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CS-W001157 4
Total: USD 88.00

1-Phenyl-2-nitroethene

  • CAS No. 102-96-5

  • Cat. No. CS-0031474
  • Purity≥97%
  • MDL No.None

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

1-Phenyl-2-nitroethene|CS-0031474

Structure of 102-96-5

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General Information

  • CAS No. 102-96-5
  • Cat. No. CS-0031474
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₂
  • Molecular Weight 149.15
  • Synonym(s) trans-beta-Nitrostyrene
  • SMILES [O-][N+](/C=C/C1=CC=CC=C1)=O

Description

1-Phenyl-2-nitroethene is a bench-stable, electron-deficient alkene featuring a conjugated nitro group that enhances reactivity in Michael additions and cycloadditions. This vinyl nitro compound integrates readily into synthetic sequences requiring polarized double bonds and serves as a key intermediate in the construction of nitrogen-containing heterocycles and functionalized aromatic systems.

Application

1-Phenyl-2-nitroethene serves as a versatile synthetic intermediate in organic synthesis, enabling efficient access to nitroalkenes and subsequent reduction to amino alkenes. Its conjugated system facilitates Michael additions and [4+2] cycloadditions, while the nitro group offers high functional group tolerance and stability under standard bench conditions. The compound functions as a key building block for heterocyclic scaffolds and provides predictable reactivity in established transformation protocols.

Synthesis

  • Route1
    • null|null
      75-52-5
    • null|null
      100-52-7
    • ~71%
    • In-stock
      1-Phenyl-2-nitroethene|CS-0031474
      102-96-5
    • null|null
      141377-54-0

    References

    • Tetrahedron Letters, , vol. 52, # 21 p. 2629 - 2632
  • Route2
    • null|null
      75-52-5
    • null|null
      100-52-7
    • ~98%
    • In-stock
      1-Phenyl-2-nitroethene|CS-0031474
      102-96-5

    References

    • Chemistry - A European Journal, , vol. 14, # 13 p. 4017 - 4027
  • Route3

    References

    • Synthetic Communications, , vol. 43, # 19 p. 2672 - 2677

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P305+P351+P338-P362-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   1.934
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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