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CS-W001157 4
Total: USD 88.00

1-Bromo-2-iodo-4-methoxybenzene

  • CAS No. 4897-68-1

  • Cat. No. CS-0031439
  • Purity≥97%
  • MDL No.MFCD00070743

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

1-Bromo-2-iodo-4-methoxybenzene|CS-0031439

Structure of 4897-68-1

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General Information

  • CAS No. 4897-68-1
  • Cat. No. CS-0031439
  • Purity ≥97%
  • MDL No. MFCD00070743
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrIO
  • Molecular Weight 312.93
  • Synonym(s) 4-Bromo-3-iodoanisole
  • SMILES COC1=CC=C(Br)C(I)=C1

Description

1-Bromo-2-iodo-4-methoxybenzene features a strategically positioned bromo and iodo substituent flanking a methoxy group on a benzene ring, enabling selective cross-coupling reactions. The electron-donating methoxy moiety enhances reactivity in palladium-catalyzed transformations while maintaining stability under standard conditions. This aryl halide serves as a key intermediate for synthesizing functionalized biaryls and heterocyclic scaffolds in medicinal chemistry and materials science.

Application

1-Bromo-2-iodo-4-methoxybenzene serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential functionalization, while the methoxy group provides orthogonal reactivity and enhances solubility. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for constructing complex aryl architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; BYLUND, Johan; EK, Maria, E; HOLENZ, Joerg; KERS, Annika; OeHBERG, Liselotte Patent: WO2010/132016 A1, 2010 ; Location in patent: Page/Page column 127-128 ; WO 2010/132016 A1
  • Route2

    References

    • Bhunia, Sabyasachi; Wang, Kuo-Chang; Liu, Rai-Shung Angewandte Chemie - International Edition, 2008 , vol. 47, # 27 p. 5063 - 5066
  • Route3

    References

    • Uchiyama, Masanobu; Kobayashi, Yuri; Furuyama, Taniyuki; Nakamura, Shinji; Kajihara, Yumiko; Miyoshi, Tomoko; Sakamoto, Takao; Kondo, Yoshinori; Morokuma, Keiji Journal of the American Chemical Society, 2008 , vol. 130, # 2 p. 472 - 480

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   9.23
  • LogP   3.0623
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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