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CS-W001157 4
Total: USD 88.00

2,7-Di-tert-butyl-9H-fluoren-9-one

  • CAS No. 58775-13-6

  • Cat. No. CS-0571019
  • Purity≥98%
  • MDL No.None

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

2,7-Di-tert-butyl-9H-fluoren-9-one|CS-0571019

Structure of 58775-13-6

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General Information

  • CAS No. 58775-13-6
  • Cat. No. CS-0571019
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₄O
  • Molecular Weight 292.41
  • Synonym(s) 2,7-Di-tert-butyl-9H-fluorene-9-one
  • SMILES O=C1C2=C(C3=C1C=C(C(C)(C)C)C=C3)C=CC(C(C)(C)C)=C2

Description

2,7-Di-tert-butyl-9H-fluoren-9-one features a sterically shielded fluorenone core with bulky tert-butyl groups at the 2 and 7 positions, enhancing stability and reducing reactivity at the carbonyl site. This configuration imparts exceptional bench stability and moisture tolerance, making it ideal for use in high-precision synthetic transformations where minimal side reactions are critical.

Application

2,7-Di-tert-butyl-9H-fluoren-9-one serves as a sterically hindered fluorenone scaffold with enhanced bench stability due to bulky tert-butyl groups at the 2 and 7 positions. It functions as a versatile building block in organic synthesis, enabling controlled functionalization at the C9 carbonyl site while maintaining resistance to decomposition. The protected fluorene core facilitates downstream transformations in catalytic systems and materials chemistry applications.

Synthesis

  • Route1

    References

    • Portel, Cyril; Rault-Berthelot, Joelle; Barriere, Frederic; Slawin, Alexandra M. Z. Organic Letters, 2008 , vol. 10, # 3 p. 373 - 376
  • Route2

    References

    • Kashulin, Igor A.; Nifant'ev, Ilya E. Journal of Organic Chemistry, 2004 , vol. 69, # 16 p. 5476 - 5479
  • Route3
    • null|null
      124-38-9
    • In-stock
      4,4'-Di-tert-butyl-1,1'-biphenyl|CS-W010114
      1625-91-8
    • ~14%
    • In-stock
      2,7-Di-tert-butyl-9H-fluoren-9-one|CS-0571019
      58775-13-6
    • null|null
      84405-38-9

    References

    • Schlosser, Manfred; Mangano, Guiseppe; Leroux, Frederic European Journal of Organic Chemistry, 2004 , # 5 p. 1014 - 1017

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   5.493
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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