Description

1-Bromo-2-(trifluoromethyl)benzene (CAS No. 392-83-6) is a high-purity aromatic compound with the molecular formula C₇H₄BrF₃. This halogenated benzene derivative features a bromine substituent at the 1-position and a trifluoromethyl group at the 2-position, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its unique electronic properties and stability under various reaction conditions make it ideal for use in cross-coupling reactions, nucleophilic substitutions, and as a building block for advanced materials. Available in >98% purity (GC), this compound is rigorously tested for consistency and quality, ensuring reliable performance in research and industrial processes. Packaged under inert gas to maintain stability, it is suitable for use in sensitive synthetic applications.

Properties

• CAS Number: 392-83-6
• Complexity: 132
• IUPAC Name: 1-bromo-2-(trifluoromethyl)benzene
• InChI: InChI=1S/C7H4BrF3/c8-6-4-2-1-3-5(6)7(9,10)11/h1-4H
• InChI Key: RWXUNIMBRXGNEP-UHFFFAOYSA-N
• Exact Mass: 223.94485
• Molecular Formula: C7H4BrF3
• Molecular Weight: 225.01
• SMILES: C1=CC=C(C(=C1)C(F)(F)F)Br
• Monoisotopic Mass: 223.94485
• Synonyms: 2-Bromobenzotrifluoride, 392-83-6, 1-Bromo-2-(trifluoromethyl)benzene, Benzene, 1-bromo-2-(trifluoromethyl)-, BRN 1945750, EINECS 206-879-9, 2-Bromotrifluoromethylbenzene, 2-(TRIFLUOROMETHYL)BROMOBENZENE, o-Bromo(trifluoromethyl)benzene, DTXSID7059939, 4-05-00-00831 (Beilstein Handbook Reference), o-Bromo-.alpha.,.alpha.,.alpha.-trifluorotoluene, DTXCID4039605, o-Bromo-alpha,alpha,alpha-trifluorotoluene, inchi=1/c7h4brf3/c8-6-4-2-1-3-5(6)7(9,10)11/h1-4, rwxunimbrxgnep-uhfffaoysa-n, o-Bromobenzotrifluoride, 2-Bromo-alpha,alpha,alpha-trifluorotoluene, 2-Brombenzotrifluorid, o-Bromobenzyltrifluoride, MFCD00000373, o-(Trifluoromethyl)bromobenzene, 1-bromo-2-trifluoromethyl-benzene, Toluene, o-bromo-.alpha.,.alpha.,.alpha.-trifluoro-, 2-bromo-1-(trifluoromethyl)benzene, 2-Brombenzotrifluorid [Czech], Toluene, alpha,alpha,alpha-trifluoro-2-bromo-, bromobenzotrifluoride, 2-bromo benzotrifluoride, trifluoromethylbromobenzene, o-bromotrifluoromethylbenzene, o-trifluoromethylbromobenzene, 2-trifluoromethylbromobenzene, TOLUENE, o-BROMO-alpha,alpha,alpha-TRIFLUORO-, o-trifluoromethyl-bromobenzene, 2-trifluoromethyl-bromobenzene, SCHEMBL100790, SCHEMBL363301, 2-Bromobenzotrifluoride, 99%, o-bromo-a,a,a-trifluorotoluene, SCHEMBL1068615, SCHEMBL1068717, SCHEMBL1069340, SCHEMBL14127381, 1-bromo-2-trifluoromethylbenzene, 2-Bromo-(trifluoromethyl)benzene, 2-bromo-1-trifluoromethylbenzene, bromo-2-(trifluoromethyl)benzene, 2-(trifluoromethyl)phenyl bromide, 1-bromo-2-trifluoromethyl benzene, SBB096757, 1-Bromo-2-(trifluoromethyl)benzene #, AKOS015853138, RP10155, AC-14089, AS-11984, 2-bromo-I+/-,I+/-,I+/–trifluorotoluene, A6580, B0663, CS-0016026, NS00043153, ST50406344, EN300-65432, Toluene, .alpha.,.alpha.,.alpha.-trifluoro-2-bromo-, 1-Bromo-2-(trifluoromethyl)benzene; o-Bromobenzotrifluoride

Application

1-Bromo-2-(trifluoromethyl)benzene is widely used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Its reactivity in Suzuki-Miyaura and other cross-coupling reactions enables the construction of complex aromatic systems. The trifluoromethyl group enhances the lipophilicity and metabolic stability of derived compounds, making it valuable in drug discovery. Additionally, it serves as a precursor for liquid crystals and advanced polymers.

Safety and Hazards

GHS Hazard Statements

• H226 (91.7%): Flammable liquid and vapor [Warning Flammable liquids]
• H315 (12.5%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (16.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (12.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (91.7%)
• Skin Irrit. 2 (12.5%)
• Eye Irrit. 2A (16.7%)
• STOT SE 3 (12.5%)

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