4,5-dimethyl (4S,5S)-2,2-dioxo-1,3,2λ6-dioxathiolane-4,5-dicarboxylate

• ChemBase ID: 136817
• Molecular Formular: C6H8O8S
• Molecular Mass: 240.18792
• Monoisotopic Mass: 239.99398822
• SMILES: COC(=O)[C@@H]1[C@H](OS(=O)(=O)O1)C(=O)OC
• Canonical SMILES: COC(=O)[C@H]1OS(=O)(=O)O[C@@H]1C(=O)OC
• InChI: InChI=1S/C6H8O8S/c1-11-5(7)3-4(6(8)12-2)14-15(9,10)13-3/h3-4H,1-2H3/t3-,4-/m0/s1
• InChIKey: YZPCWPMIVKWDOZ-IMJSIDKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,5-dimethyl (4S,5S)-2,2-dioxo-1,3,2λ^6-dioxathiolane-4,5-dicarboxylate
• IUPAC Traditional name: 4,5-dimethyl (4S,5S)-2,2-dioxo-1,3,2λ^6-dioxathiolane-4,5-dicarboxylate
• Synonyms: (+)-Dimethyl 2,3-O-sulfonyl-D-tartrate; Dimethyl D-tartrate cycl-sulfate; Dimethyl (4S,5S)-1,3,2-dioxathiolane-4,5-dicarboxylate 2,2-dioxide; (+)-2,3-O-磺酰基-D-酒石酸二甲酯; D-酒石酸环硫酸二甲酯; (4S,5S)-1,3,2-二噁硫烷-4,5-二羧酸二甲酯 2,2-二氧化物

Database IDs

• CAS Number: 127854-46-0
• MDL Number: MFCD00077753
• Beilstein Number: 6219088
• PubChem SID: 24866634; 162231085
• PubChem CID: 20055622

CALCULATED PROPERTIES

• Acid pKa: 14.107076
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.35215488
• LogD (pH = 7.4): -0.35215497
• Log P: -0.5854882
• Molar Refractivity: 41.9644 cm^3
• Polarizability: 18.686085 Å^3
• Polar Surface Area: 105.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 68-71 °C
• Optical Rotation: [α]20/D +73±2°, c = 2% 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: 97%
• Empirical Formula (Hill Notation): C6H8O8S

DETAILS

Sigma Aldrich - 42544

Packaging
1, 5 g in glass bottle