Cas no 467442-07-5 (4-Bromomethyl-3-chlorobenzoic acid)

4-Bromomethyl-3-chlorobenzoic acid is a versatile aromatic carboxylic acid derivative featuring both bromomethyl and chloro substituents on the benzene ring. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of reactive functional groups—bromomethyl for nucleophilic substitution and carboxylic acid for further derivatization—enhances its utility in cross-coupling reactions, esterifications, and amide formations. Its well-defined structure and high purity make it suitable for precise synthetic applications. The compound is typically handled under controlled conditions due to its reactivity, ensuring optimal performance in research and industrial processes.
4-Bromomethyl-3-chlorobenzoic acid structure
467442-07-5 structure
Product Name:4-Bromomethyl-3-chlorobenzoic acid
CAS No:467442-07-5
MF:C8H6BrClO2
MW:249.489040851593
MDL:MFCD11870773
CID:2132573
PubChem ID:21924995
Update Time:2025-11-02

4-Bromomethyl-3-chlorobenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Bromomethyl-3-chlorobenzoic acid
    • 4-(Bromomethyl)-3-chlorobenzoic acid
    • 467442-07-5
    • 4-Bromomethyl-3-chloro-benzoic acid
    • DTXSID30620215
    • QUKWHRILDXJHEI-UHFFFAOYSA-N
    • SCHEMBL2259867
    • AKOS032960843
    • DTXCID90570969
    • MDL: MFCD11870773
    • Inchi: 1S/C8H6BrClO2/c9-4-6-2-1-5(8(11)12)3-7(6)10/h1-3H,4H2,(H,11,12)
    • InChI Key: QUKWHRILDXJHEI-UHFFFAOYSA-N
    • SMILES: BrCC1C=CC(C(=O)O)=CC=1Cl

Computed Properties

  • Exact Mass: 247.92397Da
  • Monoisotopic Mass: 247.92397Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 174
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.9
  • Topological Polar Surface Area: 37.3?2

Experimental Properties

  • Density: 1.739
  • Boiling Point: 352 oC
  • Flash Point: 167 oC

4-Bromomethyl-3-chlorobenzoic acid Pricemore >>

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4-Bromomethyl-3-chlorobenzoic acid Related Literature

Additional information on 4-Bromomethyl-3-chlorobenzoic acid

4-Bromomethyl-3-chlorobenzoic Acid (CAS 467442-07-5): A Versatile Chemical Intermediate for Pharmaceutical and Material Science Applications

4-Bromomethyl-3-chlorobenzoic acid (CAS 467442-07-5) is a highly valuable aromatic carboxylic acid derivative that has gained significant attention in modern synthetic chemistry. This white to off-white crystalline powder, with a molecular formula of C8H6BrClO2, serves as a crucial building block in organic synthesis, particularly in the pharmaceutical and material science industries. The compound's unique structural features - containing both bromomethyl and chloro substituents on the benzene ring - make it exceptionally reactive for various coupling reactions and functional group transformations.

The growing interest in 4-Bromomethyl-3-chlorobenzoic acid synthesis reflects current research trends toward developing more efficient drug intermediates. Recent studies highlight its application in creating novel non-steroidal anti-inflammatory drugs (NSAIDs) precursors and liquid crystal materials. The compound's dual functional groups allow for selective modifications, answering the frequent search query "how to selectively modify bromomethyl group in presence of chloro substituent" that many synthetic chemists encounter.

From a physicochemical properties perspective, 4-Bromomethyl-3-chlorobenzoic acid typically appears as crystalline solid with melting point ranging between 145-150°C. Its solubility profile shows moderate solubility in polar organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but limited solubility in water, making it ideal for various organic reactions. These characteristics address common laboratory questions about "solubility of bromomethyl chlorobenzoic acid derivatives" often searched by researchers.

The synthetic applications of CAS 467442-07-5 are particularly noteworthy in medicinal chemistry. It serves as a key precursor for developing targeted drug delivery systems, especially in cancer research where scientists frequently search for "benzoic acid derivatives for drug conjugation." The bromomethyl group readily participates in nucleophilic substitution reactions, allowing attachment of various pharmacophores, while the carboxylic acid enables further derivatization through esterification or amide formation.

In material science, 4-Bromomethyl-3-chlorobenzoic acid finds application in creating advanced polymeric materials. Researchers investigating "halogenated benzoic acids for polymer modification" will find this compound particularly useful for introducing reactive sites into polymer backbones. The compound's ability to participate in both free radical polymerization and condensation reactions makes it versatile for creating specialty polymers with tailored properties.

The safety profile of 4-Bromomethyl-3-chlorobenzoic acid follows standard laboratory chemical handling protocols. While not classified as extremely hazardous, proper personal protective equipment (PPE) including gloves and safety goggles should be used when handling, addressing common workplace safety queries about "handling brominated aromatic compounds." Storage recommendations suggest keeping the compound in a cool, dry place away from strong oxidizers, with particular attention to its stability under various conditions - a frequent concern for purchasers searching for "shelf life of halogenated benzoic acids."

Market trends indicate growing demand for CAS 467442-07-5, particularly from pharmaceutical companies developing next-generation small molecule therapeutics. The compound's price and availability fluctuate based on raw material costs for bromination reagents and chlorinated precursors, making "4-Bromomethyl-3-chlorobenzoic acid price trends" a common search term among procurement specialists. Recent advancements in synthetic methodologies have improved yields, reducing production costs and making this intermediate more accessible for research purposes.

Quality control of 4-Bromomethyl-3-chlorobenzoic acid typically involves HPLC analysis and melting point determination, with purity specifications usually exceeding 97% for research-grade material. Analytical chemists often search for "HPLC methods for bromomethyl chlorobenzoic acid analysis," highlighting the need for standardized testing protocols. The compound's stability under various storage conditions and compatibility with common reagents are additional quality considerations for end-users.

Environmental considerations for 4-Bromomethyl-3-chlorobenzoic acid disposal follow standard protocols for halogenated organic compounds. While not classified as a persistent organic pollutant, proper waste management is essential, addressing environmental safety questions frequently raised in laboratory settings. Recent developments in green chemistry approaches have explored more sustainable synthesis routes for such intermediates, aligning with current industry trends toward environmentally friendly production methods.

Future research directions for CAS 467442-07-5 include exploration of its potential in metal-organic frameworks (MOFs) and as a linker in bioconjugation chemistry. These applications respond to emerging search trends about "benzoic acid derivatives in nanotechnology" and "heterobifunctional crosslinkers for bioconjugation." The compound's versatility ensures its continued relevance in cutting-edge chemical research, with new applications regularly being discovered and published in scientific literature.

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