4-[(tert-butyldimethylsilyl)oxy]-2-nitroaniline

• ChemBase ID: 163374
• Molecular Formular: C12H20N2O3Si
• Molecular Mass: 268.3843
• Monoisotopic Mass: 268.12431904
• SMILES: c1c(c(cc(c1)O[Si](C)(C)C(C)(C)C)[N+](=O)[O-])N
• Canonical SMILES: [O-][N+](=O)c1cc(ccc1N)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C12H20N2O3Si/c1-12(2,3)18(4,5)17-9-6-7-10(13)11(8-9)14(15)16/h6-8H,13H2,1-5H3
• InChIKey: IYNJDAOTEAHWJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(tert-butyldimethylsilyl)oxy]-2-nitroaniline
• IUPAC Traditional name: 4-[(tert-butyldimethylsilyl)oxy]-2-nitroaniline
• Synonyms: 4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2-nitro-benzenamine; 4-(tert-Butyldimethylsilyl)oxy-2-nitroaniline

Database IDs

• CAS Number: 215656-99-8
• PubChem SID: 162257509
• PubChem CID: 12042299

CALCULATED PROPERTIES

• Acid pKa: 17.246244
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.8002918
• LogD (pH = 7.4): 3.8003
• Log P: 3.8003
• Molar Refractivity: 69.9121 cm^3
• Polarizability: 28.010172 Å^3
• Polar Surface Area: 81.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - B691535

Intermediate in the production of antithrombotic agents.

REFERENCES

• Wiley, M., et al.: J. Med. Chem., 43, 883 (2000)