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CS-W001157 4
Total: USD 88.00

4-Bromo-2-methoxy-1-methylbenzene

  • CAS No. 67868-73-9

  • Cat. No. CS-W008193
  • Purity≥98%
  • MDL No.MFCD06797972

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

4-Bromo-2-methoxy-1-methylbenzene|CS-W008193

Structure of 67868-73-9

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General Information

  • CAS No. 67868-73-9
  • Cat. No. CS-W008193
  • Purity ≥98%
  • MDL No. MFCD06797972
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrO
  • Molecular Weight 201.06
  • Synonym(s) 5-broMo-2-Methylphenol Methyl ether
  • SMILES CC1=CC=C(Br)C=C1OC

Description

4-Bromo-2-methoxy-1-methylbenzene features a strategically positioned bromine atom flanked by electron-donating methoxy and methyl groups, enabling selective cross-coupling reactions. This ortho-directing substitution pattern enhances regiocontrol in palladium-catalyzed transformations, while the bench-stable aromatic core supports reliable handling under standard conditions.

Application

4-Bromo-2-methoxy-1-methylbenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined aryl bromide functionality. The methoxy and methyl groups provide orthogonal directing effects and enhance solubility, while the compound exhibits excellent bench stability and compatibility with standard purification techniques.

Synthesis

  • Route1
    • In-stock
      5-Bromo-2-methylphenol|CS-W008161
      36138-76-8
    • null|null
      74-88-4
    • ~93%
    • In-stock
      4-Bromo-2-methoxy-1-methylbenzene|CS-W008193
      67868-73-9

    References

    • Guignard, Raphaelf. Synlett, 2013 , vol. 24, # 2 p. 157 - 160
  • Route2
    • In-stock
      3-Methoxy-4-methylbenzoic acid|CS-W017876
      7151-68-0
    • null|null
      87808-44-4
    • ~48%
    • In-stock
      4-Bromo-2-methoxy-1-methylbenzene|CS-W008193
      67868-73-9

    References

    • Eli Lilly and Company Patent: US6620837 B1, 2003 ; US 6620837 B1
  • Route3
    • In-stock
      5-Bromo-2-methylphenol|CS-W008161
      36138-76-8
    • null|null
      77-78-1
    • ~%
    • In-stock
      4-Bromo-2-methoxy-1-methylbenzene|CS-W008193
      67868-73-9

    References

    • Journal of the Chemical Society, , p. 1285,1287 Acta Chemica Scandinavica (1947-1973), , vol. 6, p. 1137,1400

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   2.76612
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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