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Merck
CN

95365

Sigma-Aldrich

(+)-Dimethyl L-tartrate

purum, ≥99.0% (sum of enantiomers, GC)

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
Beilstein:
1726256
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
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grade

purum

Assay

≥99.0% (sum of enantiomers, GC)

optical activity

[α]20/D +21±1°, c = 1% in H2O

bp

163 °C/23 mmHg (lit.)

mp

57-60 °C (dec.) (lit.)
~58 °C

density

1.238 g/mL at 25 °C (lit.)

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

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Other Notes

Chiral auxiliary used for the enantioselective epoxidation of allylic alcohols, Sharpless AE ; Asymmetric α-halogenation of acetals ; Starting material for the synthesis of chiral building blocks

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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C. Giordano et al.
The Journal of Organic Chemistry, 55, 5400-5400 (1990)
R.A. Johnson, R.A. Sharpless et al.
Catalytic Asymmetric Synthesis, 101-101 (1993)
D. Seebach et al.
Modern Synthetic Methods, 2, 91-91 (1980)
T. Katsuki et al.
Org. React., 48, 1-1 (1996)

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