N-(4-bromo-3-fluorophenyl)acetamide RC00198

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:  www.cnroyalchem.com

Here is a detailed product description for   N-(4-Bromo-3-fluorophenyl)acetamide (CAS 351-30-4) :

1. Product Identification  *  Chemical Name:  N-(4-Bromo-3-fluorophenyl)acetamide *  Synonyms:  * 4'-Bromo-3'-fluoroacetanilide * 1-(4-Bromo-3-fluorophenyl)acetamide * Acetamide, N-(4-bromo-3-fluorophenyl)- * N-Acetyl-4-bromo-3-fluoroaniline *  CAS Registry Number:  351-30-4 *  Molecular Formula:  C₈H₇BrFNO *  Molecular Weight:  232.05 g/mol 

2 . Physical and Chemical Properties  *  Appearance:  Typically a white to off-white crystalline powder or solid. *  Melting Point:  Approximately 167-169 °C (literature value). *  Solubility:  * Slightly soluble to soluble in common organic solvents (e.g., dimethyl sulfoxide (DMSO), dimethylformamide (DMF), dichloromethane (DCM), ethyl acetate, methanol, ethanol, acetone). * Very low solubility in water. *  Stability:  Stable under recommended storage conditions (see section 9). May be sensitive to prolonged exposure to light, moisture, or strong oxidizing agents. Hydrolysis of the amide bond can occur under strongly acidic or basic conditions.

3 . Chemical Description  N-(4-Bromo-3-fluorophenyl)acetamide is an organic compound belonging to the class of  halogenated anilides  or  halogenated acetanilides . It features: * A benzene ring core. * An  acetamide group (-NHCOCH₃)  attached to the benzene ring (making it a secondary amide/anilide). *  Bromine (Br)  substituent at the  para  position relative to the acetamide attachment point (position 4). *  Fluorine (F)  substituent at the  meta  position relative to the acetamide attachment point (position 3). The presence of both bromine and fluorine atoms, along with the electron-withdrawing acetamide group, significantly influences its reactivity, making it a versatile  building block  in organic synthesis.

4 . Synthesis  A common synthetic route involves the direct  acetylation of 4-bromo-3-fluoroaniline : *  Reaction:  4-Bromo-3-fluoroaniline + Acetylating Agent (e.g., Acetic Anhydride or Acetyl Chloride) → N-(4-Bromo-3-fluorophenyl)acetamide. *  Conditions: Typically carried out in an inert solvent (like dichloromethane or ethyl acetate), often with a base (like pyridine or triethylamine) if acetyl chloride is used, or sometimes under neat conditions with acetic anhydride, at mild temperatures (e.g., 0°C to room temperature or gentle heating). 

5 . Applications (Primary Use)  *  Organic Synthesis Intermediate:  This is the primary application of CAS 351-30-4. It serves as a crucial  multifunctional building block  or  precursor  in the synthesis of more complex molecules, particularly in the fields of pharmaceuticals and agrochemicals. * The  bromine atom  is highly susceptible to various cross-coupling reactions (e.g., Suzuki, Stille, Negishi, Sonogashira) allowing for the introduction of diverse carbon-based substituents at the 4-position. * The  acetamide group  can be hydrolyzed (deacetylated) under controlled acidic or basic conditions to regenerate the corresponding aniline (4-bromo-3-fluoroaniline), which is itself a valuable intermediate. * The  fluorine atom  can participate in specific transformations or influence the electronic properties and binding of the final target molecule. * The specific substitution pattern (bromo  para  to acetamide, fluoro  meta  to acetamide) makes it useful for constructing molecules with defined regiochemistry.

6 . Potential Applications  *  Pharmaceutical Intermediates:  Used in the research and development of potential drug candidates. The bromine allows for diversification via coupling, the fluorine can enhance metabolic stability or binding affinity, and the aniline (after deprotection) can be further functionalized (e.g., diazotization, amide formation). *  Agrochemical Intermediates:  Used in the synthesis of potential herbicides, fungicides, or insecticides where the specific halogen pattern is beneficial. *  Material Science:  Potential use as a building block for specialty polymers or functional materials.

7 . Safety Information (GHS Classification - Typical/Hazardous)  *  GHS Pictograms:  (Potential) GHS07 (Exclamation Mark) *  Hazard Statements (H-Statements - Potential):  *  H315:  Causes skin irritation. *  H319:  Causes serious eye irritation. *  H335:  May cause respiratory irritation. *  Precautionary Statements (P-Statements - Recommended):  *  P261:  Avoid breathing dust/fume/gas/mist/vapours/spray. *  P264:  Wash hands thoroughly after handling. *  P271:  Use only outdoors or in a well-ventilated area. *  P280:  Wear protective gloves/protective clothing/eye protection/face protection. *  P302 + P352:  IF ON SKIN: Wash with plenty of soap and water. *  P305 + P351 + P338:  IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. *  P332 + P313:  If skin irritation occurs: Get medical advice/attention. *  P337 + P313:  If eye irritation persists: Get medical advice/attention. *  P362:  Take off contaminated clothing and wash before reuse. *  Safety Notes:  Handle in a well-ventilated fume hood. Avoid contact with skin, eyes, and clothing. Avoid generating dust. Use appropriate personal protective equipment (PPE) including safety glasses, gloves (e.g., nitrile), and lab coat. Refer to the Safety Data Sheet (SDS) for the specific batch before use.

8 . Storage  * Store in a cool (< 25°C), dry, well-ventilated place. * Keep container tightly closed. * Protect from light. * Store under inert atmosphere (e.g., nitrogen or argon) if long-term stability is critical or for highly purified material.

9 . Handling  * Handle according to good industrial hygiene and safety practice. * Minimize dust generation and accumulation. * Use non-sparking tools.