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CS-W001157 4
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(2-Iodo-3-methoxyphenyl)methanol

  • CAS No. 162136-06-3

  • Cat. No. CS-0356345
  • Molecule weight264.06
  • Purity≥98%
  • MDL No.MFCD11215516

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

(2-Iodo-3-methoxyphenyl)methanol|CS-0356345

Structure of 162136-06-3

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General Information

  • CAS No. 162136-06-3
  • Cat. No. CS-0356345
  • Purity ≥98%
  • MDL No. MFCD11215516
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉IO₂
  • Molecular Weight 264.06
  • Synonym(s) 3-Hydroxymethyl-2-iodo-1-methoxybenzene
  • SMILES OCC1=CC=CC(OC)=C1I

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura coupling workflows, offering enhanced reactivity and stability under standard conditions. The para-nitro group facilitates efficient functionalization in cross-coupling reactions, while the methoxy substituent provides favorable electronic tuning.

Application

(2-Iodo-3-methoxyphenyl)methanol serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The iodide group provides high reactivity in Suzuki, Stille, and Negishi couplings, while the methoxy and benzylic hydroxyl functionalities offer orthogonal handles for further functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Neufeind, Stefan; Huelsken, Nils; Neudoerfl, Joerg-Martin; Schloerer, Nils; Schmalz, Hans-Guenther Chemistry - A European Journal, 2011 , vol. 17, # 9 p. 2633 - 2641
  • Route2
    • Methyl 2-iodo-3-methoxybenzoate|CS-0566385
      35387-95-2
    • ~79%
    • In-stock
      (2-Iodo-3-methoxyphenyl)methanol|CS-0356345
      162136-06-3

    References

    • Fan, Yi Chiao; Kwon, Ohyun Organic Letters, 2012 , vol. 14, # 13 p. 3264 - 3267
  • Route3
    • N,N-Diethyl-3-methoxybenzamide|CS-0745810
      62924-93-0
    • ~%
    • In-stock
      (2-Iodo-3-methoxyphenyl)methanol|CS-0356345
      162136-06-3

    References

    • Fan, Yi Chiao; Kwon, Ohyun Organic Letters, 2012 , vol. 14, # 13 p. 3264 - 3267

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.46
  • LogP   1.7921
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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