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CS-W001157 4
Total: USD 88.00

(E)-(4-chlorostyryl)boronic acid

  • CAS No. 154230-29-2

  • Cat. No. CS-0067830
  • Purity≥98%
  • MDL No.MFCD02093767

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

(E)-(4-chlorostyryl)boronic acid|CS-0067830

Structure of 154230-29-2

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General Information

  • CAS No. 154230-29-2
  • Cat. No. CS-0067830
  • Purity ≥98%
  • MDL No. MFCD02093767
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BClO₂
  • Molecular Weight 182.41
  • Synonym(s) TRANS-2-(4-CHLORPHENYL)VINYLBORONIC ACID
  • SMILES ClC1=CC=C(/C=C/B(O)O)C=C1

Description

(E)-(4-Chlorostyryl)boronic acid features a conjugated vinyl-boronate linkage enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. The electron-deficient olefinic system enhances reactivity, while the boronic acid moiety offers stability under standard conditions. This compound serves as a key intermediate for functionalized styrenes in pharmaceutical and materials synthesis.

Application

(E)-(4-Chlorostyryl)boronic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling the efficient construction of conjugated biaryl systems. Its (E)-configuration ensures stereochemical fidelity in product formation, while the boronic acid group offers excellent stability and compatibility with diverse reaction conditions. The pendant chlorophenyl moiety provides orthogonal reactivity for downstream functionalization, making this compound ideal for synthesizing complex pharmaceutical intermediates and advanced materials.

Synthesis

  • Route1

    References

    • Australian Journal of Chemistry, , vol. 64, # 1 p. 62 - 67

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   40.46
  • LogP   1.3652
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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