4,4-dimethyloxolane-2,3-dione

• ChemBase ID: 149694
• Molecular Formular: C6H8O3
• Molecular Mass: 128.12592
• Monoisotopic Mass: 128.04734412
• SMILES: CC1(COC(=O)C1=O)C
• Canonical SMILES: O=C1C(=O)OCC1(C)C
• InChI: InChI=1S/C6H8O3/c1-6(2)3-9-5(8)4(6)7/h3H2,1-2H3
• InChIKey: HRTOQFBQOFIFEE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4-dimethyloxolane-2,3-dione
• IUPAC Traditional name: ketopantolactone
• Synonyms: Dihydro-4,4-dimethyl-2,3-furandione; 二氢-4,4-二甲基-2,3-呋喃二酮

Database IDs

• CAS Number: 13031-04-4
• EC Number: 235-891-7
• MDL Number: MFCD00012331
• PubChem SID: 162243856; 24858459
• PubChem CID: 39

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4824437
• LogD (pH = 7.4): 1.4824437
• Log P: 1.4824437
• Molar Refractivity: 29.9746 cm^3
• Polarizability: 11.971691 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 67-69 °C(lit.)

Safety Information

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

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C6H8O3

DETAILS

Sigma Aldrich - 305847

Packaging
5 g in glass bottle
Application
Asymmetric hydrogenation gives D-(-)-pantoyl lactone, a key intermediate in the synthesis of pantothenic acid.1