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Key Documents

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W237809

Sigma-Aldrich

Diethyl L-tartrate

≥99%, FG

Sinônimo(s):

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

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About This Item

Fórmula linear:
[-CH(OH)CO2C2H5]2
Número CAS:
87-91-2
Peso molecular:
206.19
Número FEMA:
2378
Beilstein:
1727145
Número CE:
201-783-3
Conselho da Europa nº:
440
Número MDL:
MFCD00009143
Código UNSPSC:
12164502
ID de substância PubChem:
24901033
Número de Flavis:
9.446
NACRES:
NA.21

fonte biológica

synthetic

Nível de qualidade

400

grau

FG
Fragrance grade
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

conformidade reg.

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

Ensaio

≥99%

atividade óptica

[α]20/D +8.5°, neat

índice de refração

n20/D 1.446 (lit.)

pb

280 °C (lit.)

densidade

1.204 g/mL at 25 °C (lit.)

aplicação(ões)

flavors and fragrances

Documentação

see Safety & Documentation for available documents

alérgeno alimentar

no known allergens

alérgeno de fragrância

no known allergens

Organoléptico

fruity; wine-like

cadeia de caracteres 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

chave InChI

YSAVZVORKRDODB-PHDIDXHHSA-N

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Aplicação


  • 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).

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H319

Classificações de perigo

Eye Irrit. 2

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

199.4 °F - closed cup

Ponto de fulgor (°C)

93 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análise (COA)

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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.
Total synthesis of the light-harvesting carotenoid peridinin.
Thomas Olpp et al.
Angewandte Chemie (International ed. in English), 45(24), 4023-4027 (2006-05-10)
Jiang Weng et al.
The Journal of organic chemistry, 75(9), 3125-3128 (2010-04-17)
A short and practical synthesis of oseltamivir was accomplished in 11 steps from inexpensive and abundant diethyl D-tartrate starting material. This azide-free route featured an asymmetric aza-Henry reaction and a domino nitro-Michael/Horner-Wadsworth-Emmons (HWE) reaction as the key steps to construct
Naoto Hama et al.
Organic letters, 13(4), 616-619 (2011-01-05)
A first total synthesis of broussonetine F from diethyl L-tartrate was achieved. The cornerstone of our synthesis was an orthoamide Overman rearrangement, which provided an allylic amino alcohol with complete diastereoselectivity.
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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