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CS-W001157 4
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2-(2-Iodophenyl)propan-2-ol

  • CAS No. 69352-05-2

  • Cat. No. CS-0154622
  • Purity≥98%
  • MDL No.None

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

2-(2-Iodophenyl)propan-2-ol|CS-0154622

Structure of 69352-05-2

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General Information

  • CAS No. 69352-05-2
  • Cat. No. CS-0154622
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁IO
  • Molecular Weight 262.09
  • Synonym(s) Benzenemethanol, 2-iodo-α,α-dimethyl-
  • SMILES CC(C)(C1=CC=CC=C1I)O

Description

2-(2-Iodophenyl)propan-2-ol features a sterically hindered tertiary alcohol scaffold flanked by an iodinated phenyl ring, enabling direct functionalization in palladium-catalyzed cross-coupling reactions. The iodoaryl moiety serves as a reactive handle for C–C bond formation under standard conditions, while the bulky tert-butyl group imparts stability and minimizes side reactions. This compound facilitates efficient access to complex biaryl architectures in medicinal chemistry and materials science.

Application

2-(2-Iodophenyl)propan-2-ol serves as a stable, bench-ready building block for palladium-catalyzed cross-coupling reactions. Its tertiary alcohol functionality provides enhanced stability and facilitates purification, while the ortho-iodophenyl group enables efficient Suzuki, Stille, and Negishi coupling protocols. This compound functions effectively in the construction of biaryl scaffolds common in medicinal chemistry and materials science, offering predictable reactivity under standard conditions.

Synthesis

  • Route1
    • null|null
      917-64-6
    • In-stock
      Methyl 2-iodobenzoate|CS-W007334
      610-97-9
    • ~70%
    • In-stock
      2-(2-Iodophenyl)propan-2-ol|CS-0154622
      69352-05-2

    References

    • Moss, Robert A.; Wilk, Boguslawa; Krogh-Jespersen, Karsten; Blair, John T.; Westbrook, John D. Journal of the American Chemical Society, 1989 , vol. 111, # 1 p. 250 - 258
  • Route2

    References

    • Powers, David C.; Lee, Eunsung; Ariafard, Alireza; Sanford, Melanie S.; Yates, Brian F.; Canty, Allan J.; Ritter, Tobias Journal of the American Chemical Society, 2012 , vol. 134, # 29 p. 12002 - 12009
  • Route3

    References

    • Merck Frosst Canada, Inc. Patent: US5270324 A1, 1993 ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.5186
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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