4,5-dimethyl (4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

• ChemBase ID: 147592
• Molecular Formular: C9H14O6
• Molecular Mass: 218.20386
• Monoisotopic Mass: 218.07903817
• SMILES: CC1(O[C@@H]([C@H](O1)C(=O)OC)C(=O)OC)C
• Canonical SMILES: COC(=O)[C@H]1OC(O[C@@H]1C(=O)OC)(C)C
• InChI: InChI=1S/C9H14O6/c1-9(2)14-5(7(10)12-3)6(15-9)8(11)13-4/h5-6H,1-4H3/t5-,6-/m0/s1
• InChIKey: ROZOUYVVWUTPNG-WDSKDSINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,5-dimethyl (4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
• IUPAC Traditional name: 4,5-dimethyl (4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
• Synonyms: (4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester; Dimethyl (4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate; (+)-Dimethyl 2,3-O-isopropylidene-D-tartrate; (4S,5S)-2,2-二甲基-1,3-二氧戊环-4,5-二羧酸二甲酯; 二甲基 (4S,5S)-2,2-二甲基-1,3-二氧戊环-4,5-二羧酸酯; (+)-二甲基 2,3-O-异亚丙基-D-酒石酸酯

Database IDs

• CAS Number: 37031-30-4
• MDL Number: MFCD00040504
• Beilstein Number: 3548490
• PubChem SID: 162241779; 24881581; 24863661
• PubChem CID: 688156

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.16541284
• LogD (pH = 7.4): 0.16541284
• Log P: 0.16541284
• Molar Refractivity: 47.9586 cm^3
• Polarizability: 19.700193 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 80-82 °C/0.1 mmHg(lit.)
• Flash Point: 135 °C; 275 °F
• Density: 1.19 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.439; n20/D 1.439(lit.)
• Optical Rotation: [α]20/D +54°, neat; [α]20/D +55±1°, neat

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (sum of enantiomers, GC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C9H14O6

DETAILS

Sigma Aldrich - 384313

Packaging
1, 5 g in glass bottle
Application
Valuable building block for TADDOL chiral auxiliaries,1,2 dipyridine ligands,3 and threitols.4

Sigma Aldrich - 59543

Other Notes
Chiral building block1,2,3,4,5