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CS-W001157 4
Total: USD 88.00

2-Chloro-4-formylphenylboronic acid pinacol ester

  • CAS No. 1356642-60-8

  • Cat. No. CS-0189157
  • Purity≥98%
  • MDL No.None

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

2-Chloro-4-formylphenylboronic acid pinacol ester|CS-0189157

Structure of 1356642-60-8

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General Information

  • CAS No. 1356642-60-8
  • Cat. No. CS-0189157
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BClO₃
  • Molecular Weight 266.53
  • Synonym(s) 3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
  • SMILES O=CC1=CC=C(B2OC(C)(C)C(O2)(C)C)C(Cl)=C1

Description

2-Chloro-4-formylphenylboronic acid pinacol ester features a stable boronate moiety paired with a reactive aldehyde handle, enabling seamless integration into Suzuki-Miyaura cross-coupling and chemoselective derivatization workflows. The pinacol protection enhances bench stability and moisture tolerance, simplifying handling in synthetic sequences.

Application

2-Chloro-4-formylphenylboronic acid pinacol ester serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds with retained aldehyde functionality. The pinacol boronate ester enhances stability and simplifies purification, while the chloro and formyl groups offer orthogonal reactivity for downstream modifications in medicinal chemistry and materials synthesis.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   2.4517
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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