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CS-W001157 4
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(2-Iodo-5-methoxyphenyl)boronic acid

  • CAS No. 89694-50-8

  • Cat. No. CS-0150494
  • Molecule weight277.85
  • Purity≥98%
  • MDL No.MFCD26793796

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

(2-Iodo-5-methoxyphenyl)boronic acid|CS-0150494

Structure of 89694-50-8

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General Information

  • CAS No. 89694-50-8
  • Cat. No. CS-0150494
  • Purity ≥98%
  • MDL No. MFCD26793796
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BIO₃
  • Molecular Weight 277.85
  • Synonym(s) 5-Methoxy-2-iodophenylboronic acid
  • SMILES COC1=CC(=C(C=C1)I)B(O)O

Application

(2-Iodo-5-methoxyphenyl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki-Miyaura conditions. The iodo and boronic acid groups offer orthogonal reactivity for sequential functionalization, while the methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and amenable to straightforward purification, it facilitates the synthesis of complex arylated scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Al-Zoubi, Raed M.; Hall, Dennis G. Organic Letters, 2010 , vol. 12, # 11 p. 2480 - 2483
  • Route2

    References

    • Gernigon, Nicolas; Al-Zoubi, Raed M.; Hall, Dennis G. Journal of Organic Chemistry, 2012 , vol. 77, # 19 p. 8386 - 8400,15 Title/Abstract Full Text Show Details Gernigon, Nicolas; Al-Zoubi, Raed M.; Hall, Dennis G. Journal of Organic Chemistry, 2012 , vol. 77, # 19 p. 8386 - 8400
  • Route3

    References

    • Al-Zoubi, Raed M.; Hall, Dennis G. Organic Letters, 2010 , vol. 12, # 11 p. 2480 - 2483

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   -0.0204
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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