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Merck
CN

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:
13811-71-7
Molecular Weight:
206.19
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
24852814
EC Number:
237-458-8
Beilstein/REAXYS Number:
1727143
MDL number:
MFCD00064451
Assay:
≥99%

Key Documents

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InChI key

YSAVZVORKRDODB-WDSKDSINSA-N

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

SMILES string

CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC

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

Quality Level

100

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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

10 - Combustible liquids

wgk

WGK 3

flash_point_f

200.1 °F - closed cup

flash_point_c

93.4 °C - closed cup

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1631
STBL2571
STBK9451
STBK3810
STBJ4096

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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)
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
Aman Ullah et al.
Biomacromolecules, 12(10), 3826-3832 (2011-09-06)
Poultry feather quills have been extruded in a twin screw extruder with sodium sulfite treatment as a reducing agent. The effect of four different plasticizers (ethylene glycol, propylene glycol, glycerol, and diethyl tartrate) on the thermoplastic properties was then investigated.
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