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CS-W001157 4
Total: USD 88.00

2-Bromo-6-methylbenzonitrile

  • CAS No. 77532-78-6

  • Cat. No. CS-W018678
  • Purity≥98%
  • MDL No.MFCD09834775

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

2-Bromo-6-methylbenzonitrile|CS-W018678

Structure of 77532-78-6

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General Information

  • CAS No. 77532-78-6
  • Cat. No. CS-W018678
  • Purity ≥98%
  • MDL No. MFCD09834775
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrN
  • Molecular Weight 196.04
  • Synonym(s) None
  • SMILES BrC1=C(C#N)C(=CC=C1)C

Description

2-Bromo-6-methylbenzonitrile features a strategically positioned bromine atom and nitrile group on a methyl-substituted benzene ring, enabling direct functionalization in cross-coupling reactions. The electron-withdrawing nitrile enhances reactivity at the bromine site, while the methyl group provides steric stabilization. This combination delivers a bench-stable, moisture-tolerant building block for synthesizing complex heterocycles and pharmaceutical intermediates under standard conditions.

Application

2-Bromo-6-methylbenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl bromide functionality and electron-withdrawing nitrile group. The methyl substituent provides steric and electronic modulation, enhancing regioselectivity in downstream transformations. Its bench-stable nature and compatibility with common reaction conditions make it well-suited for constructing complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
    • In-stock
      2-Amino-6-methylbenzonitrile|CS-W013409
      56043-01-7
    • ~46%
    • null|null
      1243536-86-8
    • In-stock
      2-Bromo-6-methylbenzonitrile|CS-W018678
      77532-78-6

    References

    • European Journal of Organic Chemistry, , # 21 p. 4056 - 4061
  • Route2
    • null|null
      529-19-1
    • ~70%
    • In-stock
      2-Bromo-6-methylbenzonitrile|CS-W018678
      77532-78-6

    References

    • Du, Bingnan; Jiang, Xiaoqing; Sun, Peipei Journal of Organic Chemistry, 2013 , vol. 78, # 6 p. 2786 - 2791

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
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   23.79
  • LogP   2.6292
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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