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

    Grade & Purity:
  • ≥96%
In stock
Item Number
O591272
Grouped product items
SKU Size
Availability
Price Qty
O591272-25g
25g
3
$47.90
O591272-100g
100g
3
$130.90

Basic Description

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 | [
Specifications & Purity ≥96%
Storage Temp Store at 2-8°C,Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

(+)-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)

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic acids and derivatives
Class 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
Description 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

Names and Identifiers

IUPAC Name [(3R,4R)-4-acetyloxy-2,5-dioxooxolan-3-yl] acetate
INCHI 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
InChIKey XAKITKDHDMPGPW-PHDIDXHHSA-N
Smiles CC(=O)OC1C(C(=O)OC1=O)OC(=O)C
Isomeric SMILES CC(=O)O[C@@H]1[C@H](C(=O)OC1=O)OC(=O)C
WGK Germany 3
Molecular Weight 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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot Number Certificate Type Date Item
G23041121 Certificate of Analysis Jul 08, 2023 O591272
G23041122 Certificate of Analysis Jul 08, 2023 O591272

Chemical and Physical Properties

Solubility Soluble in methanol and dichloromethane. Slightly soluble in water
Sensitivity Moisture sensitive,heat sensitive
Specific Rotation[α] 95° (C=0.5,CHCl3)
Melt Point(°C) 134℃
Molecular Weight 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

Citations of This Product

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). 

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