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CS-W001157 4
Total: USD 88.00

2-(4-Bromophenyl)-1,3-dioxolane

  • CAS No. 10602-01-4

  • Cat. No. CS-0035897
  • Purity≥96%
  • MDL No.None

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

2-(4-Bromophenyl)-1,3-dioxolane|CS-0035897

Structure of 10602-01-4

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General Information

  • CAS No. 10602-01-4
  • Cat. No. CS-0035897
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₂
  • Molecular Weight 229.07
  • Synonym(s) 4-Bromobenzaldehyde Ethylene Acetal
  • SMILES C1=C(C=CC(=C1)Br)C2OCCO2

Description

This 2-(4-bromophenyl)-1,3-dioxolane features a stable dioxolane ring fused to a para-brominated phenyl group, enabling reliable incorporation into cross-coupling and functionalization workflows. The bromine handle facilitates palladium-catalyzed transformations, while the cyclic acetal offers enhanced stability compared to open-chain analogs.

Application

2-(4-Bromophenyl)-1,3-dioxolane serves as a stable, bench-ready building block for Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions. The bromoaryl group enables efficient functionalization under standard conditions, while the 1,3-dioxolane ring enhances solubility and stability compared to free aldehydes. Its predictable reactivity and ease of purification make it a practical choice for constructing biaryl motifs in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • Nishi, Hiroyasu; Namari, Tomoko; Kobatake, Seiya Journal of Materials Chemistry, 2011 , vol. 21, # 43 p. 17249 - 17258
  • Route2

    References

    • Bayer Corporation Patent: US6355803 B1, 2002 ;
  • Route3

    References

    • G. D. Searle and Co. Patent: US4988707 A1, 1991 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.4945
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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