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CS-W001157 4
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6-Chloro-2-tetralone

  • CAS No. 17556-18-2

  • Cat. No. CS-B0115
  • Molecule weight180.63
  • Purity≥95%
  • MDL No.MFCD03788443

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

6-Chloro-2-tetralone|CS-B0115

Structure of 17556-18-2

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General Information

  • CAS No. 17556-18-2
  • Cat. No. CS-B0115
  • Purity ≥95%
  • MDL No. MFCD03788443
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉ClO
  • Molecular Weight 180.63
  • Synonym(s) 6-Chlorotetralin-2-one
  • SMILES O=C1CC2=C(CC1)C=C(Cl)C=C2

Description

6-Chloro-2-tetralone is a chlorinated cyclic ketone featuring a rigid fused-ring architecture that enables selective functionalization at the carbonyl and aromatic positions. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and pharmaceutical scaffolds, offering enhanced reactivity due to the electron-withdrawing chlorine substituent.

Application

6-Chloro-2-tetralone serves as a versatile intermediate in synthetic organic chemistry, enabling efficient construction of substituted tetralin scaffolds. Its ketone functionality facilitates nucleophilic additions and conjugate reductions, while the chlorine substituent provides a handle for palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by recrystallization, it functions as a key building block in the synthesis of bioactive heterocycles and pharmaceutical candidates requiring fused ring systems.

Synthesis

  • Route1
    • null|null
      54509-73-8
    • null|null
      25026-34-0
    • ~81%
    • In-stock
      6-Chloro-2-tetralone|CS-B0115
      17556-18-2

    References

    • Nevy, John B.; Hawkinson, David C.; Blotny, Grzegorz; Yao, Xudong; Pollack, Ralph M. Journal of the American Chemical Society, 1997 , vol. 119, # 52 p. 12722 - 12726
  • Route2
    • null|null
      1160858-18-3
    • ~63%
    • In-stock
      6-Chloro-2-tetralone|CS-B0115
      17556-18-2

    References

    • Hon, Yung-Son; Devulapally, Rammohan Tetrahedron Letters, 2009 , vol. 50, # 23 p. 2831 - 2834
  • Route3
    • null|null
      1190847-97-2
    • ~69%
    • In-stock
      6-Chloro-2-tetralone|CS-B0115
      17556-18-2
    • In-stock
      8-Chloro-3,4-dihydronaphthalen-2(1H)-one|CS-M0859
      82302-27-0

    References

    • Tetrahedron Letters, , vol. 50, # 41 p. 5713 - 5715

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.3978
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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