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CS-W001157 4
Total: USD 88.00

2-Chloro-2-phenylacetic acid

  • CAS No. 4755-72-0

  • Cat. No. CS-0040444
  • Purity≥96%
  • MDL No.MFCD00037753

*For research and further manufacturing use only, not for direct human use.

2-Chloro-2-phenylacetic acid|CS-0040444

Structure of 4755-72-0

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General Information

  • CAS No. 4755-72-0
  • Cat. No. CS-0040444
  • Purity ≥96%
  • MDL No. MFCD00037753
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₂
  • Molecular Weight 170.59
  • Synonym(s) α-Chlorophenylacetic acid; Chlorophenylacetic acid; α-Chlorobenzeneacetic acid
  • SMILES O=C(O)C(Cl)C1=CC=CC=C1

Description

2-Chloro-2-phenylacetic acid features a benzylic chlorine atom flanked by a phenyl ring and carboxylic acid group, enabling direct functionalization in synthesis. This electron-deficient acetic acid derivative integrates readily into pharmaceutical intermediates and serves as a key building block for bioactive molecules requiring steric bulk and enhanced reactivity.

Application

2-Chloro-2-phenylacetic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of pharmaceutically relevant scaffolds through nucleophilic substitution and condensation reactions. Its benzylic chloride functionality facilitates efficient derivatization while maintaining bench stability and compatibility with common protecting group strategies. The molecule exhibits excellent functional group tolerance and is readily purified by recrystallization, making it well-suited for scalable synthesis and medicinal chemistry applications.

Synthesis

  • Route1
    • null|null
      98-87-3
    • null|null
      124-38-9
    • ~55%
    • null|null
      103-82-2
    • In-stock
      2-Chloro-2-phenylacetic acid|CS-0040444
      4755-72-0
    • In-stock
      2-Phenylmalonic acid|CS-W017219
      2613-89-0

    References

    • Silvestri, G.; Gambino, S.; Filardo, G.; Greco, G.; Gulotta, A. Tetrahedron Letters, 1984 , vol. 25, # 38 p. 4307 - 4308
  • Route2
    • 2,2,2-Trichloro-1-phenylethan-1-ol|CS-0251666
      2000-43-3
    • ~0%
    • In-stock
      2-Chloro-2-phenylacetic acid|CS-0040444
      4755-72-0
    • null|null
      100-52-7

    References

    • Reeve, Wilkins; McKee, James R.; Brown, Robert; Lakshmanan, Sitarama; McKee, Gertrude A. Canadian Journal of Chemistry, 1980 , vol. 58, p. 485 - 493
  • Route3
    • 2,2,2-Trichloro-1-phenylethan-1-ol|CS-0251666
      2000-43-3
    • ~0%
    • In-stock
      2-Chloro-2-phenylacetic acid|CS-0040444
      4755-72-0
    • null|null
      100-52-7
    • (R)-2-Hydroxy-2-phenylacetic acid  Pregabalin Impurity|CS-0167074
      611-71-2

    References

    • Jozitsch Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1897 , vol. 29, p. 111 Chem. Zentralbl., 1897 , vol. 68, # I p. 1015

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.0511
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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