L(+)-Diethyl L-tartrate

L(+)-Diethyl L-tartrate
  • CAS No.:87-91-2
Other grades of this product :
L(+)-Diethyl L-tartrate Basic information
Product Name:L(+)-Diethyl L-tartrate
Synonyms:(+)-DIETHYL L-TARTRATE;DIETHYL L-(+)-TARTRATE;DIETHYL L-TARTRATE;DIETHYL-L-TARTRATE, (+)-;DIETHYL TARTRATE;(+)-DIETHYL-2,3-DIHYDROXYSUCCINATE;(+)-DIETHYL1-2,3-DIHYDROXYSUCCINATE;DET
CAS:87-91-2
MF:C8H14O6
MW:206.19
EINECS:201-783-3
Product Categories:Chiral Compound;Asymmetric Synthesis;Chiral Building Blocks;Esters (Chiral);Synthetic Organic Chemistry;CHIRAL CHEMICALS;Pharmaceutical Intermediates;Chiral Compounds;chiral;Hydroxy Acids & Deriv.;bc0001
Mol File:87-91-2.mol
L(+)-Diethyl L-tartrate Chemical Properties
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℃
refractive index n20/D 1.446(lit.)
FEMA 2378 | DIETHYL TARTRATE
Fp 200 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Water (Slightly)
pKa11.61±0.20(Predicted)
form Viscous Liquid
color Clear
optical activity[α]20/D +8.5°, neat
Water Solubility insoluble
JECFA Number622
Merck 14,3855
BRN 1727145
InChIKeyYSAVZVORKRDODB-PHDIDXHHSA-N
LogP0.2 at 25℃
CAS DataBase Reference87-91-2(CAS DataBase Reference)
NIST Chemistry ReferenceDiethyl tartrate(87-91-2)
EPA Substance Registry SystemButanedioic acid, 2,3-dihydroxy- (2R,3R)-, 1,4-diethyl ester (87-91-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 3
TSCA Yes
HS Code 29181300
MSDS Information
ProviderLanguage
(2R,3R)(+)-Dihydroxybutane-1,4-dioic acid diethyl ester English
SigmaAldrich English
ACROS English
ALFA English
L(+)-Diethyl L-tartrate Usage And Synthesis
Chemical PropertiesDiethyl tartrate has a mild, fruity, wine aroma.
Chemical PropertiesColorless to light yellow liqui
OccurrenceThe 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.
Uses(+)-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.
Uses(+)-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.
UsesDiethyl 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.
General DescriptionMade from natural tartaric acid
Flammability and ExplosibilityNonflammable
L(+)-Diethyl L-tartrate Preparation Products And Raw materials
Raw materialsD(-)-Tartaric acid-->DL-Tartaric acid
Preparation Products(+)-DIOP-->(R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol-->N,N,N',N'-Tetramethyl-L-tartramide

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