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227803

Sigma-Aldrich

(−)-Diisopropyl D-tartrate

98%

Synonym(s):

D-(−)-Tartaric acid diisopropyl ester

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About This Item

Linear Formula:
[-CH(OH)CO2CH(CH3)2]2
CAS Number:
Molecular Weight:
234.25
Beilstein:
5265431
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

optical activity

[α]23/D −17°, neat

optical purity

ee: ≥99% (GLC)

refractive index

n20/D 1.439 (lit.)

density

1.119 g/mL at 20 °C (lit.)

functional group

ester
hydroxyl

SMILES string

CC(C)OC(=O)[C@@H](O)[C@H](O)C(=O)OC(C)C

InChI

1S/C10H18O6/c1-5(2)15-9(13)7(11)8(12)10(14)16-6(3)4/h5-8,11-12H,1-4H3/t7-,8-/m0/s1

InChI key

XEBCWEDRGPSHQH-YUMQZZPRSA-N

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Application

Both D- and L-forms are reagents for kinetic resolution of racemic allylic alcohols and α-furfuryl amides by enantioselective epoxidation.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Organic Chemistry, 59, 1444-1444 (1994)
Aldrichimica Acta, 18, 53-53 (1985)
Journal of the American Chemical Society, 115, 12208-12208 (1993)
Tetrahedron, 49, 2641-2641 (1993)

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