Di-O-acetyl-L-tartaric anhydride - ≥96% , CAS No.6283-74-5

CAS: 6283-74-5 Cat. No.: O591272 Peso molecular: 216.14 Beilstein Registry Number: 87315 Número EC: 228-502-7

GRADE & PURITY ≥96%

Synonyms

6283-74-5|(+)-Diacetyl-L-tartaric anhydride|(3R,4R)-2,5-Dioxotetrahydrofuran-3,4-diyl diacetate|Di-O-acetyl-L-tartaric Anhydride|2,5-Furandione, 3,4-bis(acetyloxy)dihydro-, (3R,4R)-|L-diacetyltartaric anhydride|D7XNF76O0K|diacetyltartaric acid anhydride|[

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Descripción general

(+)-O,O′-Diacetyl-L-tartaric anhydride is an HPLC derivatization reagent for UV/Vis detection. It is mainly employed as a reagent for the chiral derivatization of amino alcohols. It also reacts with alkanoamines in aprotic medium containing trichloroacetic acid and produces tartaric acid monoesters

(+)-O,O′-Diacetyl-L-tartaric anhydride may be used as a chiral derivatizating agent in the following:

• determination of enantiomeric vigabatrin in mouse serum samples using ultra-high performance liquid chromatography-quadrupole-time-of-flight mass spectrometry (UHPLC-Q-TOF-M)        

• determination of trantinterol in rat plasma by ultra performance liquid chromatography–electrospray ionization mass spectrometry (UPLC–MS/MS)

Specifications

Sinónimos

6283-74-5 | (+)-Diacetyl-L-tartaric anhydride | (3R, 4R)-2, 5-Dioxotetrahydrofuran-3, 4-diyl diacetate | Di-O-acetyl-L-tartaric Anhydride | 2, 5-Furandione, 3, 4-bis(acetyloxy)dihydro-, (3R, 4R)- | L-diacetyltartaric anhydride | D7XNF76O0K | diacetyltartaric acid anhydride | [

Especificaciones y pureza

≥96%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Argon charged

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥96%

Nombres e identificadores

• Sonrisas canónicas: CC(=O)OC1C(C(=O)OC1=O)OC(=O)C
• IUPAC Name: [(3R,4R)-4-acetyloxy-2,5-dioxooxolan-3-yl] acetate
• InChIKey: XAKITKDHDMPGPW-PHDIDXHHSA-N
• INCHI: 1S/C8H8O7/c1-3(9)13-5-6(14-4(2)10)8(12)15-7(5)11/h5-6H,1-2H3/t5-,6-/m1/s1
• Isómeros SMILES: CC(=O)O[C@@H]1[C@H](C(=O)OC1=O)OC(=O)C
• WGK Alemania: 3
• Peso molecular: 216.14
• Beilstein: 87315
• Reaxy-Rn: 87314
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=87314&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Tetracarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Tetracarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetracarboxylic acids and derivatives
• Alternative Parents: Tetrahydrofurans Carboxylic acid anhydrides Lactones Carboxylic acid esters Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Tetracarboxylic acid or derivatives - Tetrahydrofuran - Carboxylic acid anhydride - Lactone - Carboxylic acid ester - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.
• 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

Propiedades químicas y físicas

• Solubilidad: Soluble in methanol and dichloromethane. Slightly soluble in water
• Sensibilidad: Moisture sensitive，heat sensitive
• Rotación específica [α]: 95° (C=0.5,CHCl3)
• Punto de fusión (°C): 134℃
• Peso molecular: 216.140 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 216.027 Da
• Monoisotopic Mass: 216.027 Da
• Topological Polar Surface Area: 96.000 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 300.000
• 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

Referencias

1. Ruike Song, Yanxia Li, Yiting Chen, Zhenli Qiu, Lu Huang.  (2023)  Chiral covalent organic framework incorporated organic polymer monolithic capillary column for enantioseparations.  JOURNAL OF SEPARATION SCIENCE,  46  (8): (2201039).  [PMID:36750206] [10.1002/jssc.202201039]

2. Dake Zhang, Wenzhen Wang, Zhen Wang, Dengmeng Song, Shuang Liu, Yuyang Chen, Xiaoni Ma, Li Xia.  (2025)  Bioadhesive design of CO2-based polycarbonate materials with thermosensitivity and biodegradability.  Journal of CO2 Utilization,      [PMID:] [10.1016/j.jcou.2025.103236]