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CS-W001157 4
Total: USD 88.00

(Iodoethynyl)benzene

  • CAS No. 932-88-7

  • Cat. No. CS-0321763
  • Purity≥97%
  • MDL No.None

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

(Iodoethynyl)benzene|CS-0321763

Structure of 932-88-7

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General Information

  • CAS No. 932-88-7
  • Cat. No. CS-0321763
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅I
  • Molecular Weight 228.03
  • Synonym(s) 1-(2-iodoethynyl)benzene
  • SMILES IC#CC1=CC=CC=C1

Description

(Iodoethynyl)benzene features a terminal alkyne tethered to an aryl ring, enabling direct incorporation into copper-catalyzed click reactions. This stable, bench-ready reagent facilitates efficient conjugation workflows in synthetic and bioconjugation applications.

Application

(Iodoethynyl)benzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated alkyne architectures. Its iodine substituent facilitates palladium- and copper-mediated cross-couplings, including Sonogashira and Stille reactions, with high functional group tolerance. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis of complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      536-74-3
    • ~99%
    • In-stock
      (Iodoethynyl)benzene|CS-0321763
      932-88-7

    References

    • Hashmi, A. Stephen K.; Doepp, Rene; Lothschuetz, Christian; Rudolph, Matthias; Riedel, Dominic; Rominger, Frank Advanced Synthesis and Catalysis, 2010 , vol. 352, # 8 p. 1307 - 1314
  • Route2

    References

    • Naskar, Dinabandhu; Roy, Sujit Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6896 - 6897
  • Route3
    • null|null
      75-47-8
    • null|null
      100-39-0
    • ~88%
    • In-stock
      (Iodoethynyl)benzene|CS-0321763
      932-88-7

    References

    • Pelletier, Guillaume; Lie, Sharon; Mousseau, James J.; Charette, Andre B. Organic Letters, 2012 , vol. 14, # 21 p. 5464 - 5467,4 Title/Abstract Full Text Show Details Pelletier, Guillaume; Lie, Sharon; Mousseau, James J.; Charette, Andre B. Organic Letters, 2012 , vol. 14, # 21 p. 5464 - 5467

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   0
  • LogP   2.4306
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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