tert-butyl N-[(4-aminophenyl)methyl]carbamate

• ChemBase ID: 42986
• Molecular Formular: C12H18N2O2
• Molecular Mass: 222.28352
• Monoisotopic Mass: 222.13682783
• SMILES: C(=O)(NCc1ccc(N)cc1)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCc1ccc(cc1)N
• InChI: InChI=1S/C12H18N2O2/c1-12(2,3)16-11(15)14-8-9-4-6-10(13)7-5-9/h4-7H,8,13H2,1-3H3,(H,14,15)
• InChIKey: UXWQXBSQQHAGMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(4-aminophenyl)methyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(4-aminophenyl)methyl]carbamate
• Synonyms: [(4-Aminophenyl)methyl]carbamic Acid 1,1-Dimethylethyl Ester; (4-Aminobenzyl)carbamic Acid Tert-butyl Ester; tert-Butyl N-(4-Aminobenzyl)carbamate; 4-[(N-tert-Butoxycarbonylamino)methyl]aniline; 4-[(N-tert-Butyloxycarbonyl)amino]benzylamine; tert-Butyl 4-aminobenzylcarbamate; 4-(N-Boc-aminomethyl)aniline; 4-[(N-Boc)aminomethyl]aniline; tert-Butyl N-(4-aminobenzyl)carbamate; 4-[(N-Boc)氨甲基]苯胺

Database IDs

• CAS Number: 110661-91-1; 94838-55-8
• MDL Number: MFCD03001716
• PubChem SID: 24874499; 162047749
• PubChem CID: 2756041

CALCULATED PROPERTIES

• Acid pKa: 14.8654995
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.7437308
• LogD (pH = 7.4): 1.7619483
• Log P: 1.7621857
• Molar Refractivity: 64.1048 cm^3
• Polarizability: 24.414759 Å^3
• Polar Surface Area: 64.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-78 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: >95%; 95+%; 97%
• Linear Formula: H2NC6H4CH2NHCO2C(CH3)3

DETAILS

Sigma Aldrich - 525626

Packaging
1 g in glass bottle

Toronto Research Chemicals - B619800

An aniline derivative used in the preparation of various organic synthase inhibitors and other bio-active compounds.

REFERENCES

• Hah, J. et al.: J. Med. Chem., 46, 1661 (2003)
• Auvin, S. et al.: J. Bioorg. Med. Chem., 13, 209 (2003)