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CS-W001157 4
Total: USD 88.00

4-(Bromomethyl)-2,2-dimethyl-1,3-dioxolane

  • CAS No. 36236-76-7

  • Cat. No. CS-W018859
  • Molecule weight195.05
  • Purity≥97%
  • MDL No.MFCD14584455

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

4-(Bromomethyl)-2,2-dimethyl-1,3-dioxolane|CS-W018859

Structure of 36236-76-7

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General Information

  • CAS No. 36236-76-7
  • Cat. No. CS-W018859
  • Purity ≥97%
  • MDL No. MFCD14584455
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁BrO₂
  • Molecular Weight 195.05
  • Synonym(s) 5-bromomethyl-2,2-dimethyl-1,3-dioxolane
  • SMILES CC1(C)OCC(CBr)O1

Description

This bromomethyl-substituted dioxolane offers a stable, moisture-tolerant handle for C–C bond formation via nucleophilic displacement. The geminal dimethyl groups enhance steric protection, while the 1,3-dioxolane ring provides conformational rigidity and improved solubility in polar organic solvents.

Application

4-(Bromomethyl)-2,2-dimethyl-1,3-dioxolane serves as a stable, bench-friendly synthon for introducing bromomethyl groups under mild conditions. Its cyclic acetal structure confers enhanced stability and compatibility with diverse functional groups, enabling efficient nucleophilic substitution reactions. The reagent facilitates the construction of complex heterocyclic systems and acts as a versatile building block in the synthesis of pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

  • Route1

    References

    • Wake Forest University Patent: US5614548 A1, 1997 ;
  • Route2
    • null|null
      67-64-1
    • null|null
      3132-64-7
    • ~92%
    • In-stock
      4-(Bromomethyl)-2,2-dimethyl-1,3-dioxolane|CS-W018859
      36236-76-7

    References

    • Sugai; Ikawa; Hasegawa; Yoshida; Kutsuma; Akaboshi Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 3 p. 967 - 976
  • Route3
    • In-stock
      3-Bromopropane-1,2-diol|CS-W018026
      4704-77-2
    • null|null
      67-64-1
    • ~55%
    • In-stock
      4-(Bromomethyl)-2,2-dimethyl-1,3-dioxolane|CS-W018859
      36236-76-7

    References

    • Marasco Jr.; Piantadosi; Meyer; Morris-Natschke; Ishaq; Small; Daniel Journal of Medicinal Chemistry, 1990 , vol. 33, # 3 p. 985 - 992

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H227-H315-H317-H318-H335
Precautionary Statements : P210-P261-P264-P271-P272-P280-P302+P352-P304+P340-P362-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.5328
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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