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

• ChemBase ID: 145217
• 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-/m1/s1
• InChIKey: ROZOUYVVWUTPNG-PHDIDXHHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 37031-29-1
• MDL Number: MFCD00066218
• Beilstein Number: 15406
• PubChem SID: 24881580; 162239427; 24862049
• PubChem CID: 688155

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: 150 °C/19 mmHg(lit.); 80-82°C/0.1mm
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.19; 1.190 g/mL at 20 °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
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 94%; 97%
• Grade: purum
• Empirical Formula (Hill Notation): C9H14O6

DETAILS

Sigma Aldrich - 359068

Packaging
5, 25 mL in glass bottle
Application
Valuable building block for TADDOL chiral auxiliaries,1,2 dipyridine ligands,3 and threitols.4