Description

Tribromomethyl phenyl sulfone (CAS No. 17025-47-7) is a highly specialized brominated organic compound with the molecular formula C₇H₅Br₃O₂S. This crystalline solid is widely recognized for its role as a reactive intermediate in organic synthesis, particularly in bromination and sulfonylation reactions. Its IUPAC name, tribromomethylsulfonylbenzene, reflects its structural composition, featuring a phenyl group bonded to a sulfonyl moiety with a tribromomethyl substituent. With a high bromine content, it serves as an effective bromine donor in flame retardant formulations and as a precursor in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. This compound is handled under controlled conditions due to its reactivity and is supplied with detailed technical data, including purity, melting point, and solubility profiles, to ensure optimal performance in research and industrial applications.

Properties

• CAS Number: 17025-47-7
• Complexity: 256
• IUPAC Name: tribromomethylsulfonylbenzene
• InChI: InChI=1S/C7H5Br3O2S/c8-7(9,10)13(11,12)6-4-2-1-3-5-6/h1-5H
• InChI Key: DWWMSEANWMWMCB-UHFFFAOYSA-N
• Exact Mass: 391.75399
• Molecular Formula: C7H5Br3O2S
• Molecular Weight: 392.89
• SMILES: C1=CC=C(C=C1)S(=O)(=O)C(Br)(Br)Br
• Topological: 42.5
• Monoisotopic Mass: 389.75604
• Synonyms: 17025-47-7, Tribromomethyl phenyl sulfone, Phenyl tribromomethyl sulfone, Benzene, [(tribromomethyl)sulfonyl]-, Tribromide methylphenyl sulfone, ENW2NDZ2GG, Benzene, ((tribromomethyl)sulfonyl)-, EINECS 241-096-6, methylsulfonylbenzene tribromide, DTXSID2066147, ((Tribromomethyl)sulphonyl)benzene, [(tribromomethyl)sulphonyl]benzene, DTXCID1035440, Benzene, (tribromomethyl)sulfonyl-, ((Tribromomethyl)sulfonyl)benzene, tribromomethylsulfonylbenzene, tribromomethylphenylsulfone, Tribromomethyl phenyl sulphone, MFCD00060068, tribromo(phenylsulfonyl)methane, UNII-ENW2NDZ2GG, (tribromomethylsulfonyl)benzene, SCHEMBL152444, SCHEMBL4640457, DWWMSEANWMWMCB-UHFFFAOYSA-, BCP14135, [(Tribromomethyl)sulfonyl]benzene #, AC7973, SBB057608, AKOS015840623, CS-W011721, FT36463, AC-16481, DS-17902, SY036438, DB-043816, NS00025580, ST51006677, T1188, InChI=1/C7H5Br3O2S/c8-7(9,10)13(11,12)6-4-2-1-3-5-6/h1-5H

Application

Tribromomethyl phenyl sulfone is primarily used as a brominating agent in organic synthesis, enabling the introduction of bromine atoms into target molecules. It finds application in the preparation of flame retardant additives for polymers and textiles due to its high bromine content. Researchers also utilize it as a sulfone-based intermediate in pharmaceutical and agrochemical development. Its reactivity makes it valuable in cross-coupling reactions and as a precursor for advanced material synthesis.

Safety and Hazards

GHS Hazard Statements

• H315 (86.4%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (86.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (86.4%): 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 (86.4%)
• Eye Irrit. 2 (86.4%)
• STOT SE 3 (86.4%)

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