6-oxa-3λ6-thiabicyclo[3.1.0]hexane-3,3-dione

• ChemBase ID: 113526
• Molecular Formular: C4H6O3S
• Molecular Mass: 134.15364
• Monoisotopic Mass: 134.00376505
• SMILES: S1(=O)(=O)CC2C(O2)C1
• Canonical SMILES: O=S1(=O)CC2C(C1)O2
• InChI: InChI=1S/C4H6O3S/c5-8(6)1-3-4(2-8)7-3/h3-4H,1-2H2
• InChIKey: SZAIAWVGWTXVMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-oxa-3λ^6-thiabicyclo[3.1.0]hexane-3,3-dione
• IUPAC Traditional name: 6-oxa-3λ^6-thiabicyclo[3.1.0]hexane-3,3-dione
• Synonyms: 3,4-Epoxytetrahydrothiophene-1,1-dioxide; 6-Oxa-3-thia-bicyclo[3.1.0]hexane 3,3-dioxide; 6-oxa-3-thiabicyclo[3.1.0]hexane 3,3-dioxide; 3,4-环氧四氢噻吩-1,1-二氧化物

Database IDs

• CAS Number: 4509-11-9; 4509-11-9
• EC Number: 224-827-3
• MDL Number: MFCD00065014
• PubChem SID: 162098424; 24848546; 24865969
• PubChem CID: 20597

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.2670846
• LogD (pH = 7.4): -1.2670846
• Log P: -1.2670846
• Molar Refractivity: 25.9857 cm^3
• Polarizability: 11.655745 Å^3
• Polar Surface Area: 46.67 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-150 °C(lit.); 16 - 18°C
• Partition Coefficient: -1.094
• Hydrophobicity(logP): -1.714

Safety Information

• RTECS: RP3850000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%; 97%
• Grade: technical grade
• Empirical Formula (Hill Notation): C4H6O3S

DETAILS

Sigma Aldrich - 414999

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Used to prepare sulfolene derivatives1 and acyclic polyenes used in natural product synthesis.2 For a synthesis, see Tetrahedron Lett. 3

Sigma Aldrich - 145033

Packaging
1 g in glass bottle