Chemical Identity and Physical Properties

4-Bromo-2-iodo-1-(trifluoromethoxy)benzene (SKU B692900) is a halogenated aromatic compound bearing three distinct substituents on a benzene ring: a bromine atom at the 4-position, an iodine atom at the 2-position, and a trifluoromethoxy (–OCF₃) group at the 1-position. The molecular formula is C₇H₃BrF₃IO and the estimated molecular weight is approximately 420.80 g/mol (verify against certificate of analysis).

The –OCF₃ substituent imparts strong electron-withdrawing character and substantially improves the lipophilicity profile of derived molecules compared with analogous –OCH₃ or –CF₃ analogues, making it particularly attractive in drug-discovery programs. The compound is expected to appear as a colorless to pale-yellow liquid or low-melting solid at ambient temperature; precise physical constants should be confirmed from the product certificate of analysis or safety data sheet.

Synthetic Applications and Reactivity

The primary value of 4-Bromo-2-iodo-1-(trifluoromethoxy)benzene lies in its dual halogen handles, which allow sequential, chemoselective functionalization. In transition-metal-catalyzed cross-coupling chemistry, the C–I bond is substantially more reactive toward oxidative addition than the C–Br bond. This kinetic selectivity enables chemists to perform an initial coupling at the iodide position (e.g., Suzuki–Miyaura, Sonogashira, Negishi, or Buchwald–Hartwig reactions) while retaining the aryl bromide for a subsequent, orthogonal transformation.

Typical applications include:

• Suzuki–Miyaura coupling at C–I with arylboronic acids under Pd(0) or Pd(II) catalysis to build biaryl or heteroaryl scaffolds.
• Sonogashira coupling at C–I with terminal alkynes in the presence of Pd/Cu co-catalysis.
• Buchwald–Hartwig amination or Ullmann-type C–O coupling at the more reactive iodide, followed by use of the aryl bromide in a second coupling step.
• Utilization as an electrophilic partner in organolithium or Grignard reactions following selective lithium–halogen exchange at C–I.

The trifluoromethoxy group survives typical palladium-catalyzed coupling conditions and strongly modulates the electronic density of the ring, facilitating nucleophilic aromatic substitution at activated positions in appropriate substrates.

Handling, Safety, and Storage Guidelines

As with all organohalide reagents containing iodine and fluorinated groups, appropriate laboratory precautions must be observed. Users should consult the official Safety Data Sheet (SDS) supplied by Aladdin Scientific before use. General guidance is as follows:

• Personal protective equipment (PPE): Wear chemically resistant gloves (nitrile or equivalent), a laboratory coat, and safety glasses. Use a fume hood when handling open containers.
• Inhalation risk: Vapors or aerosols should not be inhaled; work in a well-ventilated area or under exhaust ventilation.
• Storage: Store tightly sealed in a cool, dry, well-ventilated location away from direct light and ignition sources. Confirm exact temperature requirements on the SDS.
• Waste disposal: Dispose of waste in accordance with local, national, and institutional regulations governing halogenated organic solvents.
• Incompatibilities: Avoid contact with strong oxidizers, strong bases, and moisture-sensitive reagents unless reaction conditions are explicitly designed to accommodate them.

Note: Specific GHS hazard classifications, signal words, and H/P statements must be confirmed from the current SDS for SKU B692900.

Role in Medicinal and Agricultural Chemistry

Trifluoromethoxy-substituted aromatics occupy a privileged position in modern drug discovery. The –OCF₃ group enhances metabolic stability, increases membrane permeability, and fine-tunes the pKa of adjacent ionizable groups, which collectively can improve pharmacokinetic profiles of candidate molecules. Several approved pharmaceuticals and agrochemicals incorporate the –OCF₃ motif, underscoring the commercial and scientific importance of building blocks such as 4-Bromo-2-iodo-1-(trifluoromethoxy)benzene.

In practice, researchers use this compound to introduce the –OCF₃-bearing aryl fragment into complex molecular scaffolds via the cross-coupling reactions described above. The orthogonal reactivity of the two halides allows efficient construction of unsymmetrical bi- or triaryl systems that would otherwise require lengthy protection–deprotection sequences. This efficiency makes SKU B692900 a valuable reagent for both academic and industrial medicinal-chemistry programs.

Ordering and Quality Information

4-Bromo-2-iodo-1-(trifluoromethoxy)benzene is available from Aladdin Scientific under SKU B692900. Each lot is accompanied by a certificate of analysis (CoA) specifying purity, appearance, and analytical data. Researchers are encouraged to:

• Request the CoA at the time of order to confirm purity grade meets experimental requirements.
• Download the current SDS from the Aladdin Scientific website prior to receipt of material.
• Contact Aladdin Scientific technical support for bulk quantity inquiries, custom packaging, or questions regarding reagent compatibility.

For procurement teams, standard lead times, pricing, and volume discount information are available through the Aladdin Scientific online catalog or via direct inquiry to your regional sales representative.