163457

(+)-Dimethyl L-tartrate

99%

• Synonym(s): L-(+)-Tartaric acid dimethyl ester
• Linear Formula: [-CH(OH)CO₂CH₃]₂
• CAS Number: 608-68-4
• Molecular Weight: 178.14
• Beilstein/REAXYS Number: 1726256
• EC Number: 210-166-8
• MDL number: MFCD00064437
• UNSPSC Code: 12352108
• PubChem Substance ID: 24849749
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 99%
• form: solid
• optical activity: [α]22/D +21°, c = 2.5 in H₂O
• optical purity: ee: ≥99% (GLC)
• bp: 163 °C/23 mmHg (lit.)
• mp: 57-60 °C (dec.) (lit.)
• density: 1.238 g/mL at 25 °C (lit.)
• functional group: ester; hydroxyl
• SMILES string: COC(=O)[C@H](O)[C@@H](O)C(=O)OC
• InChI: 1S/C6H10O6/c1-11-5(9)3(7)4(8)6(10)12-2/h3-4,7-8H,1-2H3/t3-,4-/m1/s1
• InChI key: PVRATXCXJDHJJN-QWWZWVQMSA-N

Description

Application

(+)-Dimethyl L-tartrate can react with sulfur tetrafluoride to form dimethyl meso-2,3-difluorosuccinate.
It may be used in the synthesis of the following chiral ligands for use in asymmetric synthesis:

• (2R, 3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol
• (-)-(4S,5R)-4-(2-pyridyl)-5-(diphenylphosphino)methyl-2,2-dimethyl-1,3-dioxolane (PYDIPHOS)
• (4R,5R)-α,α,α′,α′-2,2-hexaphenyl-4,5-dimethanol-1,3-dioxolane

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)