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Dimethyl L-tartrate, 99%, Thermo Scientific Chemicals
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Catalog number L06561.22
also known as L06561-22
Price (USD)/ Each
86.20
-
Quantity:
100 g
Price (USD)/ Each
86.20
Dimethyl L-tartrate, 99%, Thermo Scientific Chemicals
Catalog numberL06561.22
Price (USD)/ Each
86.20
-
Chemical Identifiers
IUPAC Name1,4-dimethyl (2R,3S)-2,3-dihydroxybutanedioate
Molecular FormulaC6H10O6
InChI KeyPVRATXCXJDHJJN-ZXZARUISSA-N
SMILESCOC(=O)[C@@H](O)[C@@H](O)C(=O)OC
Molecular Weight (g/mol)178.14
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Specifications
Specification Sheet
Specification SheetFormCrystals or powder or crystalline powder or fused/lumpy solid or chunks
Identification (FTIR)Conforms
Assay (GC)≥98.5%
Optical Rotation21.5? ± 1.5? (10% in water)
Appearance (Color)White
Dimethyl L-tartrate is a chiral auxiliary used for the enantioselective epoxidation of allylic alcohols. It is used for asymmetric α-halogenation of acetals. It is a starting material for the synthesis of chiral building blocks.
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
Dimethyl L-tartrate is a chiral auxiliary used for the enantioselective epoxidation of allylic alcohols. It is used for asymmetric α-halogenation of acetals. It is a starting material for the synthesis of chiral building blocks.
Solubility
Soluble in water.
Notes
Stable under recommended storage conditions. Incompatible with oxidizing agents.
Dimethyl L-tartrate is a chiral auxiliary used for the enantioselective epoxidation of allylic alcohols. It is used for asymmetric α-halogenation of acetals. It is a starting material for the synthesis of chiral building blocks.
Solubility
Soluble in water.
Notes
Stable under recommended storage conditions. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Nobuo Nagashima; Masaji Ohno. An efficient O-monoalkylation of dimethyl L-tartrate via O-stannylene acetal with alkyl halides in the presence of cesium fluoride. Chemistry Letters. 1987, 16,(1), 141-144.
- Thierry Buffeteau; Laurent Ducasse; Aurelie Brizard; Ivan Huc; Reiko Oda. Density functional theory calculations of vibrational absorption and circular dichroism spectra of dimethyl-L-tartrate. J. Phys. Chem. A. 2004, 108,(18), 4080-4086.
- Has been used in Sharpless epoxidation of allylic alcohols; see tert-Butyl hydroperoxide, A13926.
- Cyclic ketals formed with dimethyl tartrate as the diol component undergo highly selective bromination: Angew. Chem. Int. Ed., 25, 259 (1986).