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CS-W001157 4
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(4-(Benzyloxy)-3-methylphenyl)boronic acid

  • CAS No. 338454-30-1

  • Cat. No. CS-W012784
  • Molecule weight242.08
  • Purity≥98%
  • MDL No.None

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

(4-(Benzyloxy)-3-methylphenyl)boronic acid|CS-W012784

Structure of 338454-30-1

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General Information

  • CAS No. 338454-30-1
  • Cat. No. CS-W012784
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₅BO₃
  • Molecular Weight 242.08
  • Synonym(s) 4-Benzyloxy-3-methylphenylboronic acid
  • SMILES CC1=C(OCC2=CC=CC=C2)C=CC(=C1)B(O)O

Description

This boronic acid features a benzyloxy-substituted aryl group with a methyl ortho to the boronate, enhancing stability and solubility. The para-benzyloxy moiety provides steric protection and facilitates purification, while the boronate integrates efficiently in Suzuki-Miyaura couplings under standard conditions.

Application

(4-(Benzyloxy)-3-methylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its benzyloxy and methyl substituents provide enhanced solubility and stability, while the boronic acid group exhibits reliable reactivity with aryl halides and triflates. The compound is bench-stable, easily purified by recrystallization, and compatible with diverse functional groups, making it well-suited for the synthesis of complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 1-(Benzyloxy)-4-bromo-2-methylbenzene|CS-0209291
      338454-32-3
    • ~63%
    • In-stock
      (4-(Benzyloxy)-3-methylphenyl)boronic acid|CS-W012784
      338454-30-1

    References

    • Basilea Pharmaceutica AG Patent: US6821980 B1, 2004 ; Location in patent: Page column 28 ;
  • Route2

    References

    • Chemistry - A European Journal, , vol. 6, # 20 p. 3821 - 3837
  • Route3
    • null|null
      100-39-0
    • ~%
    • In-stock
      (4-(Benzyloxy)-3-methylphenyl)boronic acid|CS-W012784
      338454-30-1

    References

    • Chemistry - A European Journal, , vol. 6, # 20 p. 3821 - 3837

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

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   1.25382
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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