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TCI

CAS 1642-81-5

4-(Chloromethyl)benzoic Acid TCI C1212

4-(Chloromethyl)benzoic Acid TCI C1212

Chemical Identity

Other names
alpha-Chloro-p-toluic Acid
CAS No.
1642-81-5
PubChem
CID 74234·SID 87566235
Formula
C8H7ClO2
Molecular weight
170.59 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
4-(chloromethyl)benzoic acid
SMILES
C1=CC(=CC=C1CCl)C(=O)O
InChIKey
OITNBJHJJGMFBN-UHFFFAOYSA-N
MDL
MDL00002568
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TCI C1212 4-(Chloromethyl)benzoic Acid, CAS 1642-81-5, is a bifunctional aromatic building block carrying a reactive benzylic chloride and a carboxylic acid in a para relationship. The chloromethyl group alkylates amines, thiols, and oxygen nucleophiles, while the acid group can be activated for amide or ester formation, making the compound a convenient rigid linker. It is commonly applied to resin and surface functionalisation for solid-phase synthesis, as well as to conjugate and polymer preparation. AMI Scientific supplies a 25 g pack for research use; benzyl chloride derivatives are strong irritants, so weigh and transfer the material in a fume hood following the manufacturer's Safety Data Sheet.

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  • Lu et al. (2007). Synthesis, characterization, and fluorescence of end‐functionalized polystyrene initiated by 4‐chloromethyl benzoic acid and ethyl 4‐chloromethyl benzenecarboxylate via ATRP. Journal of Applied Polymer Science doi:10.1002/app.25516
  • Yan et al. (2020). The hemocompatibility of the modified polysulfone membrane with 4-(chloromethyl)benzoic acid and sulfonated hydroxypropyl chitosan. Colloids and Surfaces B: Biointerfaces doi:10.1016/j.colsurfb.2019.110769
  • Takamori et al. (2021). In vitro display evolution of IL-6R-binding unnatural peptides ribosomally initiated and cyclized with m-(chloromethyl)benzoic acid. Biochemical and Biophysical Research Communications doi:10.1016/j.bbrc.2020.11.123

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.