[(4R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol

• ChemBase ID: 171915
• Molecular Formular: C7H14O4
• Molecular Mass: 162.18366
• Monoisotopic Mass: 162.08920893
• SMILES: O1[C@@H](C(OC1(C)C)CO)CO
• Canonical SMILES: OCC1OC(O[C@@H]1CO)(C)C
• InChI: InChI=1S/C7H14O4/c1-7(2)10-5(3-8)6(4-9)11-7/h5-6,8-9H,3-4H2,1-2H3/t5-,6?/m1/s1
• InChIKey: INVRLGIKFANLFP-LWOQYNTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol
• IUPAC Traditional name: [(4R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol
• Synonyms: (4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol; (4R-trans)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol; (-)-2,3-O-Isopropylidene-D-threitol; [(4R,5R)-5-Hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl]methanol; 2,3-O-Isopropylidene-D-threitol

Database IDs

• CAS Number: 73346-74-4
• PubChem SID: 164227825
• PubChem CID: 6612803

CALCULATED PROPERTIES

• Acid pKa: 14.281928
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.7669243
• LogD (pH = 7.4): -0.7669244
• Log P: -0.7669243
• Molar Refractivity: 38.6856 cm^3
• Polarizability: 15.614053 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; THF
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - I868935

Used in the synthesis of the optically active enantiomorphic 2,3-butanediols.

REFERENCES

• Haines, A.H., et al.: J. Med. Chem., 32, 742 (1989)