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CS-W001157 4
Total: USD 88.00

3-Chlorophenylacetylene

  • CAS No. 766-83-6

  • Cat. No. CS-W004103
  • Purity≥98%
  • MDL No.MFCD03839984

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

3-Chlorophenylacetylene|CS-W004103

Structure of 766-83-6

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General Information

  • CAS No. 766-83-6
  • Cat. No. CS-W004103
  • Purity ≥98%
  • MDL No. MFCD03839984
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅Cl
  • Molecular Weight 136.58
  • Synonym(s) m-Chlorophenylacetylene; 3-Chlorophenylacetylene
  • SMILES C#CC1=CC(Cl)=CC=C1

Description

3-Chlorophenylacetylene is a bench-stable, moisture-tolerant alkyne featuring a chlorinated phenyl ring that enables direct incorporation into cross-coupling and click chemistry workflows. This electron-deficient acetylene integrates efficiently into complex architectures under standard conditions.

Application

3-Chlorophenylacetylene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted phenylacetylenes. Its ortho-chloro substituent provides enhanced reactivity in Sonogashira and Glaser-type couplings while maintaining bench stability and ease of purification. The molecule functions effectively in the synthesis of conjugated materials, heterocycles, and complex pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Organic and biomolecular chemistry, , vol. 1, # 3 p. 498 - 506
  • Route2
    • null|null
      99-02-5
    • ~%
    • In-stock
      3-Chlorophenylacetylene|CS-W004103
      766-83-6

    References

    • Journal of Organic Chemistry, , vol. 34, # 3 p. 505 - 509
  • Route3
    • In-stock
      1-Chloro-3-iodobenzene,98% (stabilized with Cu)|CS-W007365
      625-99-0
    • null|null
      74-86-2
    • ~%
    • In-stock
      3-Chlorophenylacetylene|CS-W004103
      766-83-6
    • 1,2-Bis(3-chlorophenyl)ethyne|CS-0511299
      5216-30-8

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 5 p. 449 - 451

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315
Precautionary Statements : P210-P264-P280-P302+P352-P362-P370+P378-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.3213
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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