3-(Trifluoromethoxy)nitrobenzene (CAS 2995-45-1) is a compound of significant interest in organic chemistry, primarily serving as a versatile intermediate in the synthesis of more complex molecules. Its unique structure, combining a nitro group with a trifluoromethoxy substituent on a benzene ring, bestows it with distinct chemical and physical properties that make it valuable for researchers and industrial chemists alike.

Chemical and Physical Profile

This compound typically presents as a light yellow transparent liquid. Its molecular formula is C7H4F3NO3, with a molecular weight of 207.107 g/mol. Key physical characteristics reported include a density of approximately 1.5 g/cm³ and a boiling point around 209.4°C at 760 mmHg. The flash point is noted at 80.5°C, indicating moderate flammability. Its index of refraction is 1.476, providing useful data for analytical purposes. The presence of the strongly electron-withdrawing trifluoromethoxy group, coupled with the nitro group, influences its reactivity, particularly in electrophilic aromatic substitution reactions.

Synthesis and Reactivity

The synthesis of 3-(Trifluoromethoxy)nitrobenzene typically involves the nitration of 3-(trifluoromethoxy)benzene or related precursors. The trifluoromethoxy group influences the regioselectivity of such reactions, directing incoming electrophiles to specific positions on the aromatic ring. The nitro group itself is a versatile functional handle; it can be readily reduced to an amine, which is a common starting point for a vast array of organic transformations, including diazotization, acylation, and alkylation.

This reactivity makes 3-(Trifluoromethoxy)nitrobenzene an excellent building block for creating:

  • Fluorinated Aromatics: Essential components in pharmaceuticals and advanced materials.
  • Amino Derivatives: Precursors for dyes, polymers, and active pharmaceutical ingredients.
  • Complex Heterocycles: Structures often found in biologically active molecules.

Sourcing and Industrial Significance

For those looking to buy 3-(Trifluoromethoxy)nitrobenzene, sourcing from reliable manufacturers is crucial. High purity, often specified as ≥98.0%, ensures predictable outcomes in synthesis. China-based suppliers, such as NINGBO INNO PHARMCHEM CO.,LTD., are prominent providers of this intermediate. They offer competitive pricing and consistent quality, making them an attractive option for both research laboratories and industrial production. Understanding the chemical properties and synthesis routes empowers chemists to leverage this compound effectively in their projects.