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CS-W001157 4
Total: USD 88.00

Methyl 2-(((trifluoromethyl)sulfonyl)oxy)acetate

  • CAS No. 88016-31-3

  • Cat. No. CS-M1758
  • Purity≥98%
  • MDL No.MFCD23134700

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

Methyl 2-(((trifluoromethyl)sulfonyl)oxy)acetate|CS-M1758

Structure of 88016-31-3

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General Information

  • CAS No. 88016-31-3
  • Cat. No. CS-M1758
  • Purity ≥98%
  • MDL No. MFCD23134700
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅F₃O₅S
  • Molecular Weight 222.14
  • Synonym(s) Acetic acid, 2-[[(trifluoromethyl)sulfonyl]oxy]-, methyl ester
  • SMILES O=C(OC)COS(=O)(C(F)(F)F)=O

Description

Methyl 2-(((trifluoromethyl)sulfonyl)oxy)acetate is a bench-stable, moisture-tolerant reagent enabling efficient O-alkylation in synthetic workflows. The trifluoromethylsulfonyl group delivers exceptional leaving-group ability, facilitating clean displacement reactions with nucleophiles. This ester integrates readily into complex molecule assembly where selective ether formation is required.

Application

Methyl 2-(((trifluoromethyl)sulfonyl)oxy)acetate serves as a highly effective trifluoromethanesulfonate (triflate) equivalent for electrophilic triflation and C–H functionalization reactions. Its stability under ambient conditions and compatibility with diverse functional groups enable reliable installation of the trifluoromethylsulfonyl moiety in complex molecule synthesis. The compound facilitates efficient coupling processes, particularly in transition-metal-catalyzed transformations, and functions as a key building block in the construction of fluorinated pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

  • Route1

    References

    • SmithKline Beecham Corporation Patent: US5736564 A1, 1998 ; US 5736564 A
  • Route2
    • In-stock
      Methyl 2-hydroxyacetate|CS-W004068
      96-35-5
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      358-23-6
    • ~94%
    • In-stock
      Methyl 2-(((trifluoromethyl)sulfonyl)oxy)acetate|CS-M1758
      88016-31-3

    References

    • Schaefer, Sascha; Frey, Wolfgang; Hashmi, A. Stephen K.; Cmrecki, Vesna; Luquin, Asuncion; Laguna, Mariano Polyhedron, 2010 , vol. 29, # 8 p. 1925 - 1932
  • Route3
    • null|null
      6832-16-2
    • null|null
      292638-85-8
    • null|null
      54761-04-5
    • ~4%
    • null|null
      19255-80-2
    • In-stock
      Methyl 2-(((trifluoromethyl)sulfonyl)oxy)acetate|CS-M1758
      88016-31-3

    References

    • Novikov; Platonov; Dokichev; Tomilov; Nefedov Russian Chemical Bulletin, 2010 , vol. 59, # 5 p. 984 - 990

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.67
  • LogP   0.0256
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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