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CS-W001157 4
Total: USD 88.00

Octyl 4-methylbenzenesulfonate

  • CAS No. 3386-35-4

  • Cat. No. CS-0187597
  • Purity≥97%
  • MDL No.None

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

Octyl 4-methylbenzenesulfonate|CS-0187597

Structure of 3386-35-4

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General Information

  • CAS No. 3386-35-4
  • Cat. No. CS-0187597
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₄O₃S
  • Molecular Weight 284.41
  • Synonym(s) p-Toluenesulfonic Acid n-Octyl Ester
  • SMILES CCCCCCCCOS(=O)(=O)C1=CC=C(C)C=C1

Description

Octyl 4-methylbenzenesulfonate is a bench-stable, moisture-tolerant sulfonate ester featuring a hydrophobic octyl chain and an electron-rich aromatic ring. This combination enables efficient coupling in mild conditions, delivering robust reactivity in synthetic transformations requiring lipophilic, stable leaving groups.

Application

Octyl 4-methylbenzenesulfonate serves as a stable, bench-friendly alkylating agent that facilitates efficient ether formation under mild conditions. Its sulfonate ester functionality enables reliable SN2 displacement with nucleophiles such as alcohols, thiols, and amines, offering high functional group tolerance and ease of purification. This reagent functions effectively in standard synthetic workflows for C–O and C–S bond construction, particularly in the preparation of protected intermediates and complex molecular architectures.

Synthesis

  • Route1
    • In-stock
      1-Octanol|CS-0076037
      111-87-5
    • null|null
      98-59-9
    • ~97%
    • In-stock
      Octyl 4-methylbenzenesulfonate|CS-0187597
      3386-35-4

    References

    • Yoshida, Yoshihiro; Sakakura, Yoshiko; Aso, Naoya; Okada, Shin; Tanabe, Yoo Tetrahedron, 1999 , vol. 55, # 8 p. 2183 - 2192
  • Route2

    References

    • Comagic, Slobodan; Schirrmacher, Ralf Synthesis, 2004 , # 6 p. 885 - 888
  • Route3
    • null|null
      14246-16-3
    • In-stock
      4-Methylbenzenesulfonyl fluoride|CS-0159325
      455-16-3
    • ~94%
    • In-stock
      Octyl 4-methylbenzenesulfonate|CS-0187597
      3386-35-4

    References

    • Gembus, Vincent; Marsais, Francis; Levacher, Vincent Synlett, 2008 , # 10 p. 1463 - 1466

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-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   43.37
  • LogP   4.06082
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   9

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