tert-butyl N-(2-aminophenyl)carbamate

• ChemBase ID: 69108
• Molecular Formular: C11H16N2O2
• Molecular Mass: 208.25694
• Monoisotopic Mass: 208.12117776
• SMILES: C(=O)(Nc1c(cccc1)N)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)Nc1ccccc1N
• InChI: InChI=1S/C11H16N2O2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8(9)12/h4-7H,12H2,1-3H3,(H,13,14)
• InChIKey: KCZFBLNQOSFGSH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-(2-aminophenyl)carbamate
• IUPAC Traditional name: tert-butyl N-(2-aminophenyl)carbamate
• Synonyms: N-(2-Aminophenyl)carbamic Acid 1,1-Dimethylethyl Ester; (2-Aminophenyl)carbamic Acid tert-Butyl Ester; N-tert-Butoxycarbonyl-o-phenylenediamine; tert-Butyl (2-Aminophenyl)carbamate; N-Boc-1,2-phenyldiamine; (2-Aminophenyl)-carbamic acid tert-butyl ester; Mono-N-Boc-o-phenylenediamine; N-Boc-1,2-phenylenediamine; tert-Butyl (2-aminophenyl)carbamate; tert-butyl 2-aminophenylcarbamate; (2-氨基苯基)-氨基甲酸叔丁酯; 单-N-Boc-邻苯二胺; N-Boc-1,2-苯二胺

Database IDs

• CAS Number: 146651-75-4
• MDL Number: MFCD02169707
• PubChem SID: 24885650; 162034837
• PubChem CID: 676311

CALCULATED PROPERTIES

• Acid pKa: 12.994704
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.0533118
• LogD (pH = 7.4): 2.0552552
• Log P: 2.055281
• Molar Refractivity: 61.0506 cm^3
• Polarizability: 22.565247 Å^3
• Polar Surface Area: 64.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate
• Apperance: White Solid
• Melting Point: 109-114 °C; 112 - 114°C
• Hydrophobicity(logP): 1.621

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-43
• Safety Statements: 36/37
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 95+%
• Empirical Formula (Hill Notation): C11H16N2O2

DETAILS

Sigma Aldrich - 681687

Packaging
1 g in glass bottle
250 mg in glass bottle

Toronto Research Chemicals - B661700

Protected 1,2-Phenyldiamine, an intermediate in the synthesis of histone deacetylase agents and antitumor agents.

REFERENCES

• Andrews, D., et al.: Bioorg. Med. Chem. Lett., 18, 2580 (2008)
• Mahboobi, S., et al.: J. Med. Chem., 52, 2265 (2008)