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CS-W001157 4
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trans-1,4-Di(bromomethyl)cyclohexane

  • CAS No. 57702-84-8

  • Cat. No. CS-0611993
  • Molecule weight270.00
  • Purity≥95%
  • MDL No.MFCD00153994

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

trans-1,4-Di(bromomethyl)cyclohexane|CS-0611993

Structure of 57702-84-8

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General Information

  • CAS No. 57702-84-8
  • Cat. No. CS-0611993
  • Purity ≥95%
  • MDL No. MFCD00153994
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄Br₂
  • Molecular Weight 270.00
  • Synonym(s) trans-1,4-Bis(bromomethyl)cyclohexane
  • SMILES BrC[C@H]1CC[C@@H](CC1)CBr

Description

trans-1,4-Di(bromomethyl)cyclohexane features two bromomethyl groups positioned trans to each other on a cyclohexane ring, enabling predictable stereochemical outcomes in cross-coupling and functionalization reactions. The molecule’s rigidity and defined geometry facilitate controlled synthesis of symmetric bifunctional intermediates. This bench-stable reagent integrates readily into polymer backbones and molecular scaffolds requiring precise spatial arrangement.

Application

trans-1,4-Di(bromomethyl)cyclohexane serves as a versatile bis-electrophilic building block for the synthesis of macrocyclic and dendritic architectures. Its rigid trans-diaxial geometry enables controlled spatial orientation in multistep transformations, facilitating efficient ring closure via double alkylation or coupling reactions. The bromomethyl groups exhibit high reactivity in SN2 processes and are compatible with palladium-catalyzed cross-couplings, offering predictable functionalization across diverse synthetic pathways.

Safety Information

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GHS Pictogram :
GHS No : GHS07,GHS05
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H318-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P312-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.5826
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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