24766-96-9

Basic information

• Product Name: 2-O-ACETYL-MALIC ANHYDRIDE
• Synonyms: 2-O-ACETYL-MALIC ANHYDRIDE;3-(Acetyloxy)dihydro-2,5-furandione;Malic Anhydride Acetate
• CAS NO: 24766-96-9
• Molecular Formula: C₆H₆O₅
• Molecular Weight: 158.11
• Product Categories: Heterocycles;Miscellaneous Reagents
• Mol File: 24766-96-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 53-54 °C
• Boiling Point: 296.6 °C at 760 mmHg
• Flash Point: 133.1 °C
• Appearance: White solid
• Density: 1.38 g/cm³
• Storage Temp.: Refrigerator
• Solubility: Chloroform, DMSO, Methanol
• CAS DataBase Reference: 2-O-ACETYL-MALIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-O-ACETYL-MALIC ANHYDRIDE(24766-96-9)
• EPA Substance Registry System: 2-O-ACETYL-MALIC ANHYDRIDE(24766-96-9)

Safety Data

• Hazardous Substances Data: 24766-96-9(Hazardous Substances Data)

Usage

Description

2-O-ACETYL-MALIC ANHYDRIDE is an organic compound that serves as an intermediate in the synthesis of various chemical products. It is a white solid with unique chemical properties that make it suitable for use in different applications.

Uses

Used in Detergent Industry:
2-O-ACETYL-MALIC ANHYDRIDE is used as an intermediate for the production of detergents via O-acetylmalic acid amides. Its role in this application is to facilitate the synthesis of compounds that contribute to the cleaning properties of detergents.
Used in Chemical Synthesis:
2-O-ACETYL-MALIC ANHYDRIDE is also used in the synthesis of various chemical products due to its unique chemical properties. The regioselective ring opening of malic acid anhydrides by carbon nucleophiles is one such process where this compound plays a crucial role in the formation of new compounds with specific structural features.

Upstream product

• 97-67-6 (S)-Malic acid 
• 75-36-5 acetyl chloride 
• 617-48-1 malic acid 
• 1783-96-6 (2R)-aspartic acid 
• 636-61-3 D-Malic acid 

Downstream Products

• 92828-47-2 DL-α-Aethylhydrogen-α-acetoxysuccinat 
• 86534-22-7 (+)-4(R)-acetoxy-1-<5-(benzyloxy)-2,2-dimethylpent-3-(E)-en-1-yl>-2,5-pyrrolidinedione 
• 129823-21-8 (S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione 
• 188540-85-4 (R)-2-acetoxy-4-oxo-4-phenylbutyric acid 
• 917979-64-7 (3R)-1-((1R,2R)-2-benzyloxycyclohex-1-yl)-2,5-dioxopyrrolidin-3-yl acetate 
• 906802-36-6 (3R)-1-(2-(3,4-dimethoxyphenethoxy)cyclohexyl)-2,5-dioxopyrrolidin-3-yl acetate 
• 146912-66-5 (R)-2-hydroxy-4-oxo-4-phenylbutanoic acid 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 93-08-3 methyl 2-naphthyl ketone 
• 88-15-3 2-Acetylthiophene 
• 1778-09-2 4-(Methylthio)acetophenone 
• 99-91-2 para-chloroacetophenone 
• 99-93-4 4-Hydroxyacetophenone 
• 122-00-9 para-methylacetophenone 

Relevant articles and documents

Stereochemical studies. XLVI. Studies on the synthesis of 4 acetoxy cyclopentane 1,3 dione derivatives

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A refining method of Venacaran hydrochloride

The present invention discloses a refining method of Venacaran hydrochloride; said method comprising preparation of Vinacarlan hydrochloride crude product and halogenated hydrocarbon washing, alkalinization, extraction, salting, recrystallization step, by the method of the present application, the peak time of about 32mins of unknown impurities ImpA may be completely removed, to obtain a quality superior to the preparation of the original Manufacturer Cadioomex Pharmaceutical Company of Wienakaran hydrochloride solids. The method is simple to operate, the conditions are mild, the requirements for the equipment are low, and the purity of the obtained Vinacarlan hydrochloride can reach more than 99.9%. At the same time, the method does not use heavy metals, which is conducive to the manufacture of Vi?akalan hydrochloride into injections.

Asymmetric synthesis of (S)-dihydrokavain from l-malic acid

A practical and efficient asymmetric synthesis of (S)-dihydrokavain from known ethyl (S)-2-hydroxy-4-phenylbutanoate which is, in turn, readily available from l-malic acid as a cheap chiral pool material is described using regioselective ring-opening of the 1,2-cyclic sulfate with lithium-3,3,3-triethoxypropiolate and subsequent HgO/H2SO4-mediated lactonization as the key steps. Its opposite enantiomer (R)-dihydrokavain was also synthesized from d-malic acid using the same sequences of reactions for the purpose of optical purity determination.

Purification method of vernakalant hydrochloride

The invention discloses a purification method of vernakalant hydrochloride. The method comprises the steps of preparation of a vernakalant hydrochloride crude product and purification through the process of alkalinization, nonpolar solvent extraction, acidification and mixed solvent pulping, and thus a qualified product is obtained. The preparation method is simple in operation, mild in condition and easy for industrialized production, and the purity of the product reaches 99.9 percent, and the total impurity and single impurity are both less than 0.1 percent, so that the quality requirements for preparing medicine can be reached, and at the same time, the usage of heavy metal is avoided, and the development of injection forms is facilitated.