Diethyl tartrate

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Diethyl tartrate
Skeletal formula of diethyl tartrate
Ball-and-stick model of the diethyl tartrate molecule
Names
Preferred IUPAC name
Diethyl 2,3-dihydroxybutanedioate
Other names
Diethyl 2,3-dihydroxysuccinate
Identifiers
3D model (JSmol)
ChemSpider
Properties
C8H14O6
Molar mass 206.194 g·mol−1
Appearance Colorless liquid
Density 1.204 g/mL
Boiling point 280 °C (536 °F; 553 K)
low
-113.4·10−6 cm3/mol
Hazards
Safety data sheet Diethyl D-Tartrate MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Diethyl tartrate is an organic compound, the ethyl ester of tartaric acid. It exists in both as a chiral isomer, showing both left- and right-handed forms, as well as a meso stereoisomer, which is not chiral. The chiral isomer is far more common.

In the Sharpless epoxidation, diethyl tartrate and titanium isopropoxide form a chiral catalyst in situ.[1]

References[edit]

  1. ^ J. Gordon Hill, K. Barry Sharpless, Christopher M. Exon, and Ronald Regenye (1985). "Enantioselective Epoxidation of Allylic Alcohols: (2S,3S)-3-Propyloxiranemethanol". Organic Syntheses. 63: 66.CS1 maint: Multiple names: authors list (link); Collective Volume, 7, p. 461