Cas no 13737-36-5 (4-(Bromomethyl)phenylacetic acid)

4-(Bromomethyl)phenylacetic acid is a brominated aromatic compound commonly used as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its key structural features include a reactive bromomethyl group and a carboxylic acid functionality, enabling versatile derivatization for cross-coupling reactions, esterification, or amide formation. The compound is valued for its stability under controlled conditions and its role in constructing complex molecular frameworks. It is typically handled under inert atmospheres due to the sensitivity of the benzylic bromide moiety. Suitable for Grignard reactions or nucleophilic substitutions, it offers synthetic flexibility in medicinal chemistry and material science research. Purity and precise stoichiometry are critical for optimal performance in target transformations.
4-(Bromomethyl)phenylacetic acid structure
13737-36-5 structure
Product Name:4-(Bromomethyl)phenylacetic acid
CAS No:13737-36-5
MF:C9H9BrO2
MW:229.070562124252
MDL:MFCD00010632
CID:49454
PubChem ID:4519056
Update Time:2025-06-15

4-(Bromomethyl)phenylacetic acid Chemical and Physical Properties

Names and Identifiers

    • 4-(Bromomethyl)phenylacetic acid
    • 4-Bromomethylphenylacetic acid
    • 4'-(Bromo-methyl)phenylacetic acid
    • 2-(4-(Bromomethyl)phenyl)acetic acid
    • 4-(Bromomethyl) Benzene Acetic Acid
    • Br-PAM-Linker
    • p-(Bromomethyl)phenylacetic Acid
    • 2-[4-(bromomethyl)phenyl]acetic acid
    • 4-(Carboxymethyl)benzyl Bromide
    • PAM ACID
    • 4-(Bromomethyl)
    • 4-(BroMMethyl)phenylaceticacid
    • p-(Carboxymethyl)benzyl bromide
    • 4-(Bromomethyl)phenylacetic acid 97%
    • 4-(Bromomethyl)phenylacetic acid,97%
    • Benzeneacetic acid, 4-(bromomethyl)-
    • 4-(bromomethyl)phenyl acetic acid
    • 4-(Bromomethyl)phenylaceticAcid
    • [4-(bromomethyl)phenyl]acetic acid
    • (4-Bromomethyl-phenyl)-acetic acid
    • zlchem 1333
    • P-(BROMOMETHYL)PHENYLACE
    • DTXSID40403874
    • 4-bromomethyl-phenylacetic acid
    • FT-0617899
    • A18183
    • AKOS015889766
    • 2-[4-(bromomethyl)phenyl]acetic acid??
    • STR05439
    • (4-bromomethyl-phenyl)acetic acid
    • AM808213
    • CS-0009682
    • SY017383
    • SY278691
    • WCOCCXZFEJGHTC-UHFFFAOYSA-N
    • (4-bromomethylphenyl)-acetic acid
    • J-007014
    • 4-bromomethylphenyl acetic acid
    • B1351
    • AC-1560
    • 4-(Bromomethyl)phenylacetic acid, 95%
    • 4-carboxymethylbenzyl bromide
    • 13737-36-5
    • 2-(4-bromomethyl-phenyl)-acetic acid
    • SCHEMBL219773
    • EN300-101623
    • 4-bromomethyl phenylacetic acid
    • J-513672
    • MFCD00010632
    • FT-0616715
    • 4(bromomethyl)phenyl acetic acid
    • 4-bromomethyl-phenyl-acetic acid
    • p-bromomethylphenylacetic acid
    • (4-bromomethylphenyl)acetic acid
    • 4-bromomethyl phenyl acetic acid
    • DB-001268
    • DTXCID10354728
    • MDL: MFCD00010632
    • Inchi: 1S/C9H9BrO2/c10-6-8-3-1-7(2-4-8)5-9(11)12/h1-4H,5-6H2,(H,11,12)
    • InChI Key: WCOCCXZFEJGHTC-UHFFFAOYSA-N
    • SMILES: BrCC1C=CC(=CC=1)CC(=O)O
    • BRN: 2360711

