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W237809

Sigma-Aldrich

Diethyl L-tartrate

≥99%, FG

Synonyme(s) :

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

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About This Item

Formule linéaire :
[-CH(OH)CO2C2H5]2
Numéro CAS:
87-91-2
Poids moléculaire :
206.19
Numéro FEMA:
2378
Numéro Beilstein :
1727145
Numéro CE :
201-783-3
Conseil de l'Europe Nº :
440
Numéro MDL:
MFCD00009143
Code UNSPSC :
12164502
ID de substance PubChem :
24901033
Numéro Flavis :
9.446
Nomenclature NACRES :
NA.21

Source biologique

synthetic

Niveau de qualité

400

Qualité

FG
Fragrance grade
Kosher

Agence

follows IFRA guidelines
meets purity specifications of JECFA

Conformité réglementaire

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

Pureté

≥99%

Activité optique

[α]20/D +8.5°, neat

Indice de réfraction

n20/D 1.446 (lit.)

Point d'ébullition

280 °C (lit.)

Densité

1.204 g/mL at 25 °C (lit.)

Application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

Allergène alimentaire

no known allergens

Allergène de parfum

no known allergens

Propriétés organoleptiques

fruity; wine-like

Chaîne SMILES 

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

Clé InChI

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).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

199.4 °F - closed cup

Point d'éclair (°C)

93 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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.
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
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
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