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CS-W001157 4
Total: USD 88.00

4-Bromothiophene-3-carbaldehyde

  • CAS No. 18791-78-1

  • Cat. No. CS-W006503
  • Purity≥97%
  • MDL No.MFCD01318960

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

4-Bromothiophene-3-carbaldehyde|CS-W006503

Structure of 18791-78-1

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General Information

  • CAS No. 18791-78-1
  • Cat. No. CS-W006503
  • Purity ≥97%
  • MDL No. MFCD01318960
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrOS
  • Molecular Weight 191.05
  • Synonym(s) 4-Bromo-3-formylthiophene
  • SMILES BrC1=CSC=C1C=O

Description

4-Bromothiophene-3-carbaldehyde features a brominated thiophene ring fused to an aldehyde group, enabling direct functionalization in cross-coupling and cyclization reactions. The electron-deficient heterocycle facilitates nucleophilic attack, while the aldehyde serves as a versatile handle for imine formation and derivatization under mild conditions.

Application

4-Bromothiophene-3-carbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct incorporation of both bromine and aldehyde functionalities into complex molecular architectures. Its compatibility with palladium-catalyzed cross-coupling reactions and ease of functionalization via aldehyde transformations make it a practical reagent for constructing heterocyclic scaffolds and pharmaceutical intermediates. Bench-stable and readily purified, it supports scalable synthesis workflows.

Synthesis

  • Route1
    • In-stock
      3,4-Dibromothiophene|CS-B0012
      3141-26-2
    • null|null
      68-12-2
    • ~81%
    • In-stock
      4-Bromothiophene-3-carbaldehyde|CS-W006503
      18791-78-1

    References

    • Meyer, Christina; Neue, Benedikt; Schepmann, Dirk; Yanagisawa, Shuichi; Yamaguchi, Junichiro; Wuerthwein, Ernst-Ulrich; Itami, Kenichiro; Wuensch, Bernhard Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8016 - 8029
  • Route2

    References

    • Ozaki, Fumihiro; Ono, Mutsuko; Kawano, Koki; Norimine, Yoshihiko; Onogi, Tatsuhiro; Yoshinaga, Takashi; Kobayashi, Kiyoaki; Suzuki, Hiroyuki; Minami, Hiroe; Sawada, Kohei Patent: US2004/167224 A1, 2004 ;
  • Route3

    References

    • US5840917 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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.3231
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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