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CS-W001157 4
Total: USD 88.00

1,3,5-Trimethyl-2-vinylbenzene,98% (stabilized with TBC)

  • CAS No. 769-25-5

  • Cat. No. CS-0179392
  • Purity95% (stabilized with TBC)
  • MDL No.MFCD00008613

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

1,3,5-Trimethyl-2-vinylbenzene,98% (stabilized with TBC)|CS-0179392

Structure of 769-25-5

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General Information

  • CAS No. 769-25-5
  • Cat. No. CS-0179392
  • Purity 95% (stabilized with TBC)
  • MDL No. MFCD00008613
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄
  • Molecular Weight 146.23
  • Synonym(s) 2-Vinylmesitylene (stabilized with TBC)
  • SMILES CC1=CC(C)=C(C=C)C(C)=C1

Description

1,3,5-Trimethyl-2-vinylbenzene, stabilized with TBC, is a bench-stable vinylaromatic monomer featuring three methyl groups at the 1,3,5-positions that enhance electron density and reactivity. This structure enables efficient incorporation into polymer networks via radical or cationic processes, delivering high crosslinking density and thermal stability in functional materials.

Application

1,3,5-Trimethyl-2-vinylbenzene (stabilized with TBC) serves as a versatile vinyl-containing building block in cross-coupling and polymerization reactions. Its three methyl groups enhance electronic stability and steric protection, while the terminal vinyl group enables efficient Heck, Suzuki-Miyaura, and metathesis transformations. The compound exhibits excellent bench stability and ease of purification, making it well-suited for scalable synthesis and heterocyclic scaffold construction.

Synthesis

  • Route1
    • null|null
      2627-95-4
    • In-stock
      2,4,6-Trimethylbromobenzene|CS-W007505
      576-83-0
    • ~99%
    • In-stock
      1,3,5-Trimethyl-2-vinylbenzene,98% (stabilized with TBC)|CS-0179392
      769-25-5

    References

    • Denmark, Scott E.; Butler, Christopher R. Journal of the American Chemical Society, 2008 , vol. 130, # 11 p. 3690 - 3704
  • Route2

    References

    • Peyroux, Eugenie; Berthiol, Florian; Doucet, Henri; Santelli, Maurice European Journal of Organic Chemistry, 2004 , # 5 p. 1075 - 1082
  • Route3
    • null|null
      78-08-0
    • 2-Chloro-1,3,5-trimethylbenzene|CS-0318454
      1667-04-5
    • ~88%
    • In-stock
      1,3,5-Trimethyl-2-vinylbenzene,98% (stabilized with TBC)|CS-0179392
      769-25-5

    References

    • Lee, Dong-Hwan; Jung, Ji-Young; Jin, Myung-Jong Chemical Communications, 2010 , vol. 46, # 47 p. 9046 - 9048

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-H302+H312+H332
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.25486
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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