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CS-W001157 4
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(4-Vinylphenyl)methanamine

  • CAS No. 50325-49-0

  • Cat. No. CS-W011076
  • Molecule weight133.19
  • Purity≥95%
  • MDL No.MFCD08704374

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

(4-Vinylphenyl)methanamine|CS-W011076

Structure of 50325-49-0

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General Information

  • CAS No. 50325-49-0
  • Cat. No. CS-W011076
  • Purity ≥95%
  • MDL No. MFCD08704374
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N
  • Molecular Weight 133.19
  • Synonym(s) benzenemethanamine, 4-ethenyl-
  • SMILES NCC1=CC=C(C=C)C=C1

Description

(4-Vinylphenyl)methanamine features a vinyl group conjugated to an aromatic ring, enabling efficient coupling in polymerization and crosslinking reactions. The primary amine functionality facilitates functionalization of surfaces and macromolecular architectures under mild conditions. This bench-stable compound integrates readily into advanced materials design, offering high reactivity and compatibility with diverse synthetic platforms.

Application

(4-Vinylphenyl)methanamine serves as a versatile building block for conjugated aromatic systems, enabling efficient incorporation of vinyl functionality into pharmaceutical and materials scaffolds. Its pendant amine group facilitates straightforward derivatization via amidation, alkylation, or reductive amination, while the terminal alkene supports Diels-Alder reactions, polymerization, and transition-metal-catalyzed coupling processes. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it suitable for iterative synthesis workflows in medicinal chemistry and advanced materials development.

Synthesis

  • Route1
    • null|null
      63413-74-1
    • ~97%
    • In-stock
      (4-Vinylphenyl)methanamine|CS-W011076
      50325-49-0

    References

    • Heine, Daniel; Pietsch, Christian; Schubert, Ulrich S.; Weigand, Wolfgang Journal of Polymer Science, Part A: Polymer Chemistry, 2013 , vol. 51, # 10 p. 2171 - 2180
  • Route2

    References

    • Bertini, Vincenzo; Alfei, Silvana; Pocci, Marco; Lucchesini, Francesco; Picci, Nevio; Iemma, Francesca Tetrahedron, 2004 , vol. 60, # 50 p. 11407 - 11414
  • Route3
    • null|null
      111965-73-2
    • ~%
    • In-stock
      (4-Vinylphenyl)methanamine|CS-W011076
      50325-49-0

    References

    • Lu, Jinni; Toy, Patrick H. Synlett, 2011 , # 20 art. no. W19011ST, p. 2985 - 2990

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
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   26.02
  • LogP   1.7883
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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