(1S,5S)-5-(hydroxymethyl)cyclopent-2-en-1-ol

• ChemBase ID: 170398
• Molecular Formular: C6H10O2
• Molecular Mass: 114.1424
• Monoisotopic Mass: 114.06807956
• SMILES: C1=CC[C@H]([C@H]1O)CO
• Canonical SMILES: OC[C@@H]1CC=C[C@@H]1O
• InChI: InChI=1S/C6H10O2/c7-4-5-2-1-3-6(5)8/h1,3,5-8H,2,4H2/t5-,6-/m0/s1
• InChIKey: WBEXVFLBMXJLAO-WDSKDSINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S)-5-(hydroxymethyl)cyclopent-2-en-1-ol
• IUPAC Traditional name: (1S,5S)-5-(hydroxymethyl)cyclopent-2-en-1-ol
• Synonyms: (1S-cis)-2-Hydroxy-3-cyclopentene-1-methanol; (1S,2S)-2-Hydroxy-3-cyclopentene-1-methanol

Database IDs

• CAS Number: 151765-20-7
• PubChem SID: 164226308
• PubChem CID: 10887865

CALCULATED PROPERTIES

• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 14.448807
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.40003845
• LogD (pH = 7.4): -0.4000385
• Log P: -0.40003845
• Molar Refractivity: 31.9386 cm^3
• Polarizability: 12.059587 Å^3

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - H926240

Used in the enantioselective synthesis of a variety of inhibitors and antiviral agents.

REFERENCES

• Berranger, T. & Langlois, Y. et al.; Tetrahedron Lett. 36, 5523 (1995)
• MacKeith, R. et al.; Bioorg. Med. Chem. 2, 387 (1995)
• McCague, R. et al.; Tetrahedron Lett. 34, 3785 (1993)