diethyl L-tartrate, CAS No. 87-91-2

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87-91-2

Catalog No. EBD2203537

CAS 87-91-2

Name diethyl L-tartrate

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Basic Information

Synonyms: diethyl-L-tartrate diethylL-tartrate L(+)-DiethylL-tartrate (+)-Diethyl-2,3-dihydroxysuccinate (2R,3R)(+)-Dihydroxybutane-1,4-dioicaciddiethylester ethyltartrate DimethylTartrate Diethyltartrate diethyl(2R,3R)-2,3-dihydroxybutanedioate (+)-DiethylL-tartrate

Molecular Formula: C8H14O6

Molecular Weight: 206.19

MDL Number: MFCD00009143

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Chiral Auxiliaries and Resolution Reagents Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

Diethyl L-(+)-tartrate is a chiral diester derived from naturally occurring L-(+)-tartaric acid. It is a colorless to pale yellow liquid with a characteristic odor and is widely used as a versatile chiral auxiliary and ligand in asymmetric synthesis. Its primary application is in the Sharpless asymmetric epoxidation of allylic alcohols, where it serves as a chiral ligand for titanium catalysts, enabling the production of enantiomerically enriched epoxides. It is also employed as a chiral resolving agent, a building block for the synthesis of more complex chiral molecules, and a precursor for other tartrate derivatives. Additionally, it finds use in some specialized applications within the flavor and fragrance industry. The compound is generally considered stable under normal storage conditions but should be handled with care, avoiding contact with strong oxidizing agents.

Physical Properties

Melting Point: 17 °C

Boiling Point: 280 °C(lit.)

Flash Point: 93 °C

Density: 1.204 g/mL at 25 °C(lit.)

Solubility: insoluble

Refractivity: n20/D 1.446(lit.)

Analytical Data

Appearance: Colorless to light yellow liquid