W237809

Diethyl L-tartrate

≥99%, FG

• Synonym(s): (+)-Diethyl L-tartrate, L-(+)-Tartaric acid diethyl ester
• Linear Formula: [-CH(OH)CO₂C₂H₅]₂
• CAS Number: 87-91-2
• Molecular Weight: 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

Properties

• 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

Description

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).

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H319
• pcodes: P264 - P280 - P305 + P351 + P338 - P337 + P313
• 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