(-)-O-Acetyl-L-malic Anhydride

Systematic Name: (3S)-2,5-Dioxotetrahydrofuran-3-yl acetate
Synonyms of (-)-O-Acetyl-L-malic Anhydride (CAS NO.80304-50-3): (3S)-2,5-Dioxotetrahydrofuran-3-yl acetate
CAS NO: 80304-50-3
Molecular Formula: C₆H₆O₅
Molecular Weight: 158.1088
Molecular Structure:
H bond acceptors: 5
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 69.67 Å²
Index of Refraction: 1.466
Molar Refractivity: 31.586 cm³
Molar Volume: 114.06 cm³
Surface Tension: 44.646 dyne/cm
Density: 1.386 g/cm³
Flash Point: 133.093 °C
Enthalpy of Vaporization: 53.638 kJ/mol
Boiling Point: 296.588 °C at 760 mmHg
Vapour Pressure: 0.001 mmHg at 25°C
Melting Point: 54-56 °C(lit.)
Sensitive: Moisture Sensitive
Stability: Stable. Incompatible with strong oxidizing agents. Sensitive to moisture.
Appearance: (-)-O-Acetyl-L-malic Anhydride (CAS NO.80304-50-3) is white crystalline solid.
SMILES: O=C(O[C@@H]1C(=O)OC(=O)C1)C InChI: InChI=1/C6H6O5/c1-3(7)10-4-2-5(8)11-6(4)9/h4H,2H2,1H3/t4-/m0/s1
InChIKey: SSWJHSASZZAIAU-BYPYZUCNBO
Std. InChI: InChI=1S/C6H6O5/c1-3(7)10-4-2-5(8)11-6(4)9/h4H,2H2,1H3/t4-/m0/s1
Std. InChIKey: SSWJHSASZZAIAU-BYPYZUCNSA-N
Product Categories: Chiral Reagents;Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound;Heterocycles;Miscellaneous Reagents

 (-)-O-Acetyl-L-malic Anhydride (CAS NO.80304-50-3) is used as intermediates for detergents via O-acetylmalic acid amides and regioselective ring opening of malic acid anhydrides by carbon nucleophiles.

Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
F: 10-21