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CS-W001157 4
Total: USD 88.00

S-(2-cyanoethyl) Methanesulfonothioate

  • CAS No. 7651-64-1

  • Cat. No. CS-B1779
  • Molecule weight165.23
  • Purity≥97%
  • MDL No.MFCD23726590

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

S-(2-cyanoethyl) Methanesulfonothioate|CS-B1779

Structure of 7651-64-1

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General Information

  • CAS No. 7651-64-1
  • Cat. No. CS-B1779
  • Purity ≥97%
  • MDL No. MFCD23726590
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇NO₂S₂
  • Molecular Weight 165.23
  • Synonym(s) None
  • SMILES CS(=O)(SCCC#N)=O

Description

S-(2-Cyanoethyl) methanesulfonothioate features a reactive thioester moiety paired with a cyanoalkyl electrophile, enabling selective conjugation in bioorthogonal labeling. This bifunctional reagent integrates efficiently into cysteine-targeted workflows, offering robust stability under standard conditions and compatibility with aqueous environments.

Application

S-(2-Cyanoethyl) methanesulfonothioate serves as a versatile thiolating agent in synthetic organic chemistry, enabling efficient introduction of thioether functionalities under mild conditions. Its cyano group enhances electrophilicity at the β-position, facilitating Michael additions and nucleophilic substitutions. The methanesulfonothioate moiety provides excellent leaving-group ability and bench stability, simplifying purification and reaction scalability. This reagent functions reliably in the synthesis of thioether-containing building blocks for medicinal chemistry and materials science applications.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   57.93
  • LogP   0.59288
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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