823 (2016)
Synthesis of Arylamines via Aminium Radicals.
Svejstrup TD, et al.
Angewandte Chemie (International Edition in English), 56(47), 14948-14952 (2017)



Global Trade Item Number

SKUGTIN
D35457-5G04061833563328