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CS-W001157 4
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5-(Bromomethyl)undecane

  • CAS No. 85531-02-8

  • Cat. No. CS-0187070
  • Purity≥98%
  • MDL No.None

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

5-(Bromomethyl)undecane|CS-0187070

Structure of 85531-02-8

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General Information

  • CAS No. 85531-02-8
  • Cat. No. CS-0187070
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₅Br
  • Molecular Weight 249.23
  • Synonym(s) 5-(Bromomethyl)-undecane
  • SMILES CCCCCCC(CCCC)CBr

Description

5-(Bromomethyl)undecane features a primary bromide handle flanked by a long aliphatic chain, enabling efficient functionalization in polymer tethering and bioconjugation. This bench-stable alkyl bromide integrates readily into diverse synthetic pathways under standard conditions.

Application

5-(Bromomethyl)undecane serves as a versatile alkylating agent and chain extension building block in synthetic organic chemistry. Its terminal bromomethyl group enables efficient nucleophilic substitution reactions, facilitating the installation of long-chain alkyl functionalities. The molecule exhibits good bench stability and compatibility with diverse functional groups, making it suitable for use in the synthesis of complex molecules, including lipid derivatives and macrocyclic scaffolds.

Synthesis

  • Route1

    References

    • He, Feng; Wang, Wei; Chen, Wei; Xu, Tao; Darling, Seth B.; Strzalka, Joseph; Liu, Yun; Yu, Luping Journal of the American Chemical Society, 2011 , vol. 133, # 10 p. 3284 - 3287

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H319
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   0
  • LogP   5.1581
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   9

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