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CS-W001157 4
Total: USD 88.00

1-Allyl-2-methylbenzene

  • CAS No. 1587-04-8

  • Cat. No. CS-0198962
  • Purity≥98%
  • MDL No.None

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

1-Allyl-2-methylbenzene|CS-0198962

Structure of 1587-04-8

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General Information

  • CAS No. 1587-04-8
  • Cat. No. CS-0198962
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂
  • Molecular Weight 132.20
  • Synonym(s) o-Allyltoluene
  • SMILES C=CCC1=CC=CC=C1C

Description

1-Allyl-2-methylbenzene features a para-substituted alkylated benzene core with a strategically positioned allyl group, enabling seamless integration into transition-metal-catalyzed coupling reactions. The electron-rich aromatic system enhances reactivity in palladium-mediated processes, while the allyl moiety offers versatility for further functionalization via cycloadditions or hydrometalation. This compound serves as a robust scaffold for synthesizing complex heterocycles and conjugated materials under standard conditions.

Application

1-Allyl-2-methylbenzene serves as a versatile aryl building block in synthetic organic chemistry, enabling efficient construction of substituted arenes via palladium-catalyzed coupling reactions. Its allyl group provides a handle for further functionalization through oxidation, hydroformylation, or Diels–Alder cycloadditions, while the ortho-methyl substituent offers steric and electronic modulation. The compound exhibits good bench stability and is readily purified by distillation, facilitating integration into multi-step syntheses of pharmaceutical intermediates and agrochemicals.

Synthesis

  • Route1
    • null|null
      95-46-5
    • null|null
      24850-33-7
    • ~86%
    • In-stock
      1-Allyl-2-methylbenzene|CS-0198962
      1587-04-8

    References

    • Littke, Adam F.; Schwarz, Lothar; Fu, Gregory C. Journal of the American Chemical Society, 2002 , vol. 124, # 22 p. 6343 - 6348
  • Route2
    • In-stock
      2-Tolylboronic acid|CS-W001232
      16419-60-6
    • null|null
      106-95-6
    • ~92%
    • In-stock
      1-Allyl-2-methylbenzene|CS-0198962
      1587-04-8

    References

    • Chahdoura, Faouzi; Pradel, Christian; Gomez, Montserrat Advanced Synthesis and Catalysis, 2013 , vol. 355, # 18 p. 3648 - 3660
  • Route3
    • In-stock
      1-Iodo-2-methylbenzene|CS-W007394
      615-37-2
    • null|null
      106-95-6
    • ~78%
    • In-stock
      1-Allyl-2-methylbenzene|CS-0198962
      1587-04-8

    References

    • Ueno, Masahiro; Wheatley, Andrew E. H.; Kondo, Yoshinori Chemical Communications, 2006 , # 33 p. 3549 - 3550

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H302-H318
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P270-P280-P330-P370+P378-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.72352
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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