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CS-W001157 4
Total: USD 88.00

(2,6-Dichlorobenzyl)boronic acid

  • CAS No. 1072946-39-4

  • Cat. No. CS-0175202
  • Molecule weight204.85
  • Purity≥98%
  • MDL No.None

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

(2,6-Dichlorobenzyl)boronic acid|CS-0175202

Structure of 1072946-39-4

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General Information

  • CAS No. 1072946-39-4
  • Cat. No. CS-0175202
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BCl₂O₂
  • Molecular Weight 204.85
  • Synonym(s) 2,6-DICHLOROBENZYLBORONIC ACID
  • SMILES OB(O)CC1=C(Cl)C=CC=C1Cl

Description

(2,6-Dichlorobenzyl)boronic acid features a sterically protected boronic acid moiety attached to a dichlorinated benzyl scaffold, enabling reliable coupling in Suzuki-Miyaura reactions. The electron-withdrawing chlorine substituents enhance reactivity while maintaining bench-stable handling under standard conditions. This compound integrates seamlessly into complex molecular architectures requiring orthogonal functionalization.

Application

(2,6-Dichlorobenzyl)boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-dichloro substitution enhances electrophilic reactivity in downstream