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CS-W001157 4
Total: USD 88.00

1,3-Dichloro-2-vinylbenzene

  • CAS No. 28469-92-3

  • Cat. No. CS-0197114
  • Purity≥98%
  • MDL No.None

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

1,3-Dichloro-2-vinylbenzene|CS-0197114

Structure of 28469-92-3

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General Information

  • CAS No. 28469-92-3
  • Cat. No. CS-0197114
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆Cl₂
  • Molecular Weight 173.04
  • Synonym(s) Benzene, 1,3-dichloro-2-ethenyl-
  • SMILES C=CC1=C(C=CC=C1Cl)Cl

Description

1,3-Dichloro-2-vinylbenzene features a vinyl group conjugated to an electron-deficient aromatic ring bearing two ortho-chloro substituents. This configuration enhances its reactivity in copolymerization and cross-coupling processes, enabling efficient incorporation into functional polymers and advanced materials under standard conditions.

Application

1,3-Dichloro-2-vinylbenzene serves as a versatile building block in cross-coupling chemistry and heterocycle synthesis. The vinyl group enables palladium-catalyzed coupling reactions, while the dichloro substitution pattern provides orthogonal reactivity for sequential functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      54509-73-8
    • In-stock
      1,3-Dichloro-2-iodobenzene|CS-W007909
      19230-28-5
    • ~85%
    • In-stock
      1,3-Dichloro-2-vinylbenzene|CS-0197114
      28469-92-3

    References

    • Smith, Craig R.; RajanBabu Tetrahedron, 2010 , vol. 66, # 5 p. 1102 - 1110
  • Route2

    References

    • Zhu, Jingyang; Price, Benjamin A.; Zhao, Shannon X.; Skonezny, Paul M. Tetrahedron Letters, 2000 , vol. 41, # 21 p. 4011 - 4014

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

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.6364
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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