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Merck
CN

163457

(+)-Dimethyl L-tartrate

99%

Synonym(s):

L-(+)-Tartaric acid dimethyl ester

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About This Item

Linear Formula:
[-CH(OH)CO2CH3]2
CAS Number:
Molecular Weight:
178.14
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-166-8
Beilstein/REAXYS Number:
1726256
MDL number:
Assay:
99%
Form:
solid
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Quality Segment

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

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


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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