(2S,4S)-pentane-2,4-diol

• ChemBase ID: 149115
• Molecular Formular: C5H12O2
• Molecular Mass: 104.14758
• Monoisotopic Mass: 104.08372962
• SMILES: C[C@@H](C[C@H](C)O)O
• Canonical SMILES: C[C@@H](C[C@@H](O)C)O
• InChI: InChI=1S/C5H12O2/c1-4(6)3-5(2)7/h4-7H,3H2,1-2H3/t4-,5-/m0/s1
• InChIKey: GTCCGKPBSJZVRZ-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-pentane-2,4-diol
• IUPAC Traditional name: (2S,4S)-pentane-2,4-diol
• Synonyms: (S,S)-(+)-2,4-Pentanediol; [S-(S*,S*)]-(+)-2,4-Pentanediol; (2S,4S)-(+)-Pentanediol; (S,S)-(+)-2,4-戊二醇; [S-(S*,S*)]-(+)-2,4-戊二醇; (2S,4S)-(+)-戊二醇

Database IDs

• CAS Number: 72345-23-4
• MDL Number: MFCD00064276
• Beilstein Number: 4123490
• PubChem SID: 24856247; 162243283
• PubChem CID: 6950200

CALCULATED PROPERTIES

• Acid pKa: 15.279934
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.31556928
• LogD (pH = 7.4): -0.3155693
• Log P: -0.31556928
• Molar Refractivity: 28.2566 cm^3
• Polarizability: 11.190113 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 45-48 °C(lit.)
• Flash Point: 101 °C; 213.8 °F
• Optical Rotation: [α]20/D +39.8°, c = 10 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Optical Purity: ee: 99% (GLC)
• Linear Formula: CH3CH(OH)CH2CH(OH)CH3

DETAILS

Sigma Aldrich - 267872

Packaging
5 g in glass bottle
500 mg in glass bottle
Application
Optically active reagent used to prepare NIP-101, a potent calcium antagonist.1