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CS-W001157 4
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7-Methyl-3,4-dihydronaphthalen-1(2H)-one

  • CAS No. 22009-37-6

  • Cat. No. CS-W005512
  • Purity≥97%
  • MDL No.MFCD00087600

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

7-Methyl-3,4-dihydronaphthalen-1(2H)-one|CS-W005512

Structure of 22009-37-6

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General Information

  • CAS No. 22009-37-6
  • Cat. No. CS-W005512
  • Purity ≥97%
  • MDL No. MFCD00087600
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O
  • Molecular Weight 160.21
  • Synonym(s) 7-Methyltetralone
  • SMILES O=C1CCCC2=C1C=C(C)C=C2

Description

7-Methyl-3,4-dihydronaphthalen-1(2H)-one is a bench-stable, electron-rich heterocyclic ketone featuring a fused bicyclic core with a methyl substituent at the 7-position. This structure integrates a partially saturated naphthalene system with a carbonyl group, enabling direct incorporation into complex synthetic sequences. The compound serves as a versatile scaffold for medicinal chemistry and materials synthesis, where its rigidity and solubility support efficient functionalization under standard conditions.

Application

7-Methyl-3,4-dihydronaphthalen-1(2H)-one serves as a versatile scaffold for medicinal chemistry and natural product synthesis, featuring a stabilized enone system with defined regiochemistry. Its bench-stable ketone functionality enables reliable Michael additions, nucleophilic reductions, and transition-metal-catalyzed couplings. The methyl group at C7 provides steric and electronic modulation, enhancing selectivity in downstream transformations while maintaining compatibility with standard purification methods.

Synthesis

  • Route1

    References

    • Cui, Dong-Mei; Kawamura, Masato; Shimada, Shigeru; Hayashi, Teruyuki; Tanaka, Masato Tetrahedron Letters, 2003 , vol. 44, # 21 p. 4007 - 4010
  • Route2
    • null|null
      160699-02-5
    • ~%
    • In-stock
      7-Methyl-3,4-dihydronaphthalen-1(2H)-one|CS-W005512
      22009-37-6

    References

    • Helvetica Chimica Acta, , vol. 15, p. 907,914 Journal of the American Chemical Society, , vol. 58, p. 572,575 Helvetica Chimica Acta, , vol. 19, p. 377,383
  • Route3
    • null|null
      106336-28-1
    • ~79%
    • In-stock
      7-Methyl-3,4-dihydronaphthalen-1(2H)-one|CS-W005512
      22009-37-6

    References

    • Bijoy; Subba Rao Synthetic Communications, 1993 , vol. 23, # 19 p. 2701 - 2708

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

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.51402
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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