(1S,4R)-4-(acetyloxy)cyclopent-2-en-1-yl acetate

• ChemBase ID: 153083
• Molecular Formular: C9H12O4
• Molecular Mass: 184.18918
• Monoisotopic Mass: 184.07355886
• SMILES: CC(=O)O[C@@H]1C[C@@H](C=C1)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1C=C[C@@H](C1)OC(=O)C
• InChI: InChI=1S/C9H12O4/c1-6(10)12-8-3-4-9(5-8)13-7(2)11/h3-4,8-9H,5H2,1-2H3/t8-,9+
• InChIKey: UKPIBFMHHUEUQR-DTORHVGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R)-4-(acetyloxy)cyclopent-2-en-1-yl acetate
• IUPAC Traditional name: (1S,4R)-4-(acetyloxy)cyclopent-2-en-1-yl acetate
• Synonyms: cis-4-Cyclopentene-1,3-diol diacetate; cis-3,5-Diacetoxy-1-cyclopentene; 顺-4-环戊烯-1,3-二醇双乙酸钠; 顺-3,5-二乙酰氧基-1-环戊烯

Database IDs

• CAS Number: 54664-61-8
• MDL Number: MFCD03002563
• Beilstein Number: 1961566
• PubChem SID: 162247223; 24858975
• PubChem CID: 10192610

CALCULATED PROPERTIES

• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.20875634
• LogD (pH = 7.4): 0.20875634
• Log P: 0.20875634
• Molar Refractivity: 45.412 cm^3
• Polarizability: 17.934916 Å^3

PROPERTIES

Physical Property

• Density: 1.127 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.460

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC)
• Empirical Formula (Hill Notation): C9H12O4

DETAILS

Sigma Aldrich - 31481

Other Notes
Versatile building block; synthesis of carba-nucleosides 1; Enzyme catalyzed hydrolysis to chiral acetoxy alcohol2,3
Packaging
1 mL in glass bottle