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CS-W001157 4
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1-Methyl-2-(prop-1-en-2-yl)benzene

  • CAS No. 7399-49-7

  • Cat. No. CS-0182189
  • Purity≥98%
  • MDL No.MFCD00049092

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

1-Methyl-2-(prop-1-en-2-yl)benzene|CS-0182189

Structure of 7399-49-7

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General Information

  • CAS No. 7399-49-7
  • Cat. No. CS-0182189
  • Purity ≥98%
  • MDL No. MFCD00049092
  • 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-Isopropenyltoluene
  • SMILES C=C(C1=CC=CC=C1C)C

Description

1-Methyl-2-(prop-1-en-2-yl)benzene features a fused aromatic ring system with a methyl group and a sterically hindered isopropenyl substituent, enabling robust participation in electrophilic substitution reactions. This structure imparts enhanced stability under standard bench conditions while facilitating efficient integration into complex molecular architectures.

Application

1-Methyl-2-(prop-1-en-2-yl)benzene serves as a versatile aryl building block in synthetic organic chemistry, featuring a methyl group and a gem-dimethyl-substituted vinyl moiety on adjacent ring positions. The propenyl substituent enables facile Diels-Alder cycloadditions and palladium-catalyzed coupling reactions, while the alkylated benzene core offers enhanced stability and ease of purification. Its defined regiochemistry and bench-stable nature facilitate reliable use in multi-step syntheses of functionalized arenes and heterocyclic scaffolds.

Synthesis

  • Route1
    • null|null
      1779-49-3
    • In-stock
      2-Methylacetophenone|CS-W013374
      577-16-2
    • ~81%
    • In-stock
      1-Methyl-2-(prop-1-en-2-yl)benzene|CS-0182189
      7399-49-7

    References

    • Tripathi, Chandra Bhushan; Mukherjee, Santanu Angewandte Chemie - International Edition, 2013 , vol. 52, # 32 p. 8450 - 8453 Angew. Chem., 2013 , vol. 125, # 32 p. 8608 - 8611,4
  • Route2
    • 2-(O-tolyl)propan-2-ol|CS-0455410
      7572-79-4
    • ~%
    • In-stock
      1-Methyl-2-(prop-1-en-2-yl)benzene|CS-0182189
      7399-49-7

    References

    • Ramart; Hoch Bulletin de la Societe Chimique de France, 1938 , vol. <5> 5, p. 848,860
  • Route3
    • null|null
      95-46-5
    • ~%
    • In-stock
      1-Methyl-2-(prop-1-en-2-yl)benzene|CS-0182189
      7399-49-7

    References

    • Ogle, Craig A.; Black, Kristyna C.; Sims, Philip F. Journal of Organic Chemistry, 1992 , vol. 57, # 12 p. 3499 - 3503

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 3295
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P362-P370+P378-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.02812
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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