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CS-W001157 4
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5-Bromo-2-methylbenzaldehyde

  • CAS No. 90050-59-2

  • Cat. No. CS-W005240
  • Purity≥98%
  • MDL No.MFCD05662390

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

5-Bromo-2-methylbenzaldehyde|CS-W005240

Structure of 90050-59-2

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General Information

  • CAS No. 90050-59-2
  • Cat. No. CS-W005240
  • Purity ≥98%
  • MDL No. MFCD05662390
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO
  • Molecular Weight 199.04
  • Synonym(s) None
  • SMILES O=CC1=CC(Br)=CC=C1C

Description

5-Bromo-2-methylbenzaldehyde features a bromine substituent at the meta position relative to the aldehyde, paired with a methyl group ortho to the aldehyde. This electron-deficient aromatic scaffold enables direct coupling in cross-coupling reactions and facilitates downstream functionalization in pharmaceutical and agrochemical synthesis.

Application

5-Bromo-2-methylbenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromo and aldehyde functionalities. The methyl group enhances regioselectivity in electrophilic substitutions, while the aldehyde permits further transformations such as imine formation, oxidation, or reductive amination. Bench-stable and readily purified by crystallization, it facilitates efficient synthesis of functionalized aromatic scaffolds for pharmaceutical and agrochemical research.

Synthesis

  • Route1

    References

    • Ross Kelly; Silva, Richard A.; De Silva, Harshani; Jasmin, Serge; Zhao, Yajun Journal of the American Chemical Society, 2000 , vol. 122, # 29 p. 6935 - 6949
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 30, # 6 p. 1645 - 1652
  • Route3

    References

    • US2003/119670 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   17.07
  • LogP   2.57002
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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