tert-butyl N-(cyclopent-3-en-1-yl)carbamate

• ChemBase ID: 162473
• Molecular Formular: C10H17NO2
• Molecular Mass: 183.24748
• Monoisotopic Mass: 183.12592879
• SMILES: C1=CCC(C1)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NC1CC=CC1
• InChI: InChI=1S/C10H17NO2/c1-10(2,3)13-9(12)11-8-6-4-5-7-8/h4-5,8H,6-7H2,1-3H3,(H,11,12)
• InChIKey: QPKZZWRUFCUFEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-(cyclopent-3-en-1-yl)carbamate
• IUPAC Traditional name: tert-butyl N-(cyclopent-3-en-1-yl)carbamate
• Synonyms: tert-Butyl 3-cyclopentenylcarbamate; N-3-Cyclopenten-1-yl-carbamic Acid 1,1-Dimethylethyl Ester; 3-Cyclopenten-1-yl-carbamic Acid 1,1-Dimethylethyl Ester; N-1-Boc-amino-3-cyclopentene; Cyclopent-3-enyl-carbamic acid tert-butyl ester

Database IDs

• CAS Number: 193751-54-1
• PubChem SID: 162256608
• PubChem CID: 2756764

CALCULATED PROPERTIES

• Acid pKa: 15.097797
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8594187
• LogD (pH = 7.4): 1.8594187
• Log P: 1.8594187
• Molar Refractivity: 52.3216 cm^3
• Polarizability: 20.081154 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - B617700

A cyclopentenamine with a protecting group used to explore the feasibility of using small molecules to functionalize Si surfaces with primary amine groups for DNA attachment.

REFERENCES

• Lin, Z. et al.: Langmuir, 18, 788 (2002)