213969
(−)-Diethyl D-tartrate
≥99%
Synonym(s):
D-(−)-Tartaric acid diethyl ester
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About This Item
Linear Formula:
HO2CCCH(OH)CH(OH)CO2H
CAS Number:
Molecular Weight:
206.19
Beilstein:
1727143
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
≥99%
optical activity
[α]23/D −8.5°, neat
optical purity
ee: ≥99% (GLC)
refractive index
n20/D 1.446 (lit.)
bp
162 °C/19 mmHg (lit.)
density
1.205 g/mL at 20 °C (lit.)
functional group
ester
hydroxyl
SMILES string
CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC
InChI
1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3/t5-,6-/m0/s1
InChI key
YSAVZVORKRDODB-WDSKDSINSA-N
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Application
(-)-Diethyl D-tartrate can be used as a starting material in the synthesis of bioactive compounds such as (-)-kumausallene, syringolide 2 and (+)-exo-brevicomin.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
200.1 °F - closed cup
Flash Point(C)
93.4 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A new expeditious synthesis of (+)-exo-brevicomin via efficient C? C bond formation of triflates.
Kotsuki H, et al.
Tetrahedron Letters, 30(30), 3999-4000 (1989)
Radical cyclization of ?-alkoxyacrylates: A formal synthesis of (-)-kumausallene.
Lee E, et al.
Tetrahedron Letters, 39(3), 317-318 (1998)
Synthesis and absolute configuration of syringolide 2, an elicitor from Pseudomonas syringae pv. tomato.
Kuwahara S, et al.
Tetrahedron Letters, 36(18), 3201-3202 (1995)
Naoki Miyakoshi et al.
The Journal of organic chemistry, 70(15), 6045-6052 (2005-07-16)
A highly stereoselective method for constructing a (2E)-methoxymethylidene-1,6-dioxaspiro[4.5]decane skeleton has been developed on the basis of the palladium(II)-catalyzed ring-closing reaction of the 3,4-dioxygenated-9-hydroxy-1-nonyn-5-one derivatives as a crucial step. The newly developed procedures could be successfully applied to the first total
Two-chiral component microemulsion EKC - chiral surfactant and chiral oil. Part 2: diethyl tartrate.
Kimberly A Kahle et al.
Electrophoresis, 28(15), 2644-2657 (2007-06-29)
In this second study on dual-chirality microemulsions containing a chiral surfactant and a chiral oil, a less hydrophobic and lower interfacial tension chiral oil, diethyl tartrate, is employed (Part 1, Foley, J. P. et al.., Electrophoresis, DOI: 10.1002/elps.200600551). Six stereochemical
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