(1S,2S)-cyclopentane-1,2-diol

• ChemBase ID: 138318
• Molecular Formular: C5H10O2
• Molecular Mass: 102.1317
• Monoisotopic Mass: 102.06807956
• SMILES: C1C[C@@H]([C@H](C1)O)O
• Canonical SMILES: O[C@H]1CCC[C@@H]1O
• InChI: InChI=1S/C5H10O2/c6-4-2-1-3-5(4)7/h4-7H,1-3H2/t4-,5-/m0/s1
• InChIKey: VCVOSERVUCJNPR-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-cyclopentane-1,2-diol
• IUPAC Traditional name: (1S,2S)-cyclopentane-1,2-diol
• Synonyms: (1S)-trans-1,2-Cyclopentanediol; (1S,2S)-trans-1,2-Cyclopentanediol; (1S,2S)-(+)-trans-1,2-Cyclopentanediol; (1S,2S)-trans-1,2-Cyclopentanediol; (1S)-反-1,2-环戊二醇; (1S,2S)-反-1,2-环戊二醇; (1S,2S)-(+)-反-1,2-环戊二醇; (1S,2S)-反-1,2-环戊二醇

Database IDs

• CAS Number: 63261-45-0
• MDL Number: MFCD00082581
• Beilstein Number: 2496900
• PubChem SID: 24857906; 162232574; 24869531
• PubChem CID: 11400736

CALCULATED PROPERTIES

• Acid pKa: 13.909582
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.23877881
• LogD (pH = 7.4): -0.23877895
• Log P: -0.23877881
• Molar Refractivity: 26.036 cm^3
• Polarizability: 10.47515 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 46-50 °C; 47-51 °C(lit.)
• Boiling Point: 136 °C/21.5 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]20/D +21.0°, c = 1 in chloroform; [α]20/D +21±2°, c = 1% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 98%
• Grade: purum
• Optical Purity: ee: 97% (GLC); enantiomeric ratio: ≥99.5:0.5 (GC)
• Linear Formula: C5H8(OH)2
• Empirical Formula (Hill Notation): C5H10O2

DETAILS

Sigma Aldrich - 459267

Application
C2 symmetric chiral diol with versatile applications as a chiral auxiliary,1,2 building block,3,4,5 and chiral ligand.6,7

Sigma Aldrich - 29723

Other Notes
Diol used as chiral building block or as auxiliary1,2