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CS-W001157 4
Total: USD 88.00

4,4'-(Ethene-1,1-diyl)bis(N,N-dimethylaniline)

  • CAS No. 7478-69-5

  • Cat. No. CS-W012425
  • Purity≥98%
  • MDL No.MFCD00192575

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

4,4'-(Ethene-1,1-diyl)bis(N,N-dimethylaniline)|CS-W012425

Structure of 7478-69-5

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General Information

  • CAS No. 7478-69-5
  • Cat. No. CS-W012425
  • Purity ≥98%
  • MDL No. MFCD00192575
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₂N₂
  • Molecular Weight 266.39
  • Synonym(s) 4,4'-Vinylidenebis(N,N-dimethylaniline)
  • SMILES C=C(C1=CC=C(C=C1)N(C)C)C2=CC=C(C=C2)N(C)C

Description

This ethene-bridged bis-aniline features two dimethylamino groups conjugated through a vinyl linkage, delivering strong electron-donating character and enhanced solubility in organic media. The extended π-system supports efficient charge transfer, making it valuable for donor-acceptor architectures in materials chemistry.

Application

4,4'-(Ethene-1,1-diyl)bis(N,N-dimethylaniline) serves as a stable, bench-ready diarylamine building block for the synthesis of conjugated materials and functionalized heterocycles. Its dual N,N-dimethylaniline moieties enable efficient electrophilic substitution and facilitate Pd-catalyzed coupling reactions. The ethenylene linker provides planarity and extended π-conjugation, enhancing electronic communication in optoelectronic applications. The compound exhibits good solubility and purification ease, making it well-suited for iterative synthetic workflows in advanced organic synthesis.

Synthesis

  • Route1
    • null|null
      1779-49-3
    • In-stock
      Bis(4-(dimethylamino)phenyl)methanone|CS-W021001
      90-94-8
    • ~92%
    • In-stock
      4,4'-(Ethene-1,1-diyl)bis(N,N-dimethylaniline)|CS-W012425
      7478-69-5

    References

    • Wu, Lingling; Wang, Yanshai; Wang, Yurong; Shen, Kaihua; Li, Yang Polymer (United Kingdom), 2013 , vol. 54, # 12 p. 2958 - 2965
  • Route2
    • null|null
      78-08-0
    • null|null
      586-77-6
    • ~0%
    • In-stock
      4,4'-(Ethene-1,1-diyl)bis(N,N-dimethylaniline)|CS-W012425
      7478-69-5
    • In-stock
      N,N-Dimethyl-4-vinylaniline,98% (stabilized with TBC)|CS-W022908
      2039-80-7
    • null|null
      22210-79-3

    References

    • Gordillo, Alvaro; De Jesus, Ernesto; Lopez-Mardomingo, Carmen Chemical Communications, 2007 , # 39 p. 4056 - 4058
  • Route3
    • null|null
      78-08-0
    • null|null
      586-77-6
    • ~0%
    • In-stock
      4,4'-(Ethene-1,1-diyl)bis(N,N-dimethylaniline)|CS-W012425
      7478-69-5
    • null|null
      22210-79-3

    References

    • Gordillo, Alvaro; De Jesus, Ernesto; Lopez-Mardomingo, Carmen Chemical Communications, 2007 , # 39 p. 4056 - 4058

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335-H350
Precautionary Statements : P261-P264-P270-P271-P280-P305+P351+P338-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   6.48
  • LogP   3.8801
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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