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
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
SMILES string
ON(Cc1ccccc1)Cc2ccccc2
assay
98%
form
crystals
mp
125-128 °C (lit.)
Quality Level
Related Categories
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.
signalword
Warning
hcodes
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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Synthesis of Arylamines via Aminium Radicals.
Svejstrup TD, et al.
Angewandte Chemie (International Edition in English), 56(47), 14948-14952 (2017)
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)
Recent developments in nitrone chemistry: some novel transformations.
Yang J
Synlett, 23(16), 2293-2297 (2012)
Chemoselective Ligation of Peptide Phenyl Esters with N?Terminal Cysteines.
Fang GM, et al.
Chembiochem, 11(8), 1061-1065 (2010)
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)
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