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CS-W001157 4
Total: USD 88.00

Methyl 3-(4-bromophenyl)acrylate

  • CAS No. 3650-78-0

  • Cat. No. CS-W010285
  • Molecule weight241.08
  • Purity≥98%
  • MDL No.MFCD00157162

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

Methyl 3-(4-bromophenyl)acrylate|CS-W010285

Structure of 3650-78-0

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General Information

  • CAS No. 3650-78-0
  • Cat. No. CS-W010285
  • Purity ≥98%
  • MDL No. MFCD00157162
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrO₂
  • Molecular Weight 241.08
  • Synonym(s) Methyl 4-bromocinnamate
  • SMILES O=C(OC)/C=C/C1=CC=C(Br)C=C1

Description

Methyl 3-(4-bromophenyl)acrylate features a conjugated enone system flanked by a para-brominated phenyl ring and an ester group, enabling direct incorporation into Suzuki-Miyaura coupling reactions. The electron-deficient alkene facilitates efficient cross-coupling, while the methyl ester offers stability and compatibility with diverse reaction conditions.

Application

Methyl 3-(4-bromophenyl)acrylate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined vinyl bromide functionality. The molecule exhibits excellent bench stability and facilitates efficient synthesis of conjugated systems, including biaryl and styrenyl architectures. Its compatibility with standard reaction conditions and straightforward purification make it a practical choice for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      4-Bromoiodobenzene|CS-W008977
      589-87-7
    • null|null
      292638-85-8
    • ~99%
    • In-stock
      Methyl 3-(4-bromophenyl)acrylate|CS-W010285
      3650-78-0

    References

    • Mingji, Dai; Liang, Bo; Wang, Cuihua; You, Zejin; Xiang, Jing; Dong, Guangbin; Chen, Jiahua; Yang, Zhen Advanced Synthesis and Catalysis, 2004 , vol. 346, # 13-15 p. 1669 - 1673
  • Route2
    • null|null
      292638-85-8
    • null|null
      106-40-1
    • ~83%
    • In-stock
      Methyl 3-(4-bromophenyl)acrylate|CS-W010285
      3650-78-0

    References

    • Dai, Mingji; Liang, Bo; Wang, Cuihua; Chen, Jiahua; Yang, Zhen Organic Letters, 2004 , vol. 6, # 2 p. 221 - 224
  • Route3
    • In-stock
      (4-Chlorophenyl)boronic acid|CS-D1133
      1679-18-1
    • null|null
      292638-85-8
    • ~95%
    • In-stock
      Methyl 3-(4-bromophenyl)acrylate|CS-W010285
      3650-78-0

    References

    • Ruan, Jiwu; Li, Xinming; Saidi, Ourida; Xiao, Jianliang Journal of the American Chemical Society, 2008 , vol. 130, # 8 p. 2424 - 2425

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   26.3
  • LogP   2.6353
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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