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CS-W001157 4
Total: USD 88.00

1-Iodo-2-isopropylbenzene

  • CAS No. 19099-54-8

  • Cat. No. CS-W021342
  • Purity≥97%
  • MDL No.MFCD00013704

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

1-Iodo-2-isopropylbenzene|CS-W021342

Structure of 19099-54-8

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General Information

  • CAS No. 19099-54-8
  • Cat. No. CS-W021342
  • Purity ≥97%
  • MDL No. MFCD00013704
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁I
  • Molecular Weight 246.09
  • Synonym(s) 2-Iodoisopropylbenzene
  • SMILES CC(C1=CC=CC=C1I)C

Description

1-Iodo-2-isopropylbenzene features a reactive iodide handle positioned ortho to a sterically hindered isopropyl group, enabling efficient coupling in transition-metal-catalyzed transformations. This bench-stable aryl iodide integrates readily into complex molecular architectures under standard conditions.

Application

1-Iodo-2-isopropylbenzene serves as a versatile aryl iodide building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. The isopropyl group provides steric bulk and enhanced bench stability, while the iodine substituent ensures high reactivity and compatibility with diverse functional groups. Its predictable behavior facilitates reliable synthesis of complex biaryl architectures and functionalized arenes in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      1-Bromo-2-isopropylbenzene|CS-W019560
      7073-94-1
    • null|null
      7553-56-2
    • ~63%
    • In-stock
      1-Iodo-2-isopropylbenzene|CS-W021342
      19099-54-8

    References

    • Liu, Qiang; Lan, Yu; Liu, Jing; Li, Gang; Wu, Yun-Dong; Lei, Aiwen Journal of the American Chemical Society, 2009 , vol. 131, # 29 p. 10201 - 10210
  • Route2

    References

    • Gaubert, Gilles; Bertozzi, Fabio; Kelly, Nicholas M.; Pawlas, Jan; Scully, Audra L.; Nash, Norman R.; Gardell, Luis R.; Lameh, Jelveh; Olsson, Roger Journal of Medicinal Chemistry, 2009 , vol. 52, # 21 p. 6511 - 6514
  • Route3
    • null|null
      98-82-8
    • ~%
    • In-stock
      1-Iodo-4-isopropylbenzene|CS-0131493
      17356-09-1
    • In-stock
      1-Iodo-2-isopropylbenzene|CS-W021342
      19099-54-8

    References

    • Russian Journal of Organic Chemistry, , vol. 36, # 5 p. 666 - 670

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   3.4146
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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