tert-butyl N-[2-(aminomethyl)phenyl]carbamate

• ChemBase ID: 12224
• Molecular Formular: C12H18N2O2
• Molecular Mass: 222.28352
• Monoisotopic Mass: 222.13682783
• SMILES: c1ccc(c(c1)NC(=O)OC(C)(C)C)CN
• Canonical SMILES: NCc1ccccc1NC(=O)OC(C)(C)C
• InChI: InChI=1S/C12H18N2O2/c1-12(2,3)16-11(15)14-10-7-5-4-6-9(10)8-13/h4-7H,8,13H2,1-3H3,(H,14,15)
• InChIKey: BFFRNSYPZZUZDR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[2-(aminomethyl)phenyl]carbamate
• IUPAC Traditional name: tert-butyl N-[2-(aminomethyl)phenyl]carbamate
• Synonyms: tert-Butyl 2-(aminomethyl)phenylcarbamate; 2-[(tert-Butoxycarbonyl)amino]benzylamine; tert-Butyl [2-(aminomethyl)phenyl]carbamate; 2-(Aminomethyl)aniline, 1-BOC protected; tert-Butyl N-(2-aminomethylphenyl)carbamate; (2-Aminomethyl-phenyl)-carbamic acid tert-butyl ester; 2-(Boc-amino)benzylamine; tert-Butyl N-(2-aMinoMethylphenyl)carbaMate; (2-氨甲基-苯基)-氨基甲酸叔丁酯; 2-(Boc-氨基)苄胺

Database IDs

• CAS Number: 849020-94-6
• MDL Number: MFCD04037902
• PubChem SID: 160975531
• PubChem CID: 2760955

CALCULATED PROPERTIES

• Acid pKa: 12.824364
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.88120186
• LogD (pH = 7.4): 0.46633694
• Log P: 2.0099754
• Molar Refractivity: 64.8236 cm^3
• Polarizability: 24.784431 Å^3
• Polar Surface Area: 64.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 238-242 °C
• Flash Point: 159.8 °F; 71 °C; 71.7°C
• Density: 1.054; 1.054 g/mL at 25 °C

Safety Information

• Storage Warning: Harmful/Irritant/Store under Argon
• 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

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C12H18N2O2

DETAILS

Sigma Aldrich - 709700

Packaging
1 g in glass bottle
Application
Reactant for:
• Two-step syntheses of fused quinoxaline-benzodiazepines and bis-benzodiazepines employing a double UDC (Ugi/Deprotect/Cyclize) strategy1
• Preparation of hydroquinazoline scaffolds via microwave-promoted Ugi reaction and cyclization2
• Preparation of pyrazinone inhibitors of mast cell tryptase3