(+)-Diethyl L-tartrate - ≥99% , CAS No.87-91-2

CAS: 87-91-2 Cat. No.: D120026 Formula: C₈H₁₄O₆ Peso molecolare: 206.19 Beilstein Registry Number: 1727145 Numero EC: 201-783-3

GRADE & PURITY ≥99%

Synonyms

CAS-87-91-2 | NCGC00357142-01 | STK672224 | (R,R)-TARTARIC ACID DIETHYL ESTER | AI3-00683 | diethyl (2R,3R)-2,3-dihydroxybutanedioate | Diethyl tartratene | Butanedioic acid, 2,3-dihydroxy- (R-(R*,R*)), diethyl ester | Butanedioic acid, 2,3-dihydroxy- (R-

Storage

Room temperature

Shipped In

Normal

Panoramica

(+)-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.

Specifications

Sinonimi

CAS-87-91-2 | NCGC00357142-01 | STK672224 | (R,R)-TARTARIC ACID DIETHYL ESTER | AI3-00683 | diethyl (2R,3R)-2,3-dihydroxybutanedioate | Diethyl tartratene | Butanedioic acid, 2,3-dihydroxy- (R-(R*,R*)), diethyl ester | Butanedioic acid, 2,3-dihydroxy- (R-

Specifiche e purezza

≥99%

Condizioni di conservazione di stoccaggio

Room temperature

Spedito in

Normal

Purezza

≥99%

Nomi e identificatori

Pubchem Sid

504764451

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504764451

Sorrisi canonici

CCOC(=O)C(C(C(=O)OCC)O)O

IUPAC Name

diethyl (2R,3R)-2,3-dihydroxybutanedioate

InChIKey

YSAVZVORKRDODB-PHDIDXHHSA-N

INCHI

1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3/t5-,6-/m1/s1

Isomeri SMILES

CCOC(=O)[C@@H]([C@H](C(=O)OCC)O)O

WGK Germania

3

Peso molecolare

206.19

Beilstein

1727145

Reaxy-Rn

1727142

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1727142&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Hydroxy acids and derivatives
      • Subclass Beta hydroxy acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Hydroxy acids and derivatives
• Subclass: Beta hydroxy acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Beta hydroxy acids and derivatives
• Alternative Parents: Fatty acid esters Monosaccharides Dicarboxylic acids and derivatives Secondary alcohols Carboxylic acid esters 1,2-diols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Beta-hydroxy acid - Fatty acid ester - Dicarboxylic acid or derivatives - Monosaccharide - Fatty acyl - 1,2-diol - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Organooxygen compound - Alcohol - Organic oxide - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Aliphatic acyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Proprietà chimiche e fisiche

• Solubilità: Fully miscible in water.
• Indice di rifrazione: 1.446
• Rotazione specifica [α]: +27 (c=1 in water)
• Punto di infiammabilità (°F): 199.4 °F
• Punto di infiammabilità (°C): 93°(199°F)
• Punto di ebollizione (°C): 280°C
• Punto di fusione (°C): 17°C
• Peso molecolare: 206.190 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 206.079 Da
• Monoisotopic Mass: 206.079 Da
• Topological Polar Surface Area: 93.100 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 180.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Domande frequenti

How should this product be stored?

Store at room temperature.

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 87-91-2, the molecular formula is C8H14O6, and the molecular weight is 206.19 g/mol. InChIKey YSAVZVORKRDODB-PHDIDXHHSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.