methanesulfonylethene

• ChemBase ID: 140669
• Molecular Formular: C3H6O2S
• Molecular Mass: 106.14354
• Monoisotopic Mass: 106.00885043
• SMILES: CS(=O)(=O)C=C
• Canonical SMILES: C=CS(=O)(=O)C
• InChI: InChI=1S/C3H6O2S/c1-3-6(2,4)5/h3H,1H2,2H3
• InChIKey: WUIJTQZXUURFQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methanesulfonylethene
• IUPAC Traditional name: methyl vinyl sulfone
• Synonyms: methanesulfonylethene; Methyl vinyl sulfone; (Methylsulfonyl)ethylene; 甲基乙烯基砜; 甲基乙烯砜

Database IDs

• CAS Number: 3680-02-2
• EC Number: 222-958-0
• MDL Number: MFCD00007567
• Beilstein Number: 878198
• PubChem SID: 24854858; 162234910
• PubChem CID: 19354

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.5686239
• LogD (pH = 7.4): -0.5686239
• Log P: -0.5686239
• Molar Refractivity: 24.0696 cm^3
• Polarizability: 10.227511 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 115-117 °C/19 mmHg(lit.); 115-117°C/19mm
• Flash Point: >109°C(228°F); >113 °C; >235.4 °F
• Density: 1.212; 1.212 g/mL at 25 °C(lit.)
• Refractive Index: 1.4630; n20/D 1.463(lit.)
• Hydrophobicity(logP): -1.053

Safety Information

• RTECS: WR6825000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2810; UN2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1; I
• Risk Statements: 22-27-41
• Safety Statements: 26-28-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H310-H318; H310-H302-H318
• GHS Precautionary statements: P280-P302 + P350-P305 + P351 + P338-P310; P280-P305+P351+P338-P302+P352-P309-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 1
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... LOC129293(129293)

Product Information

• Purity: 95%; 95%, stab. with 200ppm 4-tert-butylphenol; 98%
• Contains: 0.02% p-tert-butylphenol as stabilizer
• Linear Formula: H2C=CHSO2CH3

DETAILS

Sigma Aldrich - 247197

Application
Used in a Heck vinylation of aryl halides.1
Packaging
5, 25 g in glass bottle

REFERENCES

• For use of vinyl sulfones in the Diels-Alder reaction, see: J. Am. Chem. Soc., 102, 853 (1980); Tetrahedron Lett., 23, 5127 (1982); J. Org. Chem., 48, 141 (1983).