(benzoyloxy)(methyl)azanium chloride

• ChemBase ID: 140148
• Molecular Formular: C8H10ClNO2
• Molecular Mass: 187.6235
• Monoisotopic Mass: 187.04000625
• SMILES: C[NH2+]OC(=O)c1ccccc1.[Cl-]
• Canonical SMILES: O=C(c1ccccc1)O[NH2+]C.[Cl-]
• InChI: InChI=1S/C8H9NO2.ClH/c1-9-11-8(10)7-5-3-2-4-6-7;/h2-6,9H,1H3;1H
• InChIKey: FTCDQNQIGUCFSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (benzoyloxy)(methyl)azanium chloride
• IUPAC Traditional name: (benzoyloxy)(methyl)azanium chloride
• Synonyms: Benzoic acid N-hydroxymethylamine ester hydrochloride; N-Methyl-O-benzoylhydroxylamine hydrochloride; N-羟基甲基氨基苯甲酸酯盐酸盐; N-甲基-O-苯基羟胺盐酸盐

Database IDs

• CAS Number: 27130-46-7
• PubChem SID: 24885043; 162234392
• PubChem CID: 16218220

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.6694922
• LogD (pH = 7.4): 1.68011
• Log P: 1.6802471
• Molar Refractivity: 52.7982 cm^3
• Polarizability: 16.20861 Å^3
• Polar Surface Area: 42.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 133 °C (dec.)

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Linear Formula: (C6H5)CO2(NHCH3) HCl

DETAILS

Sigma Aldrich - 669393

Application
Reagent for α-acyloxylation of aldehydes and ketones. The reagent is not sensitive to air and moisture.4
Benzoylation Reagents Simple Tools for a-Oxygenation of Aldehydes and KetonesReactant for preparation of:
• NHC-catalyzed redox esterification and cycloaddition reactions1
• Pd/pyrrolidine-catalyzed Tsuji-Trost cyclization of aldehydes2
• α-acyloxy ketones via oxyacylation reaction3
Packaging
1, 5 g in glass bottle