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CS-W001157 4
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1-Bromo-3-(methoxymethoxy)benzene

  • CAS No. 42471-59-0

  • Cat. No. CS-0193642
  • Molecule weight217.06
  • Purity≥98%
  • MDL No.None

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

1-Bromo-3-(methoxymethoxy)benzene|CS-0193642

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General Information

  • CAS No. 42471-59-0
  • Cat. No. CS-0193642
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrO₂
  • Molecular Weight 217.06
  • Synonym(s) Benzene, 1-broMo-3-(MethoxyMethoxy)-
  • SMILES COCOC1=CC=CC(=C1)Br

Description

1-Bromo-3-(methoxymethoxy)benzene features a strategically positioned methoxymethoxy group that enhances solubility and modulates electronic properties. This aryl bromide integrates readily into palladium-catalyzed cross-coupling reactions, offering predictable reactivity under standard conditions. The protected ether moiety remains stable during subsequent transformations.

Application

1-Bromo-3-(methoxymethoxy)benzene serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient C–C bond formation under palladium catalysis. The methoxymethoxy group provides orthogonal protection for phenolic functionalities, offering stability during reaction conditions and selective deprotection when required. Its bench-stable nature and compatibility with diverse functional groups make it suitable for iterative synthesis of complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      591-20-8
    • null|null
      107-30-2
    • ~10%
    • In-stock
      1-Bromo-3-(methoxymethoxy)benzene|CS-0193642
      42471-59-0

    References

    • Kaiser, Florian; Schwink, Lothar; Velder, Janna; Schmalz, Hans-Guenther Journal of Organic Chemistry, 2002 , vol. 67, # 26 p. 9248 - 9256
  • Route2
    • null|null
      591-20-8
    • null|null
      3188-13-4
    • ~%
    • In-stock
      1-Bromo-3-(methoxymethoxy)benzene|CS-0193642
      42471-59-0

    References

    • Wella Aktiengesellschaft Patent: EP1752192 A1, 2007 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.4318
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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