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CS-W001157 4
Total: USD 88.00

2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl]thiophene

  • CAS No. 1030825-20-7

  • Cat. No. CS-M1889
  • Purity≥98%
  • MDL No.MFCD21496340

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

2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl]thiophene|CS-M1889

Structure of 1030825-20-7

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General Information

  • CAS No. 1030825-20-7
  • Cat. No. CS-M1889
  • Purity ≥98%
  • MDL No. MFCD21496340
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₄BrFS
  • Molecular Weight 361.27
  • Synonym(s) Thiophene, 2-[(5-bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)-
  • SMILES CC1=C(CC2=CC=C(C3=CC=C(F)C=C3)S2)C=C(Br)C=C1

Description

This thiophene derivative features a 5-bromo-2-methylbenzyl group and a 4-fluorophenyl substituent, enabling efficient coupling in cross-coupling reactions. The electron-deficient thiophene core enhances reactivity in palladium-catalyzed transformations, while the bromo and fluoro functionalities provide orthogonal handles for sequential functionalization.

Application

2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene serves as a versatile building block for Suzuki-Miyaura and Negishi coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The bromo group facilitates palladium-catalyzed cross-coupling with broad functional group tolerance, while the methyl-substituted benzyl and fluorophenyl moieties provide steric and electronic diversity. Bench-stable and amenable to standard purification protocols, it supports scalable synthesis of complex molecular architectures relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      2-(5-Bromo-2-methylbenzoyl)-5-(4-fluorophenyl)thiophene|CS-M2132
      1132832-75-7
    • ~76%
    • In-stock
      2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl]thiophene|CS-M1889
      1030825-20-7

    References

    • Nomura, Sumihiro; Sakamaki, Shigeki; Hongu, Mitsuya; Kawanishi, Eiji; Koga, Yuichi; Sakamoto, Toshiaki; Yamamoto, Yasuo; Ueta, Kiichiro; Kimata, Hirotaka; Nakayama, Keiko; Tsuda-Tsukimoto, Minoru Journal of Medicinal Chemistry, 2010 , vol. 53, # 17 p. 6355 - 6360
  • Route2
    • null|null
      460-00-4
    • ~%
    • In-stock
      2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl]thiophene|CS-M1889
      1030825-20-7

    References

    • WO2012/160218 A1, ; WO 2012/160218 A1
  • Route3

    References

    • WO2012/160218 A1, ; WO 2012/160218 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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   6.21592
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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