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CS-W001157 4
Total: USD 88.00

2-Benzyloxirane

  • CAS No. 4436-24-2

  • Cat. No. CS-0106157
  • Purity≥95%
  • MDL No.None

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

2-Benzyloxirane|CS-0106157

Structure of 4436-24-2

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General Information

  • CAS No. 4436-24-2
  • Cat. No. CS-0106157
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O
  • Molecular Weight 134.18
  • Synonym(s) (2,3-Epoxypropyl)benzene
  • SMILES C1(CC2CO2)=CC=CC=C1

Description

2-Benzyloxirane is a strained epoxide featuring a benzyl-substituted oxirane ring, offering high reactivity in nucleophilic ring-opening reactions. This bench-stable compound integrates seamlessly into synthetic sequences requiring regioselective functionalization. Its electron-rich nature facilitates efficient coupling with amines, thiols, and alcohols under mild conditions.

Application

2-Benzyloxirane serves as a versatile epoxide building block in synthetic organic chemistry, enabling stereoselective ring-opening reactions under mild conditions. Its benzylic substitution enhances stability and facilitates functionalization via nucleophilic attack, making it valuable for constructing complex chiral intermediates. The molecule functions effectively in standard coupling protocols and demonstrates good compatibility with diverse functional groups, supporting its use in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Taber, Douglass F.; Paquette, Craig M.; Gu, Peiming; Tian, Weiwei Journal of Organic Chemistry, 2013 , vol. 78, # 19 p. 9772 - 9780
  • Route2
    • In-stock
      Allylbenzene,97%(stabilized with TBC)|CS-W011219
      300-57-2
    • null|null
      1634-04-4
    • ~77%
    • In-stock
      2-Benzyloxirane|CS-0106157
      4436-24-2

    References

    • Rhodia ChiRex, Inc. Patent: US2002/119909 A1, 2002 ;
  • Route3
    • null|null
      292638-84-7
    • ~%
    • In-stock
      2-Benzyloxirane|CS-0106157
      4436-24-2
    • null|null
      122-78-1
    • null|null
      100-52-7

    References

    • Azzolina Jury, Federico; Polaert, Isabelle; Pierella, Liliana B.; Estel, Lionel Catalysis Communications, 2014 , vol. 46, p. 6 - 10

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

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Computational Chemistry Data

  • TPSA   12.53
  • LogP   1.6279
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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