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CS-W001157 4
Total: USD 88.00

2-Thienylbenzaldehyde

  • CAS No. 99902-07-5

  • Cat. No. CS-0039182
  • Purity≥98%
  • MDL No.MFCD04039148

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

2-Thienylbenzaldehyde|CS-0039182

Structure of 99902-07-5

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General Information

  • CAS No. 99902-07-5
  • Cat. No. CS-0039182
  • Purity ≥98%
  • MDL No. MFCD04039148
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈OS
  • Molecular Weight None
  • Synonym(s) 2-(Thiophen-2-yl)benzaldehyde
  • SMILES O=CC1=CC=CC=C1C2=CC=CS2

Description

2-Thienylbenzaldehyde features a conjugated thienyl-benzaldehyde scaffold that enables efficient coupling in transition-metal-catalyzed cross-coupling reactions. The electron-rich thiophene ring enhances reactivity, while the aldehyde group provides a handle for further functionalization. This compound serves as a key building block in the synthesis of bioactive heterocycles and advanced materials.

Application

2-Thienylbenzaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of biaryl and thienyl-containing scaffolds. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and condensation reactions under standard conditions. The conjugated thienyl–aryl system enhances stability and provides favorable electronic properties for further functionalization. This compound exhibits excellent bench stability and is readily purified by crystallization or column chromatography, making it well-suited for scalable synthetic workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      1003-09-4
    • In-stock
      (2-Formylphenyl)boronic acid|CS-W007320
      40138-16-7
    • ~92%
    • In-stock
      2-Thienylbenzaldehyde|CS-0039182
      99902-07-5

    References

    • CANON KABUSHIKI KAISHA; YAMADA, Naoki; KAMATANI, Jun; SAITOH, Akihito Patent: WO2011/132623 A1, 2011 ; Location in patent: Page/Page column 28-29 ;
  • Route2
    • null|null
      6165-68-0
    • In-stock
      2-Bromobenzaldehyde|CS-D1759
      6630-33-7
    • ~61%
    • In-stock
      2-Thienylbenzaldehyde|CS-0039182
      99902-07-5

    References

    • Li, Fuwei; Hor, T. S. Andy Advanced Synthesis and Catalysis, 2008 , vol. 350, # 14-15 p. 2391 - 2400
  • Route3
    • null|null
      6165-68-0
    • ~60%
    • In-stock
      2-Thienylbenzaldehyde|CS-0039182
      99902-07-5

    References

    • Ye, Fei; Shi, Yi; Zhou, Lei; Xiao, Qing; Zhang, Yan; Wang, Jianbo Organic Letters, 2011 , vol. 13, # 19 p. 5020 - 5023

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-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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