(+)-Diisopropyl L-tartrate
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(+)-Diisopropyl L-tartrate
structure -
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CAS No:
2217-15-4
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Formula:
C10H18O6
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Chemical Name:
(+)-Diisopropyl L-tartrate
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Synonyms:
2,3-dihydroxy-(R-(R*,R*))-butanedioicacid,bis(1-methylethyl)ester;2,3-dihydroxy-R-R*,R*-butanedioicacid,bis1-methylethylester;2,3-dihydroxy-succinicaciddiisopropylester;Lg-tartaricaciddiisopropylester;Lg-threaricaciddiisopropylester;(2R,3R)-(+)-diisopropyltartrate;(R,R)-2,3-dihydroxy-succinicaciddiisopropylester;L(+)-DIISOPROPYL TARTRATE
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CAS No:
Description
Colorless to light yellow liqui
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.
(+)-Diisopropyl L-tartrate Basic Attributes
234.25
234.25
1727863
218-709-0
7Z907X7UEY
DTXSID70206895
Clear colorless
29181300
Characteristics
93.1
0.6
clear, colorless liquid
1.114 g/mL at 25 °C (lit.)
152 °C/12 mmHg (lit.)
110 ºC
n20/D1.439(lit.)
Store in a cool, dry place. Store in a tightly closed container.
0.00106mmHg at 25°C
mouse,LD50,oral,6300uL/kg (6.3mL/kg),Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
11.70±0.20(Predicted)
Refrigerator
Safety Information
NONH for all modes of transport
3
Xi
24/25-36-26
WW8100000
Xi: Irritant;
S24/25
36/37/38
(+)-Diisopropyl L-tartrate Use and Manufacturing
(+)-Diisopropyl L-Tartrate is a reagent for kinetic resolution of racemic allylic alcohols and α-furfuryl amides by enantioselective epoxidation.
Both D- and L-forms are reagents for kinetic resolution of racemic allylic alcohols and α-furfuryl amides by enantioselective epoxidation.
Computed Properties
Molecular Weight:234.25
XLogP3:0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:234.11033829
Monoisotopic Mass:234.11033829
Topological Polar Surface Area:93.1
Heavy Atom Count:16
Complexity:222
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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