Description

2-Bromo-5-(trifluoromethoxy)phenol (CAS No. 205371-26-2) is a high-purity halogenated phenolic compound with the molecular formula C₇H₄BrF₃O₂. This specialized chemical features a bromine substituent and a trifluoromethoxy group on the phenol ring, making it a valuable intermediate for advanced organic synthesis and pharmaceutical research. Its unique structure enhances reactivity in electrophilic aromatic substitution and coupling reactions. Available in >98% purity (HPLC), this compound is supplied in rigorously tested vials under inert atmosphere to ensure stability. Ideal for medicinal chemistry, agrochemical development, and material science applications requiring precise fluorinated building blocks. Store at 2-8°C in a dry, dark environment.

Properties

• CAS Number: 205371-26-2
• Complexity: 174
• IUPAC Name: 2-bromo-5-(trifluoromethoxy)phenol
• InChI: InChI=1S/C7H4BrF3O2/c8-5-2-1-4(3-6(5)12)13-7(9,10)11/h1-3,12H
• InChI Key: RHRRKORKKIVAGJ-UHFFFAOYSA-N
• Exact Mass: 255.93468
• Molecular Formula: C7H4BrF3O2
• Molecular Weight: 257.00
• SMILES: C1=CC(=C(C=C1OC(F)(F)F)O)Br
• Topological: 29.5
• Monoisotopic Mass: 255.93468
• Synonyms: 2-Bromo-5-(trifluoromethoxy)phenol, 205371-26-2, RHRRKORKKIVAGJ-UHFFFAOYSA-, DTXSID60590674, DTXCID50541438, 678-233-8, inchi=1/c7h4brf3o2/c8-5-2-1-4(3-6(5)12)13-7(9,10)11/h1-3,12h, Phenol, 2-bromo-5-(trifluoromethoxy)-, MFCD06660162, 2-Hydroxy-4-(trifluoromethoxy)bromobenzene, 1-Bromo-2-hydroxy-4-(trifluoromethoxy)benzene, SCHEMBL3711415, 2-bromo-5-trifluoromethoxyphenol, SBB101802, AKOS015955995, DS-17279, SY047740, B3108, EN300-248191, 1-Bromo-2-hydroxy-4-(trifluoromethoxy)benzene;4-Bromo-3-hydroxy-alpha,alpha,alpha-trifluoroanisole

Application

2-Bromo-5-(trifluoromethoxy)phenol serves as a key precursor in the synthesis of trifluoromethoxy-containing pharmaceuticals and agrochemicals. Its electron-withdrawing groups facilitate Suzuki-Miyaura cross-coupling reactions for biaryl compound production. Researchers utilize this compound to develop PET radiotracers due to the metabolically stable trifluoromethoxy moiety. In material science, it acts as a monomer for flame-retardant polymers.

Safety and Hazards

GHS Hazard Statements

• H302 (80%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (80%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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