Description

((2-Bromoethyl)thio)benzene (CAS No. 4837-01-8) is a high-purity organosulfur compound with the molecular formula C₈H₉BrS, widely used in synthetic organic chemistry and pharmaceutical research. This compound, also known by its IUPAC name 2-bromoethylsulfanylbenzene, features a bromoethylthio functional group bonded to a benzene ring, making it a versatile intermediate for nucleophilic substitution reactions, cross-coupling methodologies, and heterocycle synthesis. Its well-defined structure (MW: 217.12 g/mol) ensures consistent reactivity in alkylation, thioether formation, and polymer modification applications. Supplied as a clear to pale-yellow liquid with >95% purity (GC), it is rigorously tested for impurities and stored under inert conditions to maintain stability. Ideal for researchers developing novel sulfur-containing ligands, bioactive molecules, or advanced materials.

Properties

• CAS Number: 4837-01-8
• Complexity: 79.3
• IUPAC Name: 2-bromoethylsulfanylbenzene
• InChI: InChI=1S/C8H9BrS/c9-6-7-10-8-4-2-1-3-5-8/h1-5H,6-7H2
• InChI Key: UEFBOQYLXLEJSM-UHFFFAOYSA-N
• Exact Mass: 215.96083
• Molecular Formula: C8H9BrS
• Molecular Weight: 217.13
• SMILES: C1=CC=C(C=C1)SCCBr
• Topological: 25.3
• Monoisotopic Mass: 215.96083
• Synonyms: 4837-01-8, ((2-Bromoethyl)thio)benzene, [(2-bromoethyl)thio]benzene, DTXSID30197497, EINECS 225-422-4, DTXCID40119988, 225-422-4, 2-Bromoethyl phenyl sulfide, (2-Bromoethyl)(phenyl)sulfane, 2-bromoethylsulfanylbenzene, [(2-Bromoethyl)sulfanyl]benzene, Benzene, [(2-bromoethyl)thio]-, 2-bromo-1-phenylthioethane, 2-BROMOETHYLPHENYLSULFIDE, 2-Bromoethylthiobenzene, MFCD00040826, 2-Phenylthioethyl bromide, 2-Bromoethyl phenylsulfide, 2-bromoethylphenyl sulphide, 1-phenylthio-2-bromoethane, SCHEMBL1780869, SCHEMBL4613527, (2-bromo-ethylsulfanyl)-benzene, [(2-Bromoethyl)sulfanyl]benzene #, SBB059699, AKOS000164177, BP-10473, DB-057841, DB-364904, B2085, CS-0206316, NS00045710, ST51044606, D88892, EN300-178309

Application

((2-Bromoethyl)thio)benzene serves as a key building block in medicinal chemistry for introducing phenylthioethyl motifs into target molecules. It is employed in Suzuki-Miyaura couplings to create sulfur-linked biaryl structures and as a precursor for sulfonium salts in phase-transfer catalysis. Researchers also utilize it to synthesize thioether-based polymers and functionalized nanoparticles for material science applications.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

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