O-benzylhydroxylamine hydrochloride

• ChemBase ID: 70234
• Molecular Formular: C7H10ClNO
• Molecular Mass: 159.6134
• Monoisotopic Mass: 159.04509163
• SMILES: NOCc1ccccc1.Cl
• Canonical SMILES: NOCc1ccccc1.Cl
• InChI: InChI=1S/C7H9NO.ClH/c8-9-6-7-4-2-1-3-5-7;/h1-5H,6,8H2;1H
• InChIKey: HYDZPXNVHXJHBG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: O-benzylhydroxylamine hydrochloride
• IUPAC Traditional name: O-benzylhydroxylamine hydrochloride
• Synonyms: [(Aminooxy)methyl]benzene hydrochloride; O-(Phenylmethyl)hydroxylamine Hydrochloride; Benzyloxyammonium Chloride; Phenylmethoxyamine Hydrochloride; O-Benzylhydroxylamine hydrochloride; Benzyloxyamine hydrochloride; O-Benzylhydroxylamine hydrochloride; O-苄基羟胺盐酸盐; 邻苄基羟胺 盐酸盐; O-苄基羟胺 盐酸盐

Database IDs

• CAS Number: 2687-43-6
• EC Number: 220-249-0
• MDL Number: MFCD00012952
• Beilstein Number: 3687991; 3595440
• PubChem SID: 24848165; 162035957; 24891644
• PubChem CID: 102312

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3476743
• LogD (pH = 7.4): 1.3617549
• Log P: 1.3619374
• Molar Refractivity: 36.9436 cm^3
• Polarizability: 14.390438 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Grey Solid
• Melting Point: >210°C (sublimation); 237 - 239°C; 238 °C (subl.)(lit.); ca 238°C subl.
• Hydrophobicity(logP): 0.715

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Hygroscopic; IRRITANT; Irritant/Hygroscopic/Air Sensitive/Moisture Sensitive/Store under Argon
• RTECS: NC3040000
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (AT); 95%; 95+%; 98%; 99%
• Grade: purum
• Salt Data: HCl
• Impurities: ≤2% water
• Linear Formula: C6H5CH2ONH2 · HCl

DETAILS

Sigma Aldrich - B22984

Packaging
25, 100 g in poly bottle
5 g in glass bottle
Application
Effective reagent used to prepare α-hydroxybenzylamines from α-hydroxyketones.1

Sigma Aldrich - 13455

Other Notes
Reagent used for the synthesis of hydroxylamines and hydroxyamates1,2,3; Derivatization of ketones for chromatography4

Toronto Research Chemicals - B279080

A reagent used for the synthesis of hydroxylamines and hydroxyamates.

REFERENCES

• Magin, D.F., et al.: J. Chromatogr., 178, 219 (1979)
• Safavy, A., et al.: Bioconjug. Chem., 13, 327 (1979)
• In the peptide field, Palladium, 11722 is a useful selective catalyst for deprotection of the benzyl hydroxamates: Tetrahedron Lett., 36, 197 (1995).
• For use in the formation of nitrones from carbonyl compounds and their use in cycloaddition reactions, see: J. Org. Chem., 47, 2328 (1982); 52, 2179 (1987).