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CS-W001157 4
Total: USD 88.00

3-Bromo-4-methoxybenzonitrile

  • CAS No. 117572-79-9

  • Cat. No. CS-0042156
  • Purity≥98%
  • MDL No.MFCD00143097

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

3-Bromo-4-methoxybenzonitrile|CS-0042156

Structure of 117572-79-9

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General Information

  • CAS No. 117572-79-9
  • Cat. No. CS-0042156
  • Purity ≥98%
  • MDL No. MFCD00143097
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNO
  • Molecular Weight 212.04
  • Synonym(s) 2-Bromo-4-cyanoanisole
  • SMILES COC1=C(Br)C=C(C=C1)C#N

Description

3-Bromo-4-methoxybenzonitrile features a bromine atom at the 3-position and a methoxy group at the 4-position, both ortho to the nitrile functionality. This electron-deficient aromatic scaffold enables direct coupling in cross-coupling reactions and serves as a key building block for functionalized heterocycles and pharmaceutical intermediates under standard conditions.

Application

3-Bromo-4-methoxybenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine and nitrile functionalities. The methoxy group enhances solubility and modulates electronic properties, while the molecule exhibits excellent bench stability and compatibility with standard reaction conditions.

Synthesis

  • Route1

    References

    • Augustine, John Kallikat; Atta, Rajendra Nath; Ramappa, Balakrishna Kolathur; Boodappa, Chandrakantha Synlett, 2009 , # 20 p. 3378 - 3382
  • Route2
    • null|null
      137042-67-2
    • ~95%
    • In-stock
      3-Bromo-4-methoxybenzonitrile|CS-0042156
      117572-79-9

    References

    • Chinnagolla, Ravi Kiran; Pimparkar, Sandeep; Jeganmohan, Masilamani Chemical Communications, 2013 , vol. 49, # 30 p. 3146 - 3148
  • Route3
    • In-stock
      3-Bromo-4-hydroxybenzonitrile|CS-W007522
      2315-86-8
    • null|null
      74-88-4
    • ~%
    • In-stock
      3-Bromo-4-methoxybenzonitrile|CS-0042156
      117572-79-9

    References

    • US2005/153877 A1, ; Page/Page column 122 ; US 20050153877 A1

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   33.02
  • LogP   2.32938
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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