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59025-03-5

59025-03-5 Structure

59025-03-5 Structure
IdentificationMore
[Name]

(-)-O-ACETYL-L-MALIC ANHYDRIDE
[CAS]

59025-03-5
[Synonyms]

2-O-ACETYL-(S)-MALIC ANHYDRIDE
(-)-O-ACETYL-L-MALIC ANHYDRIDE
(S)-(-)-2-ACETOXYSUCCINIC ANHYDRIDE
(S)-2-ACETOXYSUCCINIC ANHYDRIDE
(S)-(-)-O-ACETYLMALIC ANHYDRIDE
2-acetoxysuccinicanhydride
L-O-Acetylmalic Anhydride
(s)-3-acetoxy-dihydro-2,5-furandione
(3S)-3-(Acetyloxy)dihydro-2,5-furandione
(S)-2-O-Acetylmalic Anhydride
(S)-Acetoxysuccinic Anhydride
(S)-3-Acetoxy-dihydro-2,5-furandione, O-Acetyl-L-malic anhydride
(2S)-2-Acetoxysuccinic anhydride
(3S)-3-Acetoxyfuran-2,5(3H,4H)-dione
(S)-3β-Acetoxy-3,4-dihydro-2,5-furandione
[S,(-)]-2-(Acetyloxy)succinic anhydride
Acetic acid (S)-2,5-dioxotetrahydrofuran-3β-yl ester
[Molecular Formula]

C6H6O5
[MDL Number]

MFCD00082708
[Molecular Weight]

158.11
[MOL File]

59025-03-5.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[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
[Stability:]

Stable. Incompatible with strong oxidizing agents. Sensitive to moisture.
[Optical Rotation]

[α]20/D 27°, c = 1 in chloroform
[Water Solubility ]

Reacts in water.
[Sensitive ]

Moisture Sensitive
[Usage]

Used as intermediates for detergents via O-acetylmalic acid amides. Regioselective ring opening of malic acid anhydrides by carbon nucleophiles
[BRN ]

82504
[InChI]

1S/C6H6O5/c1-3(7)10-4-2-5(8)11-6(4)9/h4H,2H2,1H3/t4-/m0/s1
[InChIKey]

SSWJHSASZZAIAU-BYPYZUCNSA-N
[SMILES]

CC(=O)O[C@H]1CC(=O)OC1=O
[CAS DataBase Reference]

59025-03-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

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
[HS Code ]

2917.19.7050
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

White Crystalline Solid
[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
[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.
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

(-)-O-ACETYL-L-MALIC ANHYDRIDE(59025-03-5)MS
(-)-O-ACETYL-L-MALIC ANHYDRIDE(59025-03-5)IR1
(-)-O-ACETYL-L-MALIC ANHYDRIDE(59025-03-5)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

(S)-(-)-2-Acetoxysuccinic anhydride, 98%(59025-03-5)
[Sigma Aldrich]

59025-03-5(sigmaaldrich)
[TCI AMERICA]

(-)-O-Acetyl-L-malic Anhydride,>97.0%(T)(59025-03-5)
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