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W237809

Sigma-Aldrich

Diethyl L-tartrate

≥99%, FG

Synonyma:

(+)-Diethyl L-tartrate, L-(+)-Tartaric acid diethyl ester

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About This Item

Lineární vzorec:
[-CH(OH)CO2C2H5]2
Číslo CAS:
87-91-2
Molekulová hmotnost:
206.19
FEMA Number:
2378
Beilstein/REAXYS Number:
1727145
EC Number:
201-783-3
Council of Europe no.:
440
MDL number:
MFCD00009143
UNSPSC Code:
12164502
PubChem Substance ID:
24901033
Flavis number:
9.446
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

assay

≥99%

optical activity

[α]20/D +8.5°, neat

refractive index

n20/D 1.446 (lit.)

bp

280 °C (lit.)

density

1.204 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

fruity; wine-like

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-/m1/s1

InChI key

YSAVZVORKRDODB-PHDIDXHHSA-N

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Application


  • Synthesis of l-threitol-based crown ethers and their application as enantioselective phase transfer catalyst in Michael additions.: This study synthesizes l-threitol-based crown ethers using diethyl ʟ-tartrate and explores their efficacy as enantioselective phase transfer catalysts in Michael additions, highlighting their potential in asymmetric synthesis (Rapi et al., 2017).

  • A facile approach for the synthesis of C13-C24 fragments of maltepolides A, C and D.: This research demonstrates a novel synthesis method for C13-C24 fragments of maltepolides A, C, and D using diethyl ʟ-tartrate, facilitating the study and development of these bioactive compounds (Rao & Srihari, 2016).

  • Development of diacyltetrol lipids as activators for the C1 domain of protein kinase C.: This research introduces diacyltetrol lipids synthesized from diethyl ʟ-tartrate, which act as activators for the C1 domain of protein kinase C, offering insights into signal transduction and therapeutic applications (Mamidi et al., 2012).

  • Total synthesis of broussonetine F: the orthoamide Overman rearrangement of an allylic diol.: The paper presents the total synthesis of broussonetine F, utilizing diethyl ʟ-tartrate in an orthoamide Overman rearrangement, showcasing a novel synthetic route for complex natural products (Hama et al., 2011).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

199.4 °F - closed cup

flash_point_c

93 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Osvědčení o analýze (COA)

Vyhledejte osvědčení Osvědčení o analýze (COA) zadáním čísla šarže/dávky těchto produktů. Čísla šarže a dávky lze nalézt na štítku produktu za slovy „Lot“ nebo „Batch“.

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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.
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
D S Kalonia et al.
Journal of pharmaceutical sciences, 79(4), 364-368 (1990-04-01)
The hydrolysis kinetics of a bifunctional group compound, diethyl tartrate, was studied as a function of temperature and pH in the alkaline region. A pH-stat was used to maintain constant pH conditions in the alkaline region. This allowed the studies
Kimberly A Kahle et al.
Electrophoresis, 28(17), 3024-3040 (2007-08-29)
Novel microemulsion formulations containing all chiral components are described for the enantioseparation of six pairs of pharmaceutical enantiomers (atenolol, ephedrine, metoprolol, N-methyl ephedrine, pseudoephedrine, and synephrine). The chiral surfactant dodecoxycarbonylvaline (DDCV, R- and S-), the chiral cosurfactant S-2-hexanol, and the
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