2'-Chloro-4'-fluoroacetophenone: Properties, Uses & FAQs

2'-Chloro-4'-fluoroacetophenone is a halogenated aromatic ketone widely used as a key intermediate in pharmaceutical synthesis and organic chemistry research.

Chemical Name

2'-Chloro-4'-fluoroacetophenone

Molecular Formula

C₈H₆ClFO

Molecular Weight

172.58 g/mol

Functional Groups

Aryl ketone, aryl chloride, aryl fluoride

Primary Application

Pharmaceutical intermediate and building block in organic synthesis

Aladdin SKU

C133992

Chemical Identity and Physical Properties

2'-Chloro-4'-fluoroacetophenone is an aromatic ketone bearing both a chloro substituent at the 2-position and a fluoro substituent at the 4-position of the phenyl ring, with an acetyl group attached. Its molecular formula is C₈H₆ClFO and its molecular weight is 172.58 g/mol. The compound belongs to the class of halogenated acetophenones, which are characterized by the presence of electron-withdrawing halogen atoms on the aromatic ring. These substituents significantly influence the electrophilicity of the carbonyl carbon and the reactivity of the aromatic ring, making this compound a versatile reagent in synthetic chemistry. It is typically a solid or low-melting crystalline material at room temperature.

Applications in Organic Synthesis and Pharmaceutical Research

2'-Chloro-4'-fluoroacetophenone serves as an important building block and intermediate in organic and medicinal chemistry. The dual halogen substitution pattern provides orthogonal reactivity handles: the aryl chloride can participate in metal-catalyzed cross-coupling reactions such as Suzuki, Negishi, or Buchwald-Hartwig couplings, while the aryl fluoride contributes metabolic stability and lipophilicity in drug candidates. The ketone functionality itself can be exploited in reductions, condensations, cyclizations, and reactions with nucleophiles to construct complex heterocyclic frameworks. This compound is frequently employed in the synthesis of pharmacologically active molecules, including potential kinase inhibitors and other therapeutic agents.

Handling, Storage, and Safety Considerations

As with all halogenated aromatic ketones, appropriate laboratory safety precautions should be observed when working with 2'-Chloro-4'-fluoroacetophenone. Personal protective equipment including laboratory gloves, safety goggles, and a lab coat should be worn at all times. Work should be conducted in a well-ventilated fume hood to avoid inhalation of dust or vapors. The compound should be stored in a cool, dry, well-ventilated area, away from incompatible materials such as strong oxidizers and strong bases. Containers should be kept tightly sealed when not in use. Researchers are strongly advised to consult the Safety Data Sheet (SDS) provided by Aladdin Scientific before use for specific hazard classifications, first-aid measures, and disposal regulations applicable in their jurisdiction.

Purity, Specifications, and Quality Assurance

Aladdin Scientific supplies 2'-Chloro-4'-fluoroacetophenone (SKU: C133992) as a research-grade reagent. Purity is confirmed using standard analytical techniques, which may include high-performance liquid chromatography (HPLC), gas chromatography (GC), and nuclear magnetic resonance (NMR) spectroscopy. Researchers requiring a Certificate of Analysis (CoA) for a specific lot number can request this document directly from Aladdin Scientific's customer service team or download it from the product page. It is recommended to verify purity specifications match the requirements of the intended application prior to ordering, particularly for sensitive biological assays or regulatory submissions.

Ordering and Availability

2'-Chloro-4'-fluoroacetophenone is available from Aladdin Scientific under SKU C133992. Researchers and procurement teams can place orders directly through the Aladdin Scientific website or by contacting a sales representative. Multiple pack sizes may be available to suit laboratory needs ranging from small-scale exploratory synthesis to larger preparative work. For bulk quantities, custom packaging, or pricing inquiries, please contact Aladdin Scientific's sales or technical support team. Availability is subject to current stock levels; customers are advised to check the product page for real-time inventory status and lead times.

Frequently asked questions

What is 2'-Chloro-4'-fluoroacetophenone used for in research?

2'-Chloro-4'-fluoroacetophenone is primarily used as a synthetic intermediate and building block in organic and medicinal chemistry. It is valued for its dual halogen substitution, enabling cross-coupling reactions via the aryl chloride and providing metabolic stability via the aryl fluoride, while the ketone moiety offers further functionalization opportunities for constructing complex molecules including potential pharmaceutical candidates.

How should 2'-Chloro-4'-fluoroacetophenone be stored to maintain stability?

The compound should be stored in a cool, dry, and well-ventilated location, away from heat sources, strong oxidizers, and strong bases. Containers must be kept tightly closed when not in use to prevent moisture uptake and degradation. Always consult the product's Safety Data Sheet (SDS) and Certificate of Analysis (CoA) for lot-specific storage recommendations.

What is the molecular formula and molecular weight of 2'-Chloro-4'-fluoroacetophenone?

The molecular formula of 2'-Chloro-4'-fluoroacetophenone is C₈H₆ClFO, and its molecular weight is 172.58 g/mol. These values are essential for accurate preparation of solutions and reaction stoichiometry calculations in laboratory settings.

How can I obtain a Certificate of Analysis (CoA) for Aladdin's 2'-Chloro-4'-fluoroacetophenone?

A Certificate of Analysis for a specific lot of 2'-Chloro-4'-fluoroacetophenone (SKU: C133992) can be requested directly from Aladdin Scientific's customer service team or may be downloadable from the product page on the Aladdin Scientific website using your lot number.

Is 2'-Chloro-4'-fluoroacetophenone suitable for use in Suzuki or other cross-coupling reactions?

Yes, the aryl chloride functionality in 2'-Chloro-4'-fluoroacetophenone makes it a candidate substrate for palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura coupling. However, aryl chlorides are generally less reactive than aryl bromides or iodides and may require optimized catalyst systems and reaction conditions for efficient coupling.

References

1. Aladdin Scientific product listing for 2'-Chloro-4'-fluoroacetophenone, SKU C133992.
2. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. (General reference for aromatic ketone reactivity and cross-coupling chemistry.)
3. Miyaura, N.; Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chemical Reviews, 1995, 95(7), 2457–2483. doi:10.1021/cr00039a007

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.