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CS-W001157 4
Total: USD 88.00

N,N-Dimethyl-4-vinylaniline,98% (stabilized with TBC)

  • CAS No. 2039-80-7

  • Cat. No. CS-W022908
  • Purity95% (stabilized with TBC)
  • MDL No.MFCD00085252

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

N,N-Dimethyl-4-vinylaniline,98% (stabilized with TBC)|CS-W022908

Structure of 2039-80-7

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General Information

  • CAS No. 2039-80-7
  • Cat. No. CS-W022908
  • Purity 95% (stabilized with TBC)
  • MDL No. MFCD00085252
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃N
  • Molecular Weight 147.22
  • Synonym(s) 4-Dimethylaminostyrene
  • SMILES C=CC1=CC=C(C=C1)N(C)C

Description

N,N-Dimethyl-4-vinylaniline, stabilized with TBC, features a conjugated vinyl group enabling efficient copolymerization. The dimethylamino substituent imparts strong electron-donating character, enhancing reactivity in cross-coupling and dye synthesis. Bench-stable under standard conditions, this monomer integrates seamlessly into functional materials development.

Application

N,N-Dimethyl-4-vinylaniline, stabilized with TBC, serves as a versatile building block in cross-coupling and polymerization reactions. Its conjugated vinyl group enables efficient Heck, Suzuki-Miyaura, and radical-mediated transformations. The dimethylamino substituent enhances electron density at the vinyl terminus, facilitating regioselective functionalization. Bench-stable under standard conditions and compatible with common protecting groups, it simplifies purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      586-77-6
    • null|null
      7486-35-3
    • ~96%
    • In-stock
      N,N-Dimethyl-4-vinylaniline,98% (stabilized with TBC)|CS-W022908
      2039-80-7

    References

    • Journal of the American Chemical Society, , vol. 126, # 50 p. 16433 - 16439
  • Route2
    • null|null
      78-08-0
    • null|null
      586-77-6
    • ~87%
    • 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

    • Chemical Communications, , # 39 p. 4056 - 4058
  • Route3
    • Vinylboronic acid|CS-0176836
      4363-34-2
    • null|null
      586-77-6
    • ~89%
    • In-stock
      N,N-Dimethyl-4-vinylaniline,98% (stabilized with TBC)|CS-W022908
      2039-80-7

    References

    • European Journal of Organic Chemistry, , # 5 p. 1075 - 1082

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H227-H301+H311+H331-H373-H412
Precautionary Statements : P210-P260-P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P361+P364-P370+P378-P403-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   3.24
  • LogP   2.3956
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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