Basic information Safety Supplier Related

(-)-O-ACETYL-L-MALIC ANHYDRIDE

Basic information Safety Supplier Related

(-)-O-ACETYL-L-MALIC ANHYDRIDE Basic information

Product Name:
(-)-O-ACETYL-L-MALIC ANHYDRIDE
Synonyms:
  • 2-O-ACETYL-(S)-MALIC ANHYDRIDE
  • (-)-O-ACETYL-L-MALIC ANHYDRIDE
  • (S)-(-)-O-ACETYLMALIC ANHYDRIDE
  • (S)-(-)-2-ACETOXYSUCCINIC ANHYDRIDE
  • (S)-2-ACETOXYSUCCINIC ANHYDRIDE
  • L-O-Acetylmalic Anhydride
  • (S)-3-Acetoxy-dihydro-2,5-furandione, O-Acetyl-L-malic anhydride
  • (2S)-2-Acetoxysuccinic anhydride
CAS:
59025-03-5
MF:
C6H6O5
MW:
158.11
Product Categories:
  • Chiral Reagents
  • Carboxylic Acids (Chiral)
  • Chiral Building Blocks
  • Synthetic Organic Chemistry
  • Chiral Compound
  • Heterocycles
  • Miscellaneous Reagents
Mol File:
59025-03-5.mol
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(-)-O-ACETYL-L-MALIC ANHYDRIDE Chemical Properties

Melting point:
54-56 °C(lit.)
Boiling point:
296.6±33.0 °C(Predicted)
Density 
1.38±0.1 g/cm3(Predicted)
refractive index 
-25.5 ° (C=5, CHCl3)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Dichloromethane, DMF, Ethyl Acetate
form 
Powder
color 
White Crystalline
optical activity
[α]20/D 27°, c = 1 in chloroform
Water Solubility 
Reacts in water.
Sensitive 
Moisture Sensitive
BRN 
82504
Stability:
Stable. Incompatible with strong oxidizing agents. Sensitive to moisture.
CAS DataBase Reference
59025-03-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
10-21
HS Code 
2917.19.7050

MSDS

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(-)-O-ACETYL-L-MALIC ANHYDRIDE Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

(S)-(-)-2-Acetoxysuccinic anhydride is used as intermediates for detergents via O-acetylmalic acid amides. Regioselective ring opening of malic acid anhydrides by carbon nucleophiles.

Uses

(-)-O-Acetyl-L-Malic Anhydride can be used as intermediates for detergents via O-acetylmalic acid amides. Regioselective ring opening of malic acid anhydrides by carbon nucleophiles

Purification Methods

Recrystallise it from Ac2O and dry it in a vacuum over KOH, or by washing it with dry Et2O due to its deliquescent nature. [Jones J Chem Soc 788 1933, Henrot et al. Synth Commun 16 183 1986, Shiuey et al. J Org Chem 52 1040 1988, RS: Cohen et al. J Am Chem Soc 88 5306 1966.]

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