B84505

Butadiene sulfone

98%

• Synonym(s): 2,5-Dihydrothiophene-1,1-dioxide, 3-Sulfolene
• Empirical Formula (Hill Notation): C₄H₆O₂S
• CAS Number: 77-79-2
• Molecular Weight: 118.15
• Beilstein: 107004
• EC Number: 201-059-7
• MDL number: MFCD00005481
• UNSPSC Code: 12352100
• PubChem Substance ID: 24892071
• NACRES: NA.22

Properties

• Assay: 98%
• form: crystals
• mp: 65-66 °C (lit.)
• SMILES string: O=S1(=O)CC=CC1
• InChI: 1S/C4H6O2S/c5-7(6)3-1-2-4-7/h1-2H,3-4H2
• InChI key: MBDNRNMVTZADMQ-UHFFFAOYSA-N

Description

General description

Butadiene sulfone is a β, γ-unsaturated cyclic sulfone that can switch from solvent to 1,3-butadiene and sulfur dioxide in the presence of water. It is commonly used as a building block especially in the synthesis of functionalized dienes, through alkylation, deprotonation, and cheletropic SO₂ removal.

Application

• Stretchable PEDOT:PSS/Li-TFSI/XSB Composite Films: Butadiene sulfone plays a critical role in the synthesis of composite films designed for electromagnetic interference shielding, indicating its potential in the production of advanced electronic materials and contributing to the development of stretchable electronics (Jiang et al., 2023).
• Applications of 3D printed bone tissue engineering scaffolds: Research underscores the versatility of butadiene sulfone as a solvent in the 3D printing of bone tissue scaffolds, emphasizing its utility in regenerative medicine and the manufacturing of biocompatible engineering materials (Su et al., 2021).
• Zwitterionic phosphonium ligands: The study highlights the synthesis and application of zwitterionic phosphonium ligands using butadiene sulfone, showcasing its efficacy in the telomerization process of 1,3-butadiene, which is essential for the production of specialty chemicals (Pews-Davtyan et al., 2016).

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319
• Precautionary Statements: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): 233.6 °F - closed cup
• Flash Point(C): 112 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves