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CS-W001157 4
Total: USD 88.00

4-Bromo-2-methylbenzaldehyde

  • CAS No. 24078-12-4

  • Cat. No. CS-W007710
  • Purity≥98%
  • MDL No.MFCD07787171

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

4-Bromo-2-methylbenzaldehyde|CS-W007710

Structure of 24078-12-4

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General Information

  • CAS No. 24078-12-4
  • Cat. No. CS-W007710
  • Purity ≥98%
  • MDL No. MFCD07787171
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO
  • Molecular Weight 199.05
  • Synonym(s) Methyl-4-bromobenzaldehyde; 4-Bromo-2-methylbenzaldehyde
  • SMILES BrC1=CC(=C(C=O)C=C1)C

Description

4-Bromo-2-methylbenzaldehyde features a bromine substituent at the para position relative to the aldehyde, combined with a methyl group ortho to the aldehyde. This electron-deficient aromatic scaffold enables direct coupling in cross-coupling reactions and serves as a key intermediate in pharmaceutical synthesis. The aldehyde functionality offers high reactivity for nucleophilic additions and condensation processes.

Application

4-Bromo-2-methylbenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aldehyde and bromo positions. Its ortho-methyl group provides steric and electronic modulation, enhancing regioselectivity in electrophilic aromatic substitution and cross-coupling reactions. The molecule exhibits good bench stability and facilitates efficient transformations via Suzuki-Miyaura, Negishi, or Stille coupling protocols, making it a practical choice for constructing complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 27, # 11 p. 1516 - 1531
  • Route2

    References

    • WO2008/729 A1, ; Page/Page column 86-87 ; WO 2008/000729 A1
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 27, # 11 p. 1516 - 1531

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.57002
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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