Diisopropyl tartrate

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Diisopropyl tartrate
Diisopropyl tartrate.png
Diisopropyl tartrate-3D-balls.png
Names
IUPAC name
Dipropan-2-yl 2,3-dihydroxybutanedioate
Other names
Diisopropyl 2,3-dihydroxysuccinate
Diisopropyl tartrate
Bis(1-methylethyl) ester of 2,3-dihydroxybutanedioic acid
DIPT
Identifiers
2217-15-4 YesY
3D model (Jmol) (−)-isomer: Interactive image
Interactive image
ChemSpider 101254 (−)-isomer N
ECHA InfoCard 100.017.009
EC Number 218-709-0
PubChem 102768 (−)-isomer
112972
Properties
C10H18O6
Molar mass 234.25 g/mol
Boiling point 152 °C (306 °F; 425 K) at 16 kPa
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Diisopropyl tartrate (DIPT) is a diester of tartaric acid. It has a two chiral carbon atoms giving rise to three stereoisomeric variants. It is commonly used in asymmetric synthesis as a catalyst and as chiral building block for pharmaceuticals and agrochemicals. Its main application is in Sharpless epoxidation, where it serves as a chiral ligand to titanium after reaction with titanium isopropoxide.[1]

References[edit]

  1. ^ Katsuki, Tsutomu; Sharpless, K. Barry (1980). "The first practical method for asymmetric epoxidation". J. Am. Chem. Soc. 102 (18): 5974. doi:10.1021/ja00538a077.