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  7. (+)-Diethyl L-tartrate, 98%

(+)-Diethyl L-tartrate, 98%

Product Code. 11474260
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Product Code. 11474260

Brand: Thermo Scientific Alfa Aesar A10641.36

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Description

CAS: 87-91-2 | C8H14O6 | 206.19 g/mol

(+)-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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(+)-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.

Solubility
Fully miscible in water.

Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 87-91-2
Molecular Formula C8H14O6
Molecular Weight (g/mol) 206.19
MDL Number MFCD00009143
InChI Key YSAVZVORKRDODB-UHFFFAOYNA-N
Synonym diethyl l-+-tartrate, 2r,3r-diethyl 2,3-dihydroxysuccinate, l +-diethyl l-tartrate, +-diethyl l-tartrate, diethyl l-tartrate, diethyl-l-tartrate, unii-oq72cpy58z, l-+-tartaric acid diethyl ester, diethyl l-tartarate, tartaric acid, diethyl ester, r,r
PubChem CID 6993580
SMILES CCOC(=O)C(O)C(O)C(=O)OCC

Specifications

Melting Point 17°C
Density 1.205
Boiling Point 280°C
Flash Point 93°C (199°F)
Refractive Index 1.446
Quantity 500 g
Beilstein 1727145
Merck Index 14,3855
Solubility Information Fully miscible in water.
Optical Rotation +27° (c=1 in water)
IUPAC Name diethyl (2R,3R)-2,3-dihydroxybutanedioate
Formula Weight 206.19
Percent Purity 98%
Chemical Name or Material (+)-Diethyl L-tartrate
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