Diisopropyl tartrate

Diisopropyl tartrate: Diisopropyl tartrate

IUPAC name

Diisopropyl tartrate

Other names

Bis(1-methylethyl) ester of 2,3-dihydroxybutanedioic acid, Dipropan-2-yl 2,3-dihydroxybutanedioate, DIPT

Identifiers

CAS number 2217-15-4^Y

PubChem 102768

EC number 218-709-0

Jmol-3D images Image 1

SMILES

CC(C)OC(=O)C(C(C(=O)OC(C)C)O)O

Properties

Molecular formula C₁₀H₁₈O₆

Molar mass 234.25 g/mol

Boiling point
152 °C (425.2 K) at 16 kPa

Y tartrate (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

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

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

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Academic Dictionaries and Encyclopedias

Diisopropyl tartrate


IUPAC name Diisopropyl tartrate
Other names Bis(1-methylethyl) ester of 2,3-dihydroxybutanedioic acid, Dipropan-2-yl 2,3-dihydroxybutanedioate, DIPT
Identifiers
CAS number	2217-15-4^Y
PubChem	102768
EC number	218-709-0
Jmol-3D images	Image 1
SMILES CC(C)OC(=O)C(C(C(=O)OC(C)C)O)O
Properties
Molecular formula	C₁₀H₁₈O₆
Molar mass	234.25 g/mol
Boiling point	152 °C (425.2 K) at 16 kPa
Y tartrate (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references