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CS-W001157 4
Total: USD 88.00

7-Chloro-3,4-dihydronaphthalen-1(2H)-one

  • CAS No. 26673-32-5

  • Cat. No. CS-W002865
  • Purity≥98%
  • MDL No.MFCD01928386

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

7-Chloro-3,4-dihydronaphthalen-1(2H)-one|CS-W002865

Structure of 26673-32-5

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General Information

  • CAS No. 26673-32-5
  • Cat. No. CS-W002865
  • Purity ≥98%
  • MDL No. MFCD01928386
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉ClO
  • Molecular Weight 180.63
  • Synonym(s) 7-Chloro-3,4-dihydro-1(2H)-naphthalenone
  • SMILES Clc1ccc2c(c1)C(=O)CCC2

Description

7-Chloro-3,4-dihydronaphthalen-1(2H)-one is a chlorinated dihydronaphthalenone scaffold featuring a labile enolizable carbonyl and electron-deficient aromatic ring. This structure integrates readily into synthetic routes requiring π-electron modulation, offering enhanced reactivity in electrophilic substitution and transition-metal-catalyzed coupling processes under standard conditions.

Application

7-Chloro-3,4-dihydronaphthalen-1(2H)-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and drug-like scaffolds. Its fused bicyclic structure provides defined stereochemistry and enhanced metabolic stability, while the ketone functionality facilitates nucleophilic additions and enolate chemistry. Bench-stable and compatible with standard functional group transformations, it functions effectively in multistep syntheses for API development.

Synthesis

  • Route1

    References

    • AstraZeneca AB Patent: US6265397 B1, 2001 ; US 6265397 B1
  • Route2

    References

    • Carroll, F. Ivy; Blough, Bruce E.; Abraham, Philip; Mills, Andrew C.; Holleman, J. Ashley; Wolckenhauer, Scott A.; Decker, Ann M.; Landavazo, Antonio; McElroy, K. Timothy; Navarro, Hernan A.; Gatch, Michael B.; Forster, Michael J. Journal of Medicinal Chemistry, 2009 , vol. 52, # 21 p. 6768 - 6781
  • Route3

    References

    • Zeneca Limited Patent: US5502048 A1, 1996 ; US 5502048 A

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   2.859
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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