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CS-W001157 4
Total: USD 88.00

NSC 100727

  • CAS No. 696-63-9

  • Cat. No. CS-D1129
  • Purity≥96%
  • MDL No.None

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

NSC 100727|CS-D1129

Structure of 696-63-9

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General Information

  • CAS No. 696-63-9
  • Cat. No. CS-D1129
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈OS
  • Molecular Weight 140.20
  • Synonym(s) Benzenethiol, p-methoxy- (6CI,7CI,8CI); 4-Mercaptoanisole; 4-Methoxythiophenol; 4-Methoxybenzenethiol
  • SMILES SC1=CC=C(OC)C=C1

Description

4-Methoxybenzenethiol delivers a robust, moisture-tolerant thiol handle anchored to an electron-rich aromatic ring. This bench-stable derivative enables reliable conjugation in synthetic workflows, combining enhanced solubility with predictable reactivity for applications in bioconjugation and materials functionalization.

Application

4-Methoxybenzenethiol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to thioether-functionalized aromatics and heterocyclic scaffolds. Its phenolic methoxy group enhances electron density at the aromatic ring, facilitating electrophilic substitution and improving solubility in polar solvents. The thiol functionality offers reliable coupling potential with alkyl halides, maleimides, and transition metal catalysts, supporting applications in ligand design, polymer chemistry, and peptide conjugation. Bench-stable and readily purified by distillation or recrystallization, it functions effectively in standard reaction conditions across industrial R&D workflows.

Synthesis

  • Route1

    References

    • Uchiro, Hiromi; Kobayashi, Susumu Tetrahedron Letters, 1999 , vol. 40, # 16 p. 3179 - 3182
  • Route2

    References

    • Jiang, Yongwen; Qin, Yuxia; Xie, Siwei; Zhang, Xiaojing; Dong, Jinhua; Ma, Dawei Organic Letters, 2009 , vol. 11, # 22 p. 5250 - 5253
  • Route3

    References

    • Amos, Richard A.; Fawcett, Shayne M. Journal of Organic Chemistry, 1984 , vol. 49, # 14 p. 2637 - 2639

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: 3334
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   1.9839
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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