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1,5-Dibromo-3-methylpentane

  • CAS No. 4457-72-1

  • Cat. No. CS-0182622
  • Purity≥98%
  • MDL No.MFCD00039200

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

1,5-Dibromo-3-methylpentane|CS-0182622

Structure of 4457-72-1

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General Information

  • CAS No. 4457-72-1
  • Cat. No. CS-0182622
  • Purity ≥98%
  • MDL No. MFCD00039200
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂Br₂
  • Molecular Weight 243.97
  • Synonym(s) 1,5-Dibrom-3-methyl-pentan
  • SMILES CC(CCBr)CCBr

Description

1,5-Dibromo-3-methylpentane features a linear alkyl chain with bromine atoms at terminal positions and a methyl substituent at the central carbon. This structure enables efficient coupling reactions in synthetic pathways, particularly in constructing cyclic frameworks or functionalized polymers under standard conditions. The molecule's defined stereochemistry and reactive halides support high-yield transformations.

Application

1,5-Dibromo-3-methylpentane serves as a versatile dihalogenated building block for constructing cyclic and acyclic scaffolds via intramolecular or intermolecular coupling reactions. Its structural symmetry and tertiary carbon center enable reliable SN2 reactivity with nucleophiles, facilitating the synthesis of functionalized alkanes and heterocycles under mild conditions. The molecule exhibits good bench stability and is amenable to purification by distillation or column chromatography, supporting its use in multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Mladkova, Jana; Vanek, Vaclav; Budesinsky, Milos; Elbert, Tomas; Demianova, Zuzana; Garrow, Timothy A.; Jiracek, Jiri Journal of Medicinal Chemistry, 2012 , vol. 55, # 15 p. 6822 - 6831
  • Route2
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      6829-42-1
    • ~%
    • In-stock
      1,5-Dibromo-3-methylpentane|CS-0182622
      4457-72-1

    References

    • Whitehead et al. Journal of the American Chemical Society, 1951 , vol. 73, p. 3632
  • Route3
    • null|null
      4717-96-8
    • ~79%
    • In-stock
      1,5-Dibromo-3-methylpentane|CS-0182622
      4457-72-1

    References

    • Odinokov, V. N.; Ishmuratov, G. Yu.; Kharisov, R. Ya.; Yakovleva, M. P.; Tolstikov, G. A. Chemistry of Natural Compounds, 1991 , vol. 27, # 3 p. 361 - 363 Khimiya Prirodnykh Soedinenii, 1990 , # 3 p. 417 - 419

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.1925
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   4

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