Basic information
- Name:
Benzeneacetic acid, a-(acetyloxy)-, (aR)-
- Superlist Name:
- (-)-O-Acetyl-D-mandelic acid
- CAS No.:
51019-43-3
- Molecular Structure:
- Formula:
- C10H10O4
- Molecular Weight:
- 194.18
- Synonyms:
- O-Acetyl-D-mandelic acid;O-Acetyl-(R)-mandelicacid;D-O-Acetyl-mandelic acid;D-(-)-Acetylmandelic Acid;Benzeneaceticacid, a-(acetyloxy)-, (R)-;(R)-(-)-O-Acetylmandelic acid;(R)-2-Acetoxy-2-phenylaceticacid;(R)-Mandelic acid O-acetate;(R)-O-Acetylmandelic acid;(aR)-a-(Acetyloxy)benzeneacetic acid;
- Density:
- 1.259 g/cm3
- Melting Point:
- 97-99 °C(lit.)
- Boiling Point:
- 317.8 °C at 760 mmHg
- Flash Point:
- 125 °C
- Appearance:
- white to light yellow crystal powder
- Safety Description:
- 22-24/25 Details
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Chemistry
Systematic Name: (3S)-2,5-dioxotetrahydrofuran-3-yl acetate
Synonyms of (-)-O-Acetyl-D-mandelic Acid (CAS NO.59025-03-5): 2-Acetoxysuccinicanhydride ; L-O-Acetylmalic Anhydride ; (S)-3-Acetoxy-dihydro-2,5-furandione
CAS NO: 59025-03-5
Molecular Formula: C6H6O5
Molecular Weight: 158.11
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
Appearance: (-)-O-Acetyl-D-mandelic Acid (CAS NO.59025-03-5) is white crystalline solid.
Stability: Stable. Incompatible with strong oxidizing agents. Sensitive to moisture.
SMILES: O=C(O[C@@H]1C(=O)OC(=O)C1)C Copy
InChI: InChI=1/C6H6O5/c1-3(7)10-4-2-5(8)11-6(4)9/h4H,2H2,1H3/t4-/m0/s1 Copy
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 Copy
Std. InChIKey: SSWJHSASZZAIAU-BYPYZUCNSA-N
Product Categories: Chiral Reagents;Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound;Heterocycles;Miscellaneous Reagents
Uses
(-)-O-Acetyl-D-mandelic Acid (CAS NO.59025-03-5) is used as intermediates for detergents via O-acetylmalic acid amides and regioselective ring opening of malic acid anhydrides by carbon nucleophiles
Safety Profile
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
