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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-1-ethynylbenzene

  • CAS No. 75717-77-0

  • Cat. No. CS-0038398
  • Purity≥98%
  • MDL No.MFCD11655752

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

2,4-Dichloro-1-ethynylbenzene|CS-0038398

Structure of 75717-77-0

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General Information

  • CAS No. 75717-77-0
  • Cat. No. CS-0038398
  • Purity ≥98%
  • MDL No. MFCD11655752
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Cl₂
  • Molecular Weight 171.02
  • Synonym(s) 2,4-dichloro ethynylbenzene
  • SMILES C#CC1=CC=C(C=C1Cl)Cl

Description

2,4-Dichloro-1-ethynylbenzene features a reactive alkyne handle flanked by two electron-withdrawing chlorine atoms, enabling efficient coupling in transition-metal-catalyzed transformations. This bench-stable arylacetylene integrates readily into conjugated frameworks and serves as a robust building block for functionalized arenes under standard conditions.

Application

2,4-Dichloro-1-ethynylbenzene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of conjugated biaryl and heteroaryl architectures. The ethynyl group facilitates Sonogashira coupling with aryl halides, while the dichloro substitution pattern supports sequential functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis of complex scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1
    • 2,4-Dichlorobenzaldehyde Miconazole  Impurity|CS-0229177
      874-42-0
    • ~39%
    • In-stock
      2,4-Dichloro-1-ethynylbenzene|CS-0038398
      75717-77-0

    References

    • Arioli, Federica; Borrelli, Stella; Colombo, Francesco; Falchi, Federico; Filippi, Irene; Crespan, Emmanuele; Naldini, Antonella; Scalia, Giusy; Silvani, Alessandra; Maga, Giovanni; Carraro, Fabio; Botta, Maurizio; Passarella, Daniele ChemMedChem, 2011 , vol. 6, # 11 p. 2009 - 2018
  • Route2
    • null|null
      41605-69-0
    • ~%
    • In-stock
      2,4-Dichloro-1-ethynylbenzene|CS-0038398
      75717-77-0

    References

    • Musso, David L; Clarke, Morris J; Kelley, James L; Boswell, G Evan; Chen, Grace Organic and biomolecular chemistry, 2003 , vol. 1, # 3 p. 498 - 506
  • Route3
    • null|null
      120-83-2
    • ~%
    • In-stock
      2,4-Dichloro-1-ethynylbenzene|CS-0038398
      75717-77-0

    References

    • Musso, David L; Clarke, Morris J; Kelley, James L; Boswell, G Evan; Chen, Grace Organic and biomolecular chemistry, 2003 , vol. 1, # 3 p. 498 - 506

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   0
  • LogP   2.9747
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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