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CS-W001157 4
Total: USD 88.00

Phenyl benzyl carbonate

  • CAS No. 28170-07-2

  • Cat. No. CS-D1231
  • Purity≥96%
  • MDL No.MFCD07784341

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

Phenyl benzyl carbonate|CS-D1231

Structure of 28170-07-2

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General Information

  • CAS No. 28170-07-2
  • Cat. No. CS-D1231
  • Purity ≥96%
  • MDL No. MFCD07784341
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O₃
  • Molecular Weight 228.24
  • Synonym(s) Carbonic Acid Benzyl Phenyl Ester
  • SMILES O=C(OC1=CC=CC=C1)OCC2=CC=CC=C2

Description

Phenyl benzyl carbonate serves as a stable, bench-ready protecting group for alcohols and phenols. This carbamate derivative enables selective deprotection under mild conditions, offering high functional group tolerance. The dual aromatic moieties confer enhanced stability and solubility in organic solvents, facilitating clean reaction profiles in synthetic workflows.

Application

Phenyl benzyl carbonate serves as a stable, bench-friendly carbamoylating agent for the selective introduction of urea and carbamate functionalities. It facilitates efficient coupling with primary amines under mild conditions, enabling rapid access to biologically relevant urea scaffolds. The reagent exhibits excellent functional group tolerance and simplifies purification due to its clean reaction profile and low byproduct formation.

Synthesis

  • Route1
    • null|null
      1885-14-9
    • In-stock
      Benzyl alcohol|CS-4355
      100-51-6
    • ~97%
    • In-stock
      Phenyl benzyl carbonate|CS-D1231
      28170-07-2

    References

    • Kuwano, Ryoichi; Kusano, Hiroki Organic Letters, 2008 , vol. 10, # 10 p. 1979 - 1982
  • Route2
    • null|null
      1885-14-9
    • ~99%
    • In-stock
      Phenyl benzyl carbonate|CS-D1231
      28170-07-2

    References

    • LEIBNIZ-INSTITUT FUR PFLANZENBIOCHEMIE; Wessjohann, Ludger A.; Henze, Michael; Kreye, Oliver; Rivera, Daniel Garcia Patent: US2013/203960 A1, 2013 ; Location in patent: Page/Page column ;
  • Route3

    References

    • Bratt, Mark O.; Taylor, Paul C. Journal of Organic Chemistry, 2003 , vol. 68, # 14 p. 5439 - 5444

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   3.4022
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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