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CS-W001157 4
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5-(Dimethylamino)thiophene-2-carbaldehyde

  • CAS No. 24372-46-1

  • Cat. No. CS-0043945
  • Purity≥98%
  • MDL No.MFCD00708772

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

5-(Dimethylamino)thiophene-2-carbaldehyde|CS-0043945

Structure of 24372-46-1

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General Information

  • CAS No. 24372-46-1
  • Cat. No. CS-0043945
  • Purity ≥98%
  • MDL No. MFCD00708772
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NOS
  • Molecular Weight 155.22
  • Synonym(s) 5-dimethylamino-thiophene-2-carbaldehyde
  • SMILES O=CC1=CC=C(N(C)C)S1

Description

5-(Dimethylamino)thiophene-2-carbaldehyde delivers a potent electron-rich heterocyclic scaffold featuring a reactive aldehyde group. This bench-stable compound integrates readily into conjugated systems, enabling efficient coupling in synthetic workflows. The para-dimethylamino substitution enhances π-conjugation and modulates electronic properties for applications in organic semiconductors and fluorescent probes.

Application

5-(Dimethylamino)thiophene-2-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to functionalized thiophene derivatives. Its aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the electron-rich dimethylamino group enhances reactivity in electrophilic substitutions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      5-Bromothiophene-2-carbaldehyde|CS-W008646
      4701-17-1
    • null|null
      124-40-3
    • ~90%
    • In-stock
      5-(Dimethylamino)thiophene-2-carbaldehyde|CS-0043945
      24372-46-1

    References

    • Prim, Damien; Kirsch, Gilbert; Nicoud, Jean-Francois Synlett, 1998 , # 4 p. 383 - 384
  • Route2

    References

    • Nakayama, Morio; Haratake, Mamoru; Ono, Masahiro Patent: US2010/278733 A1, 2010 ; US 20100278733 A1
  • Route3
    • null|null
      3216-50-0
    • null|null
      68-12-2
    • ~%
    • In-stock
      5-(Dimethylamino)thiophene-2-carbaldehyde|CS-0043945
      24372-46-1

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. 311, p. 827 - 843

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   1.6266
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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