(+)-Diethyl L-tartrate, 98%, Thermo Scientific Chemicals

Description

(+)-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.

Specifications

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

• 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

Safety and Handling

Hazard Category	H227-H315-H319
Hazard Statement	GHS H Statement H227 Combustible liquid.
Precautionary Statement	P210-P264b-P280-P302+P352-P305+P351+P338-P332+P313-P362-P370+P378q-P501c
EINECSNumber	201-783-3
TSCA	Yes
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only