Diisopropyl tartrate
Appearance
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Names | |
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IUPAC name
Di(propan-2-yl) 2,3-dihydroxybutanedioate
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Other names
Diisopropyl 2,3-dihydroxysuccinate
Diisopropyl tartrate Bis(1-methylethyl) ester of 2,3-dihydroxybutanedioic acid DIPT | |
Identifiers | |
3D model (JSmol)
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ChemSpider |
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ECHA InfoCard | 100.017.009 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C10H18O6 | |
Molar mass | 234.25 g/mol |
Density | 1.117 g/mL |
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).
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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]- ^ Katsuki, Tsutomu; Sharpless, K. Barry (1980). "The first practical method for asymmetric epoxidation". J. Am. Chem. Soc. 102 (18): 5974. doi:10.1021/ja00538a077.