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CS-W001157 4
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3-(Thiophen-2-yl)benzaldehyde

  • CAS No. 103668-99-1

  • Cat. No. CS-0440302
  • Purity≥98%
  • MDL No.MFCD04038019

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

3-(Thiophen-2-yl)benzaldehyde|CS-0440302

Structure of 103668-99-1

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General Information

  • CAS No. 103668-99-1
  • Cat. No. CS-0440302
  • Purity ≥98%
  • MDL No. MFCD04038019
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈OS
  • Molecular Weight None
  • Synonym(s) 3-(2-Thienyl)benzaldehyde
  • SMILES C1=CC(=CC(=C1)C2=CC=CS2)C=O

Description

3-(Thiophen-2-yl)benzaldehyde features a conjugated biphenyl-like scaffold bridged by a thiophene ring, delivering enhanced electron delocalization and improved solubility in organic media. This structural motif enables efficient integration into π-conjugated systems for materials applications.

Application

3-(Thiophen-2-yl)benzaldehyde serves as a versatile building block in the synthesis of functionalized heterocycles and biaryl scaffolds. Its conjugated aldehyde and thiophene moieties enable reliable coupling reactions, including Wittig, Grignard, and reductive amination protocols. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Kabalka; Namboodiri; Wang Chemical Communications, 2001 , # 8 p. 775 - 775
  • Route2
    • null|null
      15106-95-3
    • In-stock
      1-Bromo-3-(diethoxymethyl)benzene|CS-W012525
      75148-49-1
    • ~97%
    • In-stock
      3-(Thiophen-2-yl)benzaldehyde|CS-0440302
      103668-99-1

    References

    • Bolliger, Jeanne L.; Frech, Christian M. Chemistry - A European Journal, 2010 , vol. 16, # 36 p. 11072 - 11081
  • Route3
    • null|null
      188290-36-0
    • In-stock
      3-Bromobenzaldehyde|CS-W009197
      3132-99-8
    • ~73%
    • In-stock
      3-(Thiophen-2-yl)benzaldehyde|CS-0440302
      103668-99-1

    References

    • Bensaid, Souhila; Roger, Julien; Beydoun, Kassem; Roy, David; Doucet, Henri Synthetic Communications, 2011 , vol. 41, # 23 p. 3524 - 3531

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H300-H400
Precautionary Statements : P264-P270-P273-P330-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.2276
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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