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CS-W001157 4
Total: USD 88.00

4-Bromo-2,5-dimethylbenzaldehyde

  • CAS No. 88111-74-4

  • Cat. No. CS-0153575
  • Purity≥97%
  • MDL No.MFCD16295236

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

4-Bromo-2,5-dimethylbenzaldehyde|CS-0153575

Structure of 88111-74-4

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General Information

  • CAS No. 88111-74-4
  • Cat. No. CS-0153575
  • Purity ≥97%
  • MDL No. MFCD16295236
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO
  • Molecular Weight 213.07
  • Synonym(s) None
  • SMILES CC1=C(C=C(C)C(=C1)Br)C=O

Description

4-Bromo-2,5-dimethylbenzaldehyde features a brominated aromatic ring with two methyl groups positioned ortho to the aldehyde functionality. This electron-deficient aldehyde integrates readily into cross-coupling reactions and serves as a key intermediate in synthesizing functionalized biaryls and pharmaceutical precursors under standard conditions.

Application

4-Bromo-2,5-dimethylbenzaldehyde serves as a versatile building block in medicinal chemistry and materials synthesis, enabling efficient access to substituted aromatic scaffolds. Its bromo and aldehyde functionalities offer orthogonal reactivity for cross-coupling and functional group interconversions, while the methyl groups enhance stability and modulate electronic properties. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows and scale-up applications.

Synthesis

  • Route1
    • In-stock
      1,4-Dibromo-2,5-dimethylbenzene|CS-W007702
      1074-24-4
    • null|null
      68-12-2
    • ~97%
    • In-stock
      4-Bromo-2,5-dimethylbenzaldehyde|CS-0153575
      88111-74-4

    References

    • Liu, Ching-Yuan; Knochel, Paul Journal of Organic Chemistry, 2007 , vol. 72, # 19 p. 7106 - 7115
  • Route2

    References

    • ABBVIE INC.; Cusack, Kevin P.; Gordon, Thomas D.; Hoemann, Michael Z.; Ihle, David C.; Li, Bin; Lo Schiavo, Gloria Y.; Somal, Gagandeep K.; Friedman, Michael; Hayes, Martin E.; Bakker, Wouter Iwema Patent: US2014/179676 A1, 2014 ; Location in patent: Page/Page column ;
  • Route3
    • null|null
      88111-73-3
    • ~49%
    • In-stock
      4-Bromo-2,5-dimethylbenzaldehyde|CS-0153575
      88111-74-4

    References

    • Yamamoto, Koji; Ikeda, Tetsuo; Kitsuki, Tomihito; Okamoto, Yoshio; Chikamatsu, Hiroaki; Nakazaki, Masao Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 2 p. 271 - 276

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   2.87844
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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