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CS-W001157 4
Total: USD 88.00

1-Cyano-3-butyne

  • CAS No. 19596-07-7

  • Cat. No. CS-0012101
  • Purity≥98%
  • MDL No.MFCD00041563

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

1-Cyano-3-butyne|CS-0012101

Structure of 19596-07-7

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General Information

  • CAS No. 19596-07-7
  • Cat. No. CS-0012101
  • Purity ≥98%
  • MDL No. MFCD00041563
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅N
  • Molecular Weight 79.10
  • Synonym(s) 4-Cyano-1-butyne; 4-pentynenitrile
  • SMILES C#CCCC#N

Description

1-Cyano-3-butyne features a conjugated diyne-cyanide system enabling efficient coupling in transition-metal-catalyzed reactions. This linear, electron-deficient scaffold integrates readily into complex molecular architectures under mild conditions, offering robust reactivity for synthetic and materials applications.

Application

1-Cyano-3-butyne serves as a versatile building block in synthetic organic chemistry, enabling efficient access to nitrogen-containing heterocycles and functionalized alkenes. Its conjugated diyne structure facilitates palladium-catalyzed coupling reactions and cycloadditions, offering high chemoselectivity and stability under standard reaction conditions. The molecule’s dual functionality supports modular synthesis of complex scaffolds with broad applicability in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      773837-37-9
    • null|null
      38771-21-0
    • ~%
    • In-stock
      1-Cyano-3-butyne|CS-0012101
      19596-07-7

    References

    • WO2013/78123 A1, ; Page/Page column 81; 82 ; WO 2013/078123 A1
  • Route2
    • In-stock
      Propargyl-Tos|CS-0012100
      23418-85-1
    • null|null
      143-33-9
    • ~89%
    • In-stock
      1-Cyano-3-butyne|CS-0012101
      19596-07-7

    References

    • Messer Jr., William S.; Abuh, Yahaya F.; Liu, Yang; Periyasamy, Sumudra; Ngur, Dan O.; Edgar, Michael A. N.; El-Assadi, Afif A.; Sbeih, Sbeih; Dunbar, Philip G.; Roknich, Scott; Rho, Taikyun; Fang, Zheng; Ojo, Babatunde; Zhang, Hao; Huzl III, James J.; Nagy, Peter I. Journal of Medicinal Chemistry, 1997 , vol. 40, # 8 p. 1230 - 1246
  • Route3
    • null|null
      773837-37-9
    • In-stock
      4-Iodobut-1-yne|CS-0088596
      43001-25-8
    • ~62%
    • In-stock
      1-Cyano-3-butyne|CS-0012101
      19596-07-7

    References

    • Mukherjee, Anupam; Liu, Rai-Shung Organic Letters, 2011 , vol. 13, # 4 p. 660 - 663

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3276
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H227-H301
Precautionary Statements : P210-P264-P270-P280-P330-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   0.92338
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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