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CS-W001157 4
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4-Benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one

  • CAS No. 7078-98-0

  • Cat. No. CS-0094455
  • Purity≥95%
  • MDL No.None

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

4-Benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one|CS-0094455

Structure of 7078-98-0

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General Information

  • CAS No. 7078-98-0
  • Cat. No. CS-0094455
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₆O
  • Molecular Weight 294.43
  • Synonym(s) 4-benzylidene-2,6-ditert-butylcyclohexa-2,5-dien-1-one
  • SMILES O=C1C(C(C)(C)C)=C/C(C=C1C(C)(C)C)=C/C2=CC=CC=C2

Description

This sterically encumbered cyclohexadienone features a conjugated enone system flanked by two bulky tert-butyl groups, conferring exceptional thermal and oxidative stability. The benzylidene substituent imparts extended π-conjugation, enabling its use as a robust scaffold in organic synthesis and materials chemistry.

Application

4-Benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one serves as a sterically shielded dienone scaffold for Diels-Alder reactions and conjugate additions. Its extended π-system and bulky tert-butyl groups enhance stability and modulate reactivity, enabling selective transformations under mild conditions. The molecule functions as a versatile building block in synthetic routes to complex cyclic architectures, offering robust handling and straightforward purification.

Synthesis

  • Route1
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      100-52-7
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    • In-stock
      4-Benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one|CS-0094455
      7078-98-0

    References

    • Hakuto Co., Ltd Patent: EP1604965 A1, 2005 ; Location in patent: Page/Page column 6 ;
  • Route2
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      591-51-5
    • ~%
    • In-stock
      4-Benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one|CS-0094455
      7078-98-0

    References

    • Goulart, Marilia O. F.; Utley, James H. P. Journal of Organic Chemistry, 1988 , vol. 53, # 11 p. 2520 - 2525
  • Route3

    References

    • Goulart, Marilia O. F.; Utley, James H. P. Journal of Organic Chemistry, 1988 , vol. 53, # 11 p. 2520 - 2525

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   5.5977
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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