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(3-Chloro-4-cyanophenyl)boronic acid

  • CAS No. 1008415-02-8

  • Cat. No. CS-0112280
  • Purity≥97%
  • MDL No.MFCD11504841

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

(3-Chloro-4-cyanophenyl)boronic acid|CS-0112280

Structure of 1008415-02-8

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General Information

  • CAS No. 1008415-02-8
  • Cat. No. CS-0112280
  • Purity ≥97%
  • MDL No. MFCD11504841
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BClNO₂
  • Molecular Weight 181.38
  • Synonym(s) 3-CHLORO-4-CYANOPHENYLBORONIC ACID
  • SMILES OB(O)C1=CC=C(C(Cl)=C1)C#N

Description

(3-Chloro-4-cyanophenyl)boronic acid features a boronic acid handle appended to a chlorinated and cyano-substituted aromatic ring, enabling efficient Suzuki-Miyaura coupling under standard conditions. The electron-withdrawing cyano group enhances reactivity while the chlorine substituent offers orthogonal functionalization potential. This compound delivers high stability and predictable transformation in synthetic workflows.

Application

(3-Chloro-4-cyanophenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The ortho-chloro and cyano groups provide orthogonal reactivity for downstream functionalization, while the boronic acid moiety offers excellent bench stability and ease of purification. Widely used in pharmaceutical and agrochemical synthesis, it functions reliably in the construction of substituted biaryl and heteroaryl scaffolds.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   64.25
  • LogP   -0.10852
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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