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CS-W001157 4
Total: USD 88.00

4-Nitrothioanisole

  • CAS No. 701-57-5

  • Cat. No. CS-W010788
  • Purity≥97%
  • MDL No.MFCD00010868

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

4-Nitrothioanisole|CS-W010788

Structure of 701-57-5

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General Information

  • CAS No. 701-57-5
  • Cat. No. CS-W010788
  • Purity ≥97%
  • MDL No. MFCD00010868
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂S
  • Molecular Weight None
  • Synonym(s) p-Nitrophenyl methyl sulfide
  • SMILES CSC1=CC=C([N+]([O-])=O)C=C1

Description

4-Nitrothioanisole features a para-nitro group conjugated to a thioether linkage, delivering enhanced electron-withdrawing character and improved stability under standard conditions. This combination enables reliable participation in nucleophilic substitution and metal-catalyzed coupling reactions, particularly useful in the synthesis of functionalized aromatic sulfides.

Application

4-Nitrothioanisole serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted thiophenes and sulfonamide derivatives. Its nitro group facilitates electrophilic substitution and subsequent reduction, while the thioether functionality offers orthogonal reactivity for selective transformations. Bench-stable and readily purified by recrystallization, it functions effectively in cross-coupling reactions and heterocycle synthesis under standard conditions.

Synthesis

  • Route1

    References

    • Amal Joseph; Priyadarshini; Lakshmi Kantam; Maheswaran Tetrahedron Letters, 2012 , vol. 53, # 12 p. 1511 - 1513
  • Route2
    • null|null
      636-98-6
    • In-stock
      Dimethyl sulfoxide|CS-0996365
      67-68-5
    • ~98%
    • In-stock
      4-Nitrothioanisole|CS-W010788
      701-57-5

    References

    • Joseph, P.J. Amal; Priyadarshini; Kantam, M. Lakshmi; Sreedhar Tetrahedron, 2013 , vol. 69, # 38 p. 8276 - 8283
  • Route3

    References

    • Cabrita, Ivania; Sousa, Sara C.A.; Fernandes, Ana C. Tetrahedron Letters, 2010 , vol. 51, # 47 p. 6132 - 6135

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+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   2.3167
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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