For chemists, researchers, and product formulators, a deep understanding of chemical compounds is fundamental to innovation. Today, we delve into the molecular blueprint of 2'-Amino-5'-chloro-2,2,2-trifluoroacetophenone (CAS: 214353-17-0), a molecule of significant interest, particularly within the pharmaceutical industry. By dissecting its structure, properties, and common applications, we aim to provide valuable insights for those looking to buy or utilize this compound.

Unpacking the Molecular Structure and Nomenclature

The chemical name, 2'-Amino-5'-chloro-2,2,2-trifluoroacetophenone, precisely describes its architecture:

  • Acetophenone: The core structure is an acetophenone, which is a phenyl methyl ketone.
  • 2'-Amino: An amino group (-NH2) is attached to the '2' position (ortho position) of the phenyl ring, relative to the acetyl group.
  • 5'-chloro: A chlorine atom (-Cl) is located at the '5' position (meta position) of the phenyl ring, also relative to the acetyl group.
  • 2,2,2-trifluoro: The methyl group of the acetyl moiety is replaced by a trifluoromethyl group (-CF3).
This results in the molecular formula C8H5ClF3NO. The presence of the trifluoromethyl group significantly influences the molecule's electronic properties and stability, making it a valuable synthon.

Key Physical and Chemical Properties

Understanding the physical and chemical characteristics of 2'-Amino-5'-chloro-2,2,2-trifluoroacetophenone is crucial for its handling, storage, and application. Key properties include:

  • Appearance: Typically described as a white to light yellow crystalline powder. This physical form is advantageous for handling and weighing in laboratory and industrial settings.
  • Purity: It is commonly supplied with an assay of ≥98.0%. High purity is essential for its role as a pharmaceutical intermediate, minimizing side reactions and ensuring the quality of the final API.
  • Molecular Weight: Approximately 223.58 g/mol (based on C8H5ClF3NO). Note that some sources may list variations if it refers to hydrochloride salts or hydrates. The primary C8H5ClF3NO structure has a molecular weight of 223.58.
  • Solubility: Information on solubility might vary, but such aromatic compounds are often soluble in organic solvents like dichloromethane, ethyl acetate, and less soluble in water.
  • Stability: The trifluoromethyl group can enhance thermal and chemical stability. However, like many amines, it may be sensitive to strong oxidizing agents and light. Storage in a cool, well-ventilated place, protected from light, is generally recommended.

Primary Application: A Cornerstone for Efavirenz Synthesis

The most prominent application of 2'-Amino-5'-chloro-2,2,2-trifluoroacetophenone is its role as a critical intermediate in the synthesis of Efavirenz (CAS: 154598-52-4). Efavirenz is a non-nucleoside reverse transcriptase inhibitor (NNRTI) widely used in combination therapy for HIV/AIDS treatment. The specific chemical arrangement of the trifluoroacetophenone derivative is integral to forming the core structure of Efavirenz through subsequent reaction steps. The demand for this intermediate directly correlates with the global need for effective HIV therapies.

Beyond Efavirenz: Potential in Further Synthesis

While Efavirenz synthesis is its main use, the functional groups present in 2'-Amino-5'-chloro-2,2,2-trifluoroacetophenone suggest its potential utility in other areas of organic synthesis. The amine group can undergo various derivatizations, the chlorine atom can participate in cross-coupling reactions, and the trifluoromethyl ketone moiety can be further modified. This versatility makes it an attractive building block for researchers exploring new drug candidates or novel materials.

Where to Buy and What to Expect

For scientists and procurement specialists looking to purchase 2'-Amino-5'-chloro-2,2,2-trifluoroacetophenone, sourcing from reliable manufacturers and suppliers is key. Companies offering this product typically emphasize its high purity, consistent quality, and suitability for pharmaceutical applications. When making a purchase, ensure you request a detailed Certificate of Analysis and inquire about packaging options and delivery timelines. Manufacturers in China are often prominent suppliers, providing competitive pricing for both R&D and commercial quantities. Understanding the chemical blueprint of this compound empowers informed decision-making in its procurement and application.