Computed Properties

  • Exact Mass: 227.97900
  • Monoisotopic Mass: 227.979
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 151
  • 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: 2.1
  • Topological Polar Surface Area: 37.3

Experimental Properties

  • Color/Form: White or light brown powder
  • Density: 1.565
  • Melting Point: 178.0 to 183.0 deg-C
  • Boiling Point: 343.1±22.0 °C at 760 mmHg
  • Flash Point: 161.3℃
  • Refractive Index: 1.599
  • PSA: 37.30000
  • LogP: 2.20860
  • Solubility: Insoluble

4-(Bromomethyl)phenylacetic acid Security Information

4-(Bromomethyl)phenylacetic acid Customs Data

  • HS CODE:2916399090
  • Customs Data:

    China Customs Code:

    2916399090

    Overview:

    2916399090 Other aromatic monocarboxylic acids. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Summary:

    2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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4-(Bromomethyl)phenylacetic acid Production Method

4-(Bromomethyl)phenylacetic acid Related Literature

Additional information on 4-(Bromomethyl)phenylacetic acid

Introduction to 4-(Bromomethyl)phenylacetic Acid (CAS No. 13737-36-5)

4-(Bromomethyl)phenylacetic acid, with the chemical formula C8H7BrO2, is a versatile intermediate in organic synthesis and pharmaceutical research. This compound, identified by its CAS number CAS No. 13737-36-5, has garnered significant attention due to its utility in the development of novel therapeutic agents and fine chemicals. The presence of both a bromomethyl group and a phenylacetic acid moiety makes it a valuable building block for constructing more complex molecules.

The bromomethyl group is a reactive handle that allows for further functionalization through nucleophilic substitution reactions, enabling the introduction of various pharmacophores. On the other hand, the phenylacetic acid moiety is known for its role in biological systems, particularly as a precursor to neurotransmitters and other bioactive molecules. This dual functionality makes 4-(Bromomethyl)phenylacetic acid an attractive candidate for medicinal chemists seeking to develop new drugs.

In recent years, there has been a surge in research focused on the development of small-molecule inhibitors targeting various disease pathways. One notable area of interest is the inhibition of enzymes involved in cancer metabolism. Studies have shown that phenylacetic acid derivatives can modulate metabolic pathways such as the tricarboxylic acid (TCA) cycle and fatty acid oxidation, which are often dysregulated in cancer cells. The bromomethyl group in 4-(Bromomethyl)phenylacetic acid provides a convenient entry point for designing such inhibitors by allowing selective attachment of pharmacophores that can interact with specific enzyme targets.

Another promising application of 4-(Bromomethyl)phenylacetic acid lies in the field of neurodegenerative diseases. Research indicates that phenylacetic acid derivatives can exhibit neuroprotective properties by interacting with neurotransmitter systems and reducing oxidative stress. For instance, studies have demonstrated that certain phenylacetic acid analogs can attenuate neuroinflammation and protect against neuronal damage in models of Alzheimer's and Parkinson's diseases. The reactivity of the bromomethyl group allows for the customization of these derivatives to optimize their pharmacological profiles.

The synthesis of 4-(Bromomethyl)phenylacetic acid typically involves bromination of phenylacetic acid or related precursors. Advanced synthetic techniques, such as palladium-catalyzed cross-coupling reactions, have also been employed to introduce the bromomethyl group with high selectivity and yield. These methods are crucial for ensuring the purity and functionality of the final product, which is essential for downstream applications in drug development.

In conclusion, 4-(Bromomethyl)phenylacetic acid (CAS No. 13737-36-5) is a multifunctional compound with significant potential in pharmaceutical research. Its unique structure combines reactivity with biological relevance, making it a valuable tool for developing new therapeutic agents targeting various diseases. As research continues to uncover new applications for this compound, its importance in medicinal chemistry is likely to grow further.

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