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CS-W001157 4
Total: USD 88.00

Trimethylbenzoquinone

  • CAS No. 935-92-2

  • Cat. No. CS-0153133
  • Purity≥97%
  • MDL No.MFCD00045537

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

Trimethylbenzoquinone|CS-0153133

Structure of 935-92-2

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General Information

  • CAS No. 935-92-2
  • Cat. No. CS-0153133
  • Purity ≥97%
  • MDL No. MFCD00045537
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₂
  • Molecular Weight 150.18
  • Synonym(s) None
  • SMILES O=C1C=C(C(=O)C(=C1C)C)C

Description

2,3,5-Trimethylcyclohexa-2,5-diene-1,4-dione features a conjugated diketone core with three methyl groups enhancing steric shielding and solubility in organic solvents. This electron-deficient diene serves as a stable building block for Diels-Alder reactions and heterocycle synthesis under standard bench conditions.

Application

2,3,5-Trimethylcyclohexa-2,5-diene-1,4-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted cyclohexanedione derivatives. Its conjugated diketone framework supports a range of transformations including nucleophilic additions, Diels-Alder reactions, and metal-catalyzed couplings. The methyl substituents enhance bench stability and facilitate purification, while the rigid structure provides predictable stereochemical outcomes in downstream functionalization.

Synthesis

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      36433-51-9
    • ~93%
    • In-stock
      Trimethylbenzoquinone|CS-0153133
      935-92-2

    References

    • Sumitomo Chemical Company, Limited Patent: US3932475 A1, 1976 ;
  • Route2

    References

    • Shimizu, Masao; Orita, Hideo; Hayakawa, Takashi; Takehira, Katsuomi Tetrahedron Letters, 1989 , vol. 30, # 4 p. 471 - 474
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    References

    • Kharchuk, V. G.; Kolenko, I. P. J. Gen. Chem. USSR (Engl. Transl.), 1987 , vol. 57, # 4 p. 923 - 930,819 - 826

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   1.4209
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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