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2-Bromo-1-(thiophen-2-yl)ethanone

  • CAS No. 10531-41-6

  • Cat. No. CS-0186568
  • Purity≥97%
  • MDL No.MFCD02677721

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

2-Bromo-1-(thiophen-2-yl)ethanone|CS-0186568

Structure of 10531-41-6

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General Information

  • CAS No. 10531-41-6
  • Cat. No. CS-0186568
  • Purity ≥97%
  • MDL No. MFCD02677721
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrOS
  • Molecular Weight 205.08
  • Synonym(s) 2-Bromo-1-(thiophen-2-yl)ethan-1-one
  • SMILES C1=CSC(=C1)C(=O)CBr

Description

2-Bromo-1-(thiophen-2-yl)ethanone features a bromine-substituted ketone moiety flanked by a thiophene ring, enabling direct incorporation into cross-coupling reactions. This bench-stable reagent delivers efficient access to functionalized aryl ketones under standard conditions.

Application

2-Bromo-1-(thiophen-2-yl)ethanone serves as a versatile building block for heterocyclic synthesis, enabling efficient access to thiophene-fused scaffolds via nucleophilic substitution and coupling reactions. The α-bromo ketone functionality facilitates C–C bond formation under mild conditions, while the thiophene ring provides structural rigidity and electronic modulation. Bench-stable and compatible with standard purification methods, it functions reliably in multistep synthetic sequences for medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Adamczewska; Barker; Huddleston; Wood Synthetic Communications, 1996 , vol. 26, # 6 p. 1083 - 1096
  • Route2

    References

    • Wagle; Dilip R.; Fang; Sheng-Ding; Rho; Taikyun; Egan; John J.; Vasan; Sara; Ulrich; Peter; Cerami; Anthony Patent: US6121300 A1, 2000 ;
  • Route3

    References

    • Molecules, , vol. 18, # 1 p. 74 - 96

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314-H317
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.3257
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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