(1R,3S)-cyclopent-4-ene-1,3-diol

• ChemBase ID: 152137
• Molecular Formular: C5H8O2
• Molecular Mass: 100.11582
• Monoisotopic Mass: 100.0524295
• SMILES: C1[C@H](C=C[C@H]1O)O
• Canonical SMILES: O[C@@H]1C=C[C@@H](C1)O
• InChI: InChI=1S/C5H8O2/c6-4-1-2-5(7)3-4/h1-2,4-7H,3H2/t4-,5+
• InChIKey: IGRLIBJHDBWKNA-SYDPRGILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S)-cyclopent-4-ene-1,3-diol
• IUPAC Traditional name: (1R,3S)-cyclopent-4-ene-1,3-diol
• Synonyms: cis-3,5-Dihydroxy-1-cyclopentene; cis-4-Cyclopentene-1,3-diol; 顺-3,5-二羟基-1-环戊烯; 顺-4-环戊烯-1,3-二醇

Database IDs

• CAS Number: 29783-26-4
• MDL Number: MFCD00077703
• Beilstein Number: 2039395
• PubChem SID: 24857970; 162246282
• PubChem CID: 10148988

CALCULATED PROPERTIES

• Acid pKa: 14.4942665
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.67349446
• LogD (pH = 7.4): -0.6734945
• Log P: -0.67349446
• Molar Refractivity: 27.109 cm^3
• Polarizability: 10.226851 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 55-59 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: ≥99.0% (GC)
• Empirical Formula (Hill Notation): C5H8O2

DETAILS

Sigma Aldrich - 29823

Other Notes
Important building block for the synthesis of natural products with cyclopentanoid structure elements 1Preparation of key intermediates of prostaglandin synthesis 2; and references cited therein.
Packaging
2.5 g in glass bottle
500 mg in glass bottle