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CS-W001157 4
Total: USD 88.00

2-Amino-2-(4-chlorophenyl)acetic acid

  • CAS No. 6212-33-5

  • Cat. No. CS-W002237
  • Purity≥98%
  • MDL No.MFCD00049328

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

2-Amino-2-(4-chlorophenyl)acetic acid|CS-W002237

Structure of 6212-33-5

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General Information

  • CAS No. 6212-33-5
  • Cat. No. CS-W002237
  • Purity ≥98%
  • MDL No. MFCD00049328
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈ClNO₂
  • Molecular Weight 185.61
  • Synonym(s) None
  • SMILES O=C(O)C(N)C1=CC=C(Cl)C=C1

Description

2-Amino-2-(4-chlorophenyl)acetic acid features a benzylic amino group flanked by a para-chlorophenyl moiety, delivering enhanced stability and solubility in polar solvents. This scaffold integrates readily into bioactive molecule synthesis, particularly as a chiral building block for pharmaceutical intermediates requiring defined stereochemistry and metabolic resistance.

Application

2-Amino-2-(4-chlorophenyl)acetic acid serves as a key building block in the synthesis of pharmaceutically relevant heterocycles and amino acid derivatives. Its ortho-substituted aryl group imparts enhanced metabolic stability, while the pendant amine and carboxylic acid enable straightforward derivatization via coupling reactions. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 2-(4-Chlorophenyl)-2-(hydroxyimino)acetic acid|CS-1679124
      1353886-52-8
    • ~92%
    • In-stock
      2-Amino-2-(4-chlorophenyl)acetic acid|CS-W002237
      6212-33-5

    References

    • Liu, Shouxin; Yang, Yihua; Zhen, Xiaoli; Li, Junzhang; He, Huimin; Feng, Juan; Whiting, Andrew Organic and Biomolecular Chemistry, 2012 , vol. 10, # 3 p. 663 - 670
  • Route2

    References

    • Talwar, Dinesh; Salguero, Noemi Poyatos; Robertson, Craig M.; Xiao, Jianliang Chemistry - A European Journal, 2014 , vol. 20, # 1 p. 245 - 252
  • Route3
    • 5-(4-Chlorophenyl)imidazolidine-2,4-dione|CS-0071599
      6212-32-4
    • ~70%
    • In-stock
      2-Amino-2-(4-chlorophenyl)acetic acid|CS-W002237
      6212-33-5

    References

    • Pinna, G. A.; Gavini, E.; Cignarella, G.; Scolastico, S.; Fadda, P. European Journal of Medicinal Chemistry, 1995 , vol. 30, # 6 p. 515 - 520

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.4244
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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