benzyl N-(1-cyano-1-methylethyl)carbamate

• ChemBase ID: 53706
• Molecular Formular: C12H14N2O2
• Molecular Mass: 218.25176
• Monoisotopic Mass: 218.1055277
• SMILES: C(=O)(NC(C#N)(C)C)OCc1ccccc1
• Canonical SMILES: N#CC(NC(=O)OCc1ccccc1)(C)C
• InChI: InChI=1S/C12H14N2O2/c1-12(2,9-13)14-11(15)16-8-10-6-4-3-5-7-10/h3-7H,8H2,1-2H3,(H,14,15)
• InChIKey: DJQKBMUYZUEUBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-(1-cyano-1-methylethyl)carbamate
• IUPAC Traditional name: benzyl N-(1-cyano-1-methylethyl)carbamate
• Synonyms: Benzyl N-(1-cyano-1-methylethyl)carbamate; N-(1-Cyano-1-methylethyl)carbamic Acid Phenylmethyl Ester; (1-Cyano-1-methylethyl)carbamic Acid Benzyl Ester; Benzyl [1-Cyano-1-methylethyl]carbamate; Benzyl (1-cyano-1-methylethyl)carbamate

Database IDs

• CAS Number: 100134-82-5
• MDL Number: MFCD10698635
• PubChem SID: 162058469
• PubChem CID: 18442523

CALCULATED PROPERTIES

• Acid pKa: 9.348762
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.0745597
• LogD (pH = 7.4): 2.0703118
• Log P: 2.0746143
• Molar Refractivity: 59.8699 cm^3
• Polarizability: 23.121132 Å^3
• Polar Surface Area: 62.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Solid
• Melting Point: 100 - 102 °C; 100-102°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%; 95+%

DETAILS

Toronto Research Chemicals - B233870

An intermediate in the preparation of HIV-integrase inhibitors

REFERENCES

• Itoh, F., et al.: Chem. Pharm. Bull., 43, 230 (1995)
• Summa, V., et al.: J. Med. Chem., 51, 5843 (1995)