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CS-W001157 4
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Carboxymethyl benzyl sulfide

  • CAS No. 103-46-8

  • Cat. No. CS-0076541
  • Purity≥98%
  • MDL No.None

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

Carboxymethyl benzyl sulfide|CS-0076541

Structure of 103-46-8

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General Information

  • CAS No. 103-46-8
  • Cat. No. CS-0076541
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₂S
  • Molecular Weight 182.24
  • Synonym(s) S-Benzylthioglycolic acid
  • SMILES O=C(CSCC1=CC=CC=C1)O

Description

Carboxymethyl benzyl sulfide features a benzyl sulfide core functionalized with a carboxymethyl group, enabling efficient conjugation in bioconjugation workflows. The pendant carboxyl moiety facilitates amide bond formation under standard coupling conditions, while the sulfide linkage offers stability under physiological conditions. This structure supports site-specific labeling and linker design in peptide and protein engineering applications.

Application

Carboxymethyl benzyl sulfide serves as a versatile bifunctional building block, enabling efficient synthesis of thioether-linked architectures. Its benzylic sulfide moiety exhibits stability under standard conditions while permitting selective oxidation or cleavage, and the pendant carboxymethyl group facilitates conjugation or derivatization via amine coupling. This combination supports robust applications in peptide modification, prodrug design, and heterocyclic scaffold construction.

Synthesis

  • Route1
    • null|null
      100-44-7
    • null|null
      68-11-1
    • ~71%
    • In-stock
      Carboxymethyl benzyl sulfide|CS-0076541
      103-46-8

    References

    • Basu, Basudeb; Paul, Susmita; Nanda, Ashis K. Green Chemistry, 2010 , vol. 12, # 5 p. 767 - 771
  • Route2
    • Ethyl 2-(benzylthio)acetate|CS-0582227
      2899-67-4
    • ~42%
    • In-stock
      Carboxymethyl benzyl sulfide|CS-0076541
      103-46-8

    References

    • Akkurt; YIldIrIm; Kerbal; Bennani; Hadda, T. Ben; Chohan; McKee, Vickie Journal of Chemical Crystallography, 2010 , vol. 40, # 2 p. 165 - 168
  • Route3
    • null|null
      127744-05-2
    • In-stock
      Benzyl alcohol|CS-4355
      100-51-6
    • ~%
    • In-stock
      Carboxymethyl benzyl sulfide|CS-0076541
      103-46-8

    References

    • Journal of the American Chemical Society, , vol. 63, p. 1481

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.0044
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   4

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