benzyl N-hydroxycarbamate

• ChemBase ID: 150879
• Molecular Formular: C8H9NO3
• Molecular Mass: 167.16196
• Monoisotopic Mass: 167.05824315
• SMILES: c1ccc(cc1)COC(=O)NO
• Canonical SMILES: ONC(=O)OCc1ccccc1
• InChI: InChI=1S/C8H9NO3/c10-8(9-11)12-6-7-4-2-1-3-5-7/h1-5,11H,6H2,(H,9,10)
• InChIKey: PQBSPTAPCMSZAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-hydroxycarbamate
• IUPAC Traditional name: benzyl N-hydroxycarbamate
• Synonyms: N-(Cbz)hydroxylamine; N-Benzyloxycarbonylhydroxylamine; N-Z-Hydroxylamine; Benzyl N-hydroxycarbamate; N-(Benzyloxycarbonyl)hydroxylamine; N-(苄氧基羰基)羟胺; N-Z-羟胺; N-羟基氨基甲酸苄酯; N-(苄氧羰基)羟基胺

Database IDs

• CAS Number: 3426-71-9
• EC Number: 000-000-0
• MDL Number: MFCD00010642
• Beilstein Number: 1074034
• PubChem SID: 24848271; 162245039; 24859235
• PubChem CID: 18907

CALCULATED PROPERTIES

• Acid pKa: 8.459321
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.3098215
• LogD (pH = 7.4): 1.2742885
• Log P: 1.3102942
• Molar Refractivity: 42.4667 cm^3
• Polarizability: 16.5619 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 65-70 °C(lit.); 65-70°C; 66-68°C; 68-71 °C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Moisture Sensitive
• RTECS: FB1600000
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); 98+%; 99%
• Grade: purum
• Linear Formula: C6H5CH2OCONHOH

DETAILS

Sigma Aldrich - 323276

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 13626

Other Notes
Versatile intermediate; used for the synthesis of aminooxy analogues of α-amino acids and in-situ oxidation to the N-acyl nitroso compound and cycloaddition with dienes 1,2