3-(acetylsulfanyl)oxolane-2,5-dione

• ChemBase ID: 102088
• Molecular Formular: C6H6O4S
• Molecular Mass: 174.17444
• Monoisotopic Mass: 173.99867967
• SMILES: CC(=O)SC1CC(=O)OC1=O
• Canonical SMILES: O=C1OC(=O)C(C1)SC(=O)C
• InChI: InChI=1S/C6H6O4S/c1-3(7)11-4-2-5(8)10-6(4)9/h4H,2H2,1H3
• InChIKey: AHTFMWCHTGEJHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(acetylsulfanyl)oxolane-2,5-dione
• IUPAC Traditional name: 3-(acetylsulfanyl)oxolane-2,5-dione
• Synonyms: SAMSA; 2-(Acetylthio)succinic anhydride; S-Acetylmercaptosuccinic anhydride; 2-(Acetylthio)succinic anhydride, SAMSA; S-ACETYLMERCAPTOSUCCINIC ANHYDRIDE; S-乙酰巯基琥珀酸酐; S-乙酰巯基丁二酸酐

Database IDs

• CAS Number: 6953-60-2
• EC Number: 230-135-2
• MDL Number: MFCD00005526
• PubChem SID: 24851822; 162088053
• PubChem CID: 97914

CALCULATED PROPERTIES

• Acid pKa: 18.925323
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.09504839
• LogD (pH = 7.4): -0.09504839
• Log P: -0.09504839
• Molar Refractivity: 37.2646 cm^3
• Polarizability: 15.234855 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 83-86 °C(lit.); 83-86°C

Safety Information

• Storage Condition: 0°C, Desiccate
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C6H6O4S

DETAILS

MP Biomedicals - 05210388

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100108

Reagent for introduction of -SH groups into protein molecules.

Sigma Aldrich - 197327

Packaging
5, 25 g in glass bottle

REFERENCES

• J. Am. Chem. Soc. 81 : 3802, (1959).