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CS-W001157 4
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(4-Chloro-3-methoxyphenyl)boronic acid

  • CAS No. 89694-47-3

  • Cat. No. CS-W002768
  • Molecule weight186.40
  • Purity≥98%
  • MDL No.MFCD01318965

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

(4-Chloro-3-methoxyphenyl)boronic acid|CS-W002768

Structure of 89694-47-3

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General Information

  • CAS No. 89694-47-3
  • Cat. No. CS-W002768
  • Purity ≥98%
  • MDL No. MFCD01318965
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BClO₃
  • Molecular Weight 186.40
  • Synonym(s) boronic acid, B-(4-chloro-3-methoxyphenyl)-
  • SMILES COc1cc(ccc1Cl)B(O)O

Description

This boronic acid features a chloro-substituted methoxyphenyl group, offering enhanced stability and selective reactivity in cross-coupling processes. The para-chloro and ortho-methoxy positioning enables precise functionalization of aromatic scaffolds under standard conditions.

Application

(4-Chloro-3-methoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its stability, ease of handling, and tolerance to common functional groups make it well-suited for the synthesis of substituted biaryls and complex heterocycles in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Bristol-Myers Squibb Company Patent: US2007/3539 A1, 2007 ; Location in patent: Page/Page column 77 ; US 20070003539 A1
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    References

    • COURTNEY, Stephen Martin; PRIME, Michael; MITCHELL, William; BROWN, Christopher John; DE AGUIAR PENA, Paula C.; JOHNSON, Peter; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia M.; MUNOZ, Ignacio Patent: WO2013/33085 A1, 2013 ; Location in patent: Paragraph 00170 ;
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    References

    • US2011/237791 A1, ; Page/Page column 76 ;

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   49.69
  • LogP   0.0284
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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