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CS-W001157 4
Total: USD 88.00

4-Hydroxybenzenesulfonyl fluoride

  • CAS No. 368-87-6

  • Cat. No. CS-0159343
  • Purity≥97%
  • MDL No.None

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

4-Hydroxybenzenesulfonyl fluoride|CS-0159343

Structure of 368-87-6

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General Information

  • CAS No. 368-87-6
  • Cat. No. CS-0159343
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FO₃S
  • Molecular Weight 176.17
  • Synonym(s) 4-Hydroxybenzene-1-sulfonyl fluoride
  • SMILES O=S(C1=CC=C(O)C=C1)(F)=O

Description

4-Hydroxybenzenesulfonyl fluoride is a bench-stable, moisture-tolerant reagent featuring a phenolic hydroxyl group and a reactive sulfonyl fluoride moiety. This combination enables selective derivatization of nucleophiles in synthetic workflows, particularly for introducing sulfonate linkages under mild conditions. The para-hydroxyl group enhances solubility and facilitates downstream functionalization.

Application

4-Hydroxybenzenesulfonyl fluoride serves as a versatile sulfonating agent and electrophilic sulfonyl transfer reagent, enabling efficient introduction of the (4-hydroxyphenyl)sulfonyl group into target molecules. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward incorporation into complex synthetic intermediates, particularly in the construction of sulfonamide-based pharmaceutical building blocks and heterocyclic scaffolds via nucleophilic substitution or cyclization reactions.

Synthesis

  • Route1

    References

    • Okazaki, Takao; Laali, Kenneth K.; Bunge, Scott D.; Adas, Sonya K. European Journal of Organic Chemistry, 2014 , vol. 2014, # 8 p. 1630 - 1644
  • Route2

    References

    • Okazaki, Takao; Laali, Kenneth K.; Bunge, Scott D.; Adas, Sonya K. European Journal of Organic Chemistry, 2014 , vol. 2014, # 8 p. 1630 - 1644
  • Route3
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      7789-21-1
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      108-95-2
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    • In-stock
      4-Hydroxybenzenesulfonyl fluoride|CS-0159343
      368-87-6

    References

    • Steinkopf Journal fuer Praktische Chemie (Leipzig), 1927 , vol. <2> 117, p. 21

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   1.0504
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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