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CS-W001157 4
Total: USD 88.00

2,5-Dimethylthiophene

  • CAS No. 638-02-8

  • Cat. No. CS-0022382
  • Purity≥98%
  • MDL No.MFCD00005452

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

2,5-Dimethylthiophene|CS-0022382

Structure of 638-02-8

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General Information

  • CAS No. 638-02-8
  • Cat. No. CS-0022382
  • Purity ≥98%
  • MDL No. MFCD00005452
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈S
  • Molecular Weight 112.19
  • Synonym(s) 2,5-Dimethylthiophene; Thiophene, 2,5-dimethyl-
  • SMILES CC1=CC=C(C)S1

Description

2,5-Dimethylthiophene is a bench-stable, electron-rich heterocycle featuring two methyl groups at the 2- and 5-positions of the thiophene ring. This substitution pattern enhances solubility and thermal stability while preserving the core reactivity of the thiophene scaffold. The compound serves as a valuable building block in the synthesis of conjugated polymers, functional small molecules, and advanced materials for organic electronics.

Application

2,5-Dimethylthiophene serves as a stable, bench-ready heterocyclic building block for the synthesis of functionalized thiophenes and biologically relevant scaffolds. Its methyl groups enhance solubility and stability while enabling selective functionalization at C3 and C4 positions via electrophilic substitution or transition-metal-catalyzed coupling. The compound functions effectively in cross-coupling reactions and is compatible with standard purification techniques, making it a practical choice for medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Shridhar, D. R.; Jogibhukta, M.; Shanthan, Rao P.; Handa, Vijay K. Synthesis, 1982 , # 12 p. 1061 - 1062
  • Route2
    • null|null
      625-86-5
    • ~80%
    • In-stock
      2,5-Dimethylthiophene|CS-0022382
      638-02-8

    References

    • Gubina; Drevko; Fedina; Rogacheva; Kharchenko Chemistry of Heterocyclic Compounds, 1999 , vol. 35, # 6 p. 650 - 652
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 14, p. 638,639

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Warning
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.36494
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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