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CS-W001157 4
Total: USD 88.00

2-Nitrothiophene

  • CAS No. 609-40-5

  • Cat. No. CS-W016550
  • Purity≥84%
  • MDL No.MFCD00005425

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

2-Nitrothiophene|CS-W016550

Structure of 609-40-5

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General Information

  • CAS No. 609-40-5
  • Cat. No. CS-W016550
  • Purity ≥84%
  • MDL No. MFCD00005425
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃NO₂S
  • Molecular Weight 129.14
  • Synonym(s) Thiophene, 2-nitro-; 2-Nitrothiophene
  • SMILES [O-][N+](C1=CC=CS1)=O

Description

2-Nitrothiophene features a nitro group directly attached to the thiophene ring, creating an electron-deficient heterocycle with enhanced reactivity in transition metal-catalyzed coupling processes. This structural motif enables efficient integration into complex molecular architectures under standard conditions.

Application

2-Nitrothiophene serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C2 position due to the electron-withdrawing nitro group. Its stability under standard reaction conditions and compatibility with cross-coupling protocols facilitate efficient access to substituted thiophenes. The molecule functions as a key intermediate in the construction of bioactive scaffolds and offers predictable reactivity for downstream transformations.

Synthesis

  • Route1
    • In-stock
      2-Bromo-5-nitrothiophene|CS-W002127
      13195-50-1
    • ~28%
    • In-stock
      2-Nitrothiophene|CS-W016550
      609-40-5
    • null|null
      41085-77-2

    References

    • Tetrahedron Letters, , vol. 40, # 5 p. 857 - 858
  • Route2
    • null|null
      2786-07-4
    • ~78%
    • In-stock
      2-Nitrothiophene|CS-W016550
      609-40-5

    References

    • Tani; Lukin; Eaton Journal of the American Chemical Society, 1997 , vol. 119, # 6 p. 1476 - 1477
  • Route3
    • null|null
      188290-36-0
    • ~88%
    • In-stock
      2-Nitrothiophene|CS-W016550
      609-40-5

    References

    • Kumar, M. Satish; Reddy, K. Rajendar; Rajanna; Venkanna; Krishnaiah Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2013 , vol. 43, # 8 p. 977 - 983

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302+H312+H332-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   1.6563
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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