| 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 | n |
| FEMA | 2378 | DIETHYL TARTRATE |
| Fp | 200 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), Water (Slightly) |
| pKa | 11.61±0.20(Predicted) |
| form | Viscous Liquid |
| color | Clear |
| optical activity | [α]20/D +8.5°, neat |
| Water Solubility | insoluble |
| JECFA Number | 622 |
| Merck | 14,3855 |
| BRN | 1727145 |
| InChIKey | YSAVZVORKRDODB-PHDIDXHHSA-N |
| LogP | 0.2 at 25℃ |
| 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 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25-36-26 |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29181300 |
| MSDS Information |
| Provider | Language |
|---|---|
| (2R,3R)(+)-Dihydroxybutane-1,4-dioic acid diethyl ester | English |
| SigmaAldrich | English |
| ACROS | English |
| ALFA | English |
| L(+)-Diethyl L-tartrate Usage And Synthesis |
| Chemical Properties | Diethyl tartrate has a mild, fruity, wine aroma. |
| Chemical Properties | Colorless to light yellow liqui |
| 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. |
| 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. |
| Uses | 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. |
| General Description | Made from natural tartaric acid |
| Flammability and Explosibility | Nonflammable |
| L(+)-Diethyl L-tartrate Preparation Products And Raw materials |
| Raw materials | D(-)-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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