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CS-W001157 4
Total: USD 88.00

1,5-Dichloropentan-3-one

  • CAS No. 3592-25-4

  • Cat. No. CS-W004439
  • Purity≥95%
  • MDL No.MFCD06659623

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

1,5-Dichloropentan-3-one|CS-W004439

Structure of 3592-25-4

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General Information

  • CAS No. 3592-25-4
  • Cat. No. CS-W004439
  • Purity ≥95%
  • MDL No. MFCD06659623
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈Cl₂O
  • Molecular Weight 155.02
  • Synonym(s) 3-pentanone, 1,5-dichloro-
  • SMILES ClCCC(=O)CCCl

Description

1,5-Dichloropentan-3-one features a symmetric diketone backbone with chlorine substituents at terminal positions, enabling direct functionalization at the C1 and C5 carbons. The molecule’s electron-deficient α-carbons facilitate nucleophilic attack, while the central ketone group supports enolization under basic conditions. This structure delivers high reactivity in synthesis of cyclic compounds and heterocyclic scaffolds.

Application

1,5-Dichloropentan-3-one serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and functionalized intermediates. Its α,γ-dicarbonyl framework with strategically positioned chloro substituents facilitates nucleophilic substitution, cyclization, and metal-catalyzed coupling reactions. The molecule exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      54509-73-8
    • null|null
      625-36-5
    • ~93%
    • In-stock
      1,5-Dichloropentan-3-one|CS-W004439
      3592-25-4

    References

    • Sabelle, Stephane; Metais, Eric; Bordier, Thierry Patent: US2007/11827 A1, 2007 ; Location in patent: Page/Page column 9 ;
  • Route2
    • null|null
      625-36-5
    • ~%
    • In-stock
      1,5-Dichloropentan-3-one|CS-W004439
      3592-25-4

    References

    • EP1229024 A1, ;
  • Route3
    • null|null
      54509-73-8
    • null|null
      625-36-5
    • null|null
      7429-90-5
    • ~%
    • In-stock
      1,5-Dichloropentan-3-one|CS-W004439
      3592-25-4

    References

    • US5973157 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   1.8133
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   4

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