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CS-W001157 4
Total: USD 88.00

trans-4-Bromocinnamaldehyde

  • CAS No. 49678-04-8

  • Cat. No. CS-W015068
  • Purity≥98%
  • MDL No.MFCD03032509

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

trans-4-Bromocinnamaldehyde|CS-W015068

Structure of 49678-04-8

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General Information

  • CAS No. 49678-04-8
  • Cat. No. CS-W015068
  • Purity ≥98%
  • MDL No. MFCD03032509
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrO
  • Molecular Weight 211.06
  • Synonym(s) None
  • SMILES C(=C/C=O)\C1=CC=C(Br)C=C1

Description

(E)-3-(4-Bromophenyl)acrylaldehyde is a bench-stable, moisture-tolerant α,β-unsaturated aldehyde featuring a para-brominated phenyl group. This electron-deficient enal integrates readily into cross-coupling and condensation reactions, serving as a key building block for conjugated systems in synthetic organic chemistry and materials science.

Application

(E)-3-(4-Bromophenyl)acrylaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to styryl-based heterocycles and conjugated systems. Its well-defined (E)-configuration ensures predictable reactivity in Pd-catalyzed cross-couplings and nucleophilic additions. The aldehyde functionality facilitates straightforward derivatization, while the bromophenyl group supports further functionalization via standard coupling reactions. Bench-stable and readily purified by column chromatography, it functions reliably in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • (2E)-3-(4-Bromophenyl)-2-propen-1-ol|CS-0231479
      105515-33-1
    • ~97%
    • In-stock
      trans-4-Bromocinnamaldehyde|CS-W015068
      49678-04-8

    References

    • Choudary; Kantam, M. Lakshmi; Rahman, Ateeq; Reddy, Ch. Venkat; Rao, K. Koteswara Angewandte Chemie - International Edition, 2001 , vol. 40, # 4 p. 763 - 766
  • Route2
    • null|null
      75-07-0
    • In-stock
      4-Bromobenzaldehyde|CS-W001138
      1122-91-4
    • ~82%
    • In-stock
      trans-4-Bromocinnamaldehyde|CS-W015068
      49678-04-8

    References

    • Kumar, Sanjeev; Singh, Sushma; Singh Journal of the Indian Chemical Society, 2010 , vol. 87, # 9 p. 1145 - 1148
  • Route3
    • null|null
      80793-25-5
    • ~%
    • In-stock
      trans-4-Bromocinnamaldehyde|CS-W015068
      49678-04-8

    References

    • Hayashi, Yujiro; Itoh, Takahiko; Ishikawa, Hayato Angewandte Chemie - International Edition, 2011 , vol. 50, # 17 p. 3920 - 3924

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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   2.6612
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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