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CS-W001157 4
Total: USD 88.00

p-Chlorobenzanilide

  • CAS No. 6833-15-4

  • Cat. No. CS-0015367
  • Purity≥98%
  • MDL No.None

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

p-Chlorobenzanilide|CS-0015367

Structure of 6833-15-4

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General Information

  • CAS No. 6833-15-4
  • Cat. No. CS-0015367
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₀ClNO
  • Molecular Weight 231.68
  • Synonym(s) N-Phenyl-4-chlorobenzamide; N-Phenyl-p-chlorobenzamide; NSC 404952; 4-Chlorobenzanilide
  • SMILES O=C(NC1=CC=CC=C1)C2=CC=C(Cl)C=C2

Description

p-Chlorobenzanilide is a bench-stable aryl amide featuring a para-chlorophenyl group linked to a benzamide scaffold. This electron-deficient amide integrates readily into synthetic sequences requiring stable, moisture-tolerant coupling intermediates. The chlorine substituent enhances reactivity in electrophilic substitution and provides a handle for further functionalization.

Application

p-Chlorobenzanilide serves as a versatile amide building block in medicinal chemistry and materials science, enabling direct incorporation of aromatic amide functionality into target molecules. Its stability under standard reaction conditions, combined with orthogonal reactivity of the aniline and benzoic acid moieties, facilitates downstream transformations such as electrophilic substitution, Suzuki coupling, and N-alkylation. The chlorine substituent provides a handle for further functionalization, while the amide linkage offers enhanced metabolic stability and conformational rigidity—key attributes in API development.

Synthesis

  • Route1
    • null|null
      74497-02-2
    • 4-Chlorobenzoic acid Bezafibrate Impurity|CS-0229800
      74-11-3
    • ~97%
    • In-stock
      p-Chlorobenzanilide|CS-0015367
      6833-15-4

    References

    • Hosseini-Sarvari, Mona; Sodagar, Esmat; Doroodmand, Mohammad Mahdi Journal of Organic Chemistry, 2011 , vol. 76, # 8 p. 2853 - 2859
  • Route2
    • In-stock
      4-Chlorobenzaldehyde|CS-W008778
      104-88-1
    • null|null
      74497-02-2
    • ~96%
    • In-stock
      p-Chlorobenzanilide|CS-0015367
      6833-15-4

    References

    • Guo, Zhiqiang; Liu, Qiao; Wei, Xuehong; Zhang, Yongbin; Tong, Hongbo; Chao, Jianbin; Guo, Jianping; Liu, Diansheng Organometallics, 2013 , vol. 32, # 16 p. 4677 - 4683
  • Route3
    • null|null
      74497-02-2
    • In-stock
      p-Chlorotoluol|CS-D1681
      873-76-7
    • ~94%
    • In-stock
      p-Chlorobenzanilide|CS-0015367
      6833-15-4

    References

    • Wang, Ye; Zhu, Dapeng; Tang, Lin; Wang, Sujing; Wang, Zhiyong Angewandte Chemie - International Edition, 2011 , vol. 50, # 38 p. 8917 - 8921

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   29.1
  • LogP   3.5923
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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