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CS-W001157 4
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1-Ethynyl-2-isopropoxybenzene

  • CAS No. 66021-95-2

  • Cat. No. CS-0611427
  • Purity≥98%
  • MDL No.None

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

1-Ethynyl-2-isopropoxybenzene|CS-0611427

Structure of 66021-95-2

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General Information

  • CAS No. 66021-95-2
  • Cat. No. CS-0611427
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O
  • Molecular Weight 160.21
  • Synonym(s) 1-Ethynyl-2-(propan-2-yloxy)benzene
  • SMILES CC(C)OC1=CC=CC=C1C#C

Description

1-Ethynyl-2-isopropoxybenzene features a terminal alkyne group flanked by an electron-rich aromatic ring and a sterically hindered isopropoxy substituent. This configuration enables efficient copper-catalyzed coupling reactions under mild conditions, delivering robust C–C bond formation with high chemoselectivity. The molecule exhibits excellent bench stability and solubility in common organic solvents, facilitating its integration into complex synthetic sequences.

Application

1-Ethynyl-2-isopropoxybenzene serves as a versatile building block for Sonogashira coupling reactions, enabling efficient access to substituted biaryls and conjugated systems. The terminal alkyne functionality exhibits high reactivity under palladium-catalyzed conditions, while the isopropoxy group provides moderate electron-donating character and enhanced stability compared to simpler alkoxides. Its bench-stable nature and compatibility with common protecting groups facilitate integration into multi-step synthetic sequences, particularly in the construction of functionalized aromatic scaffolds relevant to pharmaceutical and materials chemistry.

Safety Information

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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   9.23
  • LogP   2.4551
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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