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CS-W001157 4
Total: USD 88.00

3-(3-Chlorophenyl)-3-oxopropanenitrile

  • CAS No. 21667-62-9

  • Cat. No. CS-W019269
  • Purity≥95%
  • MDL No.MFCD00067891

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

3-(3-Chlorophenyl)-3-oxopropanenitrile|CS-W019269

Structure of 21667-62-9

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General Information

  • CAS No. 21667-62-9
  • Cat. No. CS-W019269
  • Purity ≥95%
  • MDL No. MFCD00067891
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO
  • Molecular Weight 179.60
  • Synonym(s) 3-Chlorobenzoylacetonitrile,
  • SMILES C1=C(C(CC#N)=O)C=CC=C1Cl

Description

3-(3-Chlorophenyl)-3-oxopropanenitrile features a conjugated enone nitrile system with a chlorinated aromatic ring, enabling direct participation in Michael additions and heterocycle syntheses. The electron-withdrawing nitrile and carbonyl groups enhance reactivity while maintaining stability under standard bench conditions.

Application

3-(3-Chlorophenyl)-3-oxopropanenitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzene derivatives via Michael addition and heterocycle formation. Its α,β-unsaturated nitrile functionality facilitates conjugate addition reactions with nucleophiles, while the ortho-chlorophenyl group provides a handle for further functionalization. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      Ethyl 3-chlorobenzoate|CS-W001093
      1128-76-3
    • null|null
      75-05-8
    • ~87%
    • In-stock
      3-(3-Chlorophenyl)-3-oxopropanenitrile|CS-W019269
      21667-62-9

    References

    • Gao, Yang; Wang, Hui; Xu, Minghua; Lian, Hongzhen; Pan, Yi; Shi, Yaozeng Organic Preparations and Procedures International, 2001 , vol. 33, # 4 p. 351 - 356
  • Route2
    • In-stock
      3-Chlorobenzyl alcohol|CS-W018271
      873-63-2
    • null|null
      75-05-8
    • ~83%
    • In-stock
      3-(3-Chlorophenyl)-3-oxopropanenitrile|CS-W019269
      21667-62-9

    References

    • Shen, Jiaxuan; Yang, Dejun; Liu, Yuxiao; Qin, Shuangshuang; Zhang, Jingwu; Sun, Jiangkai; Liu, Chunhui; Liu, Chaoyang; Zhao, Xiaomei; Chu, Changhu; Liu, Renhua Organic Letters, 2014 , vol. 16, # 2 p. 350 - 353
  • Route3
    • In-stock
      Methyl 3-chlorobenzoate|CS-B1792
      2905-65-9
    • null|null
      75-05-8
    • ~70%
    • In-stock
      3-(3-Chlorophenyl)-3-oxopropanenitrile|CS-W019269
      21667-62-9

    References

    • Bruni; Selleri; Costanzo; Guerrini; Ciciani; Costagli; Sacco; Donato Farmaco, 1997 , vol. 52, # 10 p. 639 - 643

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   40.86
  • LogP   2.43638
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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