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669393 Sigma-Aldrich

N-Methyl-O-benzoylhydroxylamine hydrochloride

97%

Synonym: Benzoic acid N-hydroxymethylamine ester hydrochloride

  • CAS Number 27130-46-7

  • Linear Formula (C6H5)CO2(NHCH3) HCl

  • Molecular Weight 187.62

  •  PubChem Substance ID 24885043

  •  NACRES NA.22

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Properties

Related Categories C-X Bond Formation (Non-Halogen), Chemical Synthesis, Other Non-Halogen Reagents for C-X Bond Formation, Synthetic Reagents
assay   97%
mp   133 °C (dec.)
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

Description

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.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Ketone and Aldehyde a-Oxygenation

The α-hydroxycarbonyl moiety is an important structural motif in organic synthesis and is present in a substantial number of natural products. A variety of methods have been developed to prepare this...
ChemFiles 2007, 7.1, 7.
Keywords: Dihydroxylations, Epoxidations, Organic synthesis, Oxidations, Rearrangements, Solvents, transformation

Related Content

Benzoylation Reagents for Chemical Synthesis

Simple Tools for α-Oxygenation of Aldehydes and Ketones The α-hydroxycarbonyl moiety is an important structural motif in organic synthesis and is present in a substantial number of natural products. ...
Keywords: Dihydroxylations, Epoxidations, Methods, Organic synthesis, Oxidations, Rearrangements, Solvents, Tools, transformation

Peer-Reviewed Papers
15

References

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