N-benzylhydroxylamine hydrochloride

• ChemBase ID: 150306
• Molecular Formular: C7H10ClNO
• Molecular Mass: 159.6134
• Monoisotopic Mass: 159.04509163
• SMILES: c1ccc(cc1)CNO.Cl
• Canonical SMILES: ONCc1ccccc1.Cl
• InChI: InChI=1S/C7H9NO.ClH/c9-8-6-7-4-2-1-3-5-7;/h1-5,8-9H,6H2;1H
• InChIKey: YSNXOQGDHGUKCZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzylhydroxylamine hydrochloride
• IUPAC Traditional name: N-benzylhydroxylamine hydrochloride
• Synonyms: N-benzylhydroxylamine hydrochloride; N-Benzylhydroxylamine hydrochloride; N-苄基羟胺 盐酸盐

Database IDs

• CAS Number: 29601-98-7
• MDL Number: MFCD00043377
• Beilstein Number: 507948
• PubChem SID: 24862489; 162244467; 24848163
• PubChem CID: 11332622

CALCULATED PROPERTIES

• Acid pKa: 16.11687
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.1824397
• LogD (pH = 7.4): 1.207326
• Log P: 1.2076528
• Molar Refractivity: 46.7888 cm^3
• Polarizability: 14.317623 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~105 °C; 108 - 110°C; 108-110 °C(lit.)
• Hydrophobicity(logP): 0.664

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (AT); 95%; 95+%; 97%; 98%
• Grade: puriss.
• Linear Formula: C6H5CH2NHOH · HCl

DETAILS

Sigma Aldrich - 365181

Analysis Note
May contain traces of methyl orange, which can cause the color to take on a faint red hue.
Packaging
1 g in glass bottle

Sigma Aldrich - 13454

Other Notes
Formation of nitrones from carbonyl compounds and [2+3]-cycloaddition with olefins to isoxazolidines, which are versatile intermediates;1,2,3,4 Pd-catalyzed hydroxylamination of allylic esters.5