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Key Documents

669393

Sigma-Aldrich

N-Methyl-O-benzoylhydroxylamine hydrochloride

97%

Synonym(s):

Benzoic acid N-hydroxymethylamine ester hydrochloride

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About This Item

Linear Formula:
(C6H5)CO2(NHCH3) HCl
CAS Number:
Molecular Weight:
187.62
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

133 °C (dec.)

functional group

amine
phenyl

storage temp.

2-8°C

SMILES string

[Cl-].C[NH2+]OC(=O)c1ccccc1

InChI

1S/C8H9NO2.ClH/c1-9-11-8(10)7-5-3-2-4-6-7;/h2-6,9H,1H3;1H

InChI key

FTCDQNQIGUCFSA-UHFFFAOYSA-N

Application

Benzoylation Reagents Simple Tools for a-Oxygenation of Aldehydes and Ketones

Reactant for preparation of:
  • NHC-catalyzed redox esterification and cycloaddition reactions
  • Pd/pyrrolidine-catalyzed Tsuji-Trost cyclization of aldehydes
  • α-acyloxy ketones via oxyacylation reaction
Reagent for α-acyloxylation of aldehydes and ketones. The reagent is not sensitive to air and moisture.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Cory S Beshara et al.
Organic letters, 7(25), 5729-5732 (2005-12-03)
[chemical reaction: see text]. A simple, one-pot method for the alpha-acyloxylation of carbonyl compounds that proceeds at room temperature in the presence of both moisture and air has been developed. Treatment of a variety of aldehydes and both cyclic and

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