Description

Ethyl Vinyl Sulfone (CAS No. 1889-59-4) is a high-purity organic compound with the molecular formula C₄H₈O₂S, widely utilized in advanced chemical synthesis and materials research. This reactive sulfone derivative, also known as 1-ethenylsulfonylethane, is characterized by its vinyl and ethyl sulfone functional groups, making it a versatile building block for polymerization, cross-linking, and Michael addition reactions. Its exceptional electrophilic properties enable efficient conjugation with nucleophiles, such as thiols and amines, under mild conditions, making it invaluable for bioconjugation, peptide modification, and polymer chemistry. Available in >98% purity, this compound is rigorously tested via GC/MS and NMR to ensure consistency for sensitive applications. Store under inert conditions (2-8°C) to maintain stability.

Properties

• CAS Number: 1889-59-4
• Complexity: 138
• IUPAC Name: 1-vinylsulfonylethane
• InChI: InChI=1S/C4H8O2S/c1-3-7(5,6)4-2/h3H,1,4H2,2H3
• InChI Key: BJEWLOAZFAGNPE-UHFFFAOYSA-N
• Exact Mass: 120.02450067
• Molecular Formula: C4H8O2S
• Molecular Weight: 120.17
• SMILES: CCS(=O)(=O)C=C
• Topological: 42.5
• Monoisotopic Mass: 120.02450067
• Synonyms: Ethyl vinyl sulfone, 1889-59-4, (Ethylsulfonyl)ethene, ethyl vinyl sulphone, (Ethylsulphonyl)ethylene, 6KM6G9NMM2, EINECS 217-567-7, NSC 186282, NSC-186282, DTXSID90172260, DTXCID3094751, inchi=1/c4h8o2s/c1-3-7(5,6)4-2/h3h,1,4h2,2h, 1-ethenylsulfonylethane, Ethene, (ethylsulfonyl)-, vinyl ethyl sulfone, MFCD00007568, (ethanesulfonyl)ethene, UNII-6KM6G9NMM2, ethyl vinylsulfone, ethyl-vinyl sulfone, ethanesulfonyl-ethene, 1-(ethylsulfonyl)ethene, Ethyl vinyl sulfone, 98%, SCHEMBL297286, SCHEMBL4653869, SCHEMBL4653870, SCHEMBL5159472, SCHEMBL5159476, NSC186282, AKOS009156980, CS-W013575, FS-4380, SY002448, DB-044689, NS00026184, ST51038125, EN300-44304, D94604, Q2118652, Z448248158

Application

Ethyl vinyl sulfone is extensively used as a cross-linking agent in polymer science, enabling the synthesis of high-performance materials with tailored properties. In bioconjugation, it serves as a linker for attaching biomolecules (e.g., proteins, peptides) due to its selective reactivity with thiol groups. Researchers also employ it in organic synthesis for constructing sulfone-containing scaffolds in pharmaceuticals and agrochemicals.

Safety and Hazards

GHS Hazard Statements

• H315 (95.1%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (95.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (95.1%)
• Eye Irrit. 2 (95.1%)
• STOT SE 3 (95.1%)

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