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CS-W001157 4
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(5-Bromo-2-iodophenyl)methanol

  • CAS No. 199786-58-8

  • Cat. No. CS-0060203
  • Purity≥98%
  • MDL No.MFCD09745850

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

(5-Bromo-2-iodophenyl)methanol|CS-0060203

Structure of 199786-58-8

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General Information

  • CAS No. 199786-58-8
  • Cat. No. CS-0060203
  • Purity ≥98%
  • MDL No. MFCD09745850
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrIO
  • Molecular Weight 312.93
  • Synonym(s) 5-BROMO-2-IODOBENZENEMETHANOL
  • SMILES C1=C(C=C(CO)C(=C1)I)Br

Description

This bromoiodophenylmethanol features a strategically positioned bromine and iodine on the aromatic ring, enabling selective cross-coupling reactions. The pendant hydroxyl group offers a handle for derivatization, while the molecule exhibits robust stability under standard bench conditions.

Application

(5-Bromo-2-iodophenyl)methanol serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The dual halogen functionality offers orthogonal reactivity, with the iodide facilitating rapid coupling and the bromide providing stability during reaction setup. Bench-stable and compatible with standard synthetic workflows, it facilitates straightforward purification and integration into complex molecule synthesis.

Synthesis

  • Route1

    References

    • Zhou, Ningzhang; Wang, Li; Thompson, David W.; Zhao, Yuming Tetrahedron, 2011 , vol. 67, # 1 p. 125 - 143
  • Route2

    References

    • Frahn; Schluter Synthesis, 1997 , # 11 p. 1301 - 1304
  • Route3

    References

    • Zhou, Ping-Xin; Luo, Jian-Yi; Zhao, Lian-Biao; Ye, Yu-Ying; Liang, Yong-Min Chemical Communications, 2013 , vol. 49, # 31 p. 3254 - 3256

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   20.23
  • LogP   2.546
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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