L(+)-Diethyl L-tartrate
Synonym(s):(+)-Diethyl L -tartrate;L -(+)-Tartaric acid diethyl ester
- CAS NO.:87-91-2
- Empirical Formula: C8H14O6
- Molecular Weight: 206.19
- MDL number: MFCD00009143
- EINECS: 201-783-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-23 16:18:34
What is L(+)-Diethyl L-tartrate?
Chemical properties
Colorless to light yellow liqui
Chemical properties
Diethyl tartrate has a mild, fruity, wine aroma.
Occurrence
The d-isomer has not been reported found in nature; the l-isomer and the racemic form are of little importance. Reported found in sherry, white and red wine.
The Uses of L(+)-Diethyl L-tartrate
Diethyl L-(+)-Tartrate is used as a chiral reagent in a host of chemical reactions, such as the synthesis of isoquinoline alkaloids and arundic acid, which has been used in acute ischemic stroke thera py.
The Uses of L(+)-Diethyl L-tartrate
(+)-Diethyl L-tartrate is used as a chiral auxiliary in the Sharpless enantioselective epoxidation of allylic alcohols, for Sharpless-type enantioselective oxidation of sulfides to sulfoxides and as a chiral auxiliary in the enantioselective construction of cyclopropanes from allylic alcohols by an asymmetric Simmons-Smith reaction. It is also used as a chiral reagent in a host of chemical reactions, such as the synthesis of isoquinoline alkaloids and arundic acid, which has been used in acute ischemic stroke therapy.
The Uses of L(+)-Diethyl L-tartrate
(+)-Diethyl L-tartrate can be used in the synthesis of biologically active compounds such as (+)-altholactone, (-)-aspicilin, (+)-monomorine I and (+)-(1R,2R,3S,6S)-3,6-di-O-methyl conduritol-E.
General Description
Made from natural tartaric acid
Flammability and Explosibility
Non flammable
Properties of L(+)-Diethyl L-tartrate
Melting point: | 17 °C |
Boiling point: | 280 °C (lit.) |
alpha | 7.5 º (neat) |
Density | 1.204 g/mL at 25 °C (lit.) |
vapor pressure | 0.402Pa at 25℃ |
FEMA | 2378 | DIETHYL TARTRATE |
refractive index | n |
Flash point: | 200 °F |
storage temp. | Sealed in dry,Room Temperature |
solubility | Chloroform (Slightly), Water (Slightly) |
form | Viscous Liquid |
pka | 11.61±0.20(Predicted) |
color | Clear |
Odor | at 100.00 %. mild fruity wine caramellic |
optical activity | [α]20/D +8.5°, neat |
Water Solubility | insoluble |
Merck | 14,3855 |
JECFA Number | 622 |
BRN | 1727145 |
Dielectric constant | 4.5(20℃) |
CAS DataBase Reference | 87-91-2(CAS DataBase Reference) |
NIST Chemistry Reference | Diethyl tartrate(87-91-2) |
EPA Substance Registry System | Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, 1,4-diethyl ester (87-91-2) |
Safety information for L(+)-Diethyl L-tartrate
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H227:Flammable liquids |
Precautionary Statement Codes |
P403+P235:Store in a well-ventilated place. Keep cool. |
Computed Descriptors for L(+)-Diethyl L-tartrate
InChIKey | YSAVZVORKRDODB-PHDIDXHHSA-N |
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