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CS-W001157 4
Total: USD 88.00

Methyl benzenesulfonate

  • CAS No. 80-18-2

  • Cat. No. CS-0020960
  • Purity≥98%
  • MDL No.MFCD00014737

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

Methyl benzenesulfonate|CS-0020960

Structure of 80-18-2

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General Information

  • CAS No. 80-18-2
  • Cat. No. CS-0020960
  • Purity ≥98%
  • MDL No. MFCD00014737
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈O₃S
  • Molecular Weight 172.20
  • Synonym(s) Methyl benzenesulphonate
  • SMILES O=S(C1=CC=CC=C1)(OC)=O

Description

Methyl benzenesulfonate can be used asa methylation agent:For the C-methylation of perbromothiophene tosynthesize tribromo-methyl thiophene in the presence of butyllithium.In the nickel-catalyzedmethylation of unactivated alkyl halides and acid chlorides to prepare methylatedalkanes and ketones.It can alsobe used as a reactant in the etherification of sophoridinol derivatives tosynthesize N-substituted sophoridinic methyl ether derivatives.

Application

Methyl benzenesulfonate serves as a reliable sulfonate ester reagent for nucleophilic substitution reactions, enabling efficient conversion of alcohols to more reactive intermediates. Its bench-stable nature and compatibility with a range of nucleophiles make it well-suited for use in coupling protocols and heterocycle synthesis. The arylsulfonyl group provides excellent leaving group ability while maintaining stability under standard reaction conditions.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      98-09-9
    • ~93%
    • In-stock
      Methyl benzenesulfonate|CS-0020960
      80-18-2

    References

    • Tamaddon, Fatemeh; Nasiri, Alireza; Farokhi, Somayeh Catalysis Communications, 2011 , vol. 12, # 15 p. 1477 - 1482
  • Route2
    • null|null
      124-41-4
    • null|null
      98-09-9
    • ~81%
    • In-stock
      Methyl benzenesulfonate|CS-0020960
      80-18-2

    References

    • Bird, Roger; Griffiths, Gwerydd; Griffiths, Gwynfor F.; Stirling, Charles J. M. Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1982 , p. 579 - 584
  • Route3
    • null|null
      1825-61-2
    • In-stock
      Benzenesulfonyl fluoride|CS-0113678
      368-43-4
    • ~81%
    • null|null
      420-56-4
    • In-stock
      Methyl benzenesulfonate|CS-0020960
      80-18-2

    References

    • Mizhiritskii, M. D.; Reikhsfel'd, V. O. J. Gen. Chem. USSR (Engl. Transl.), 1986 , vol. 56, # 7 p. 1547 - 1558,1373 - 1382

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314-H317-H318
Precautionary Statements : P260-P280-P338-P351

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   1.0217
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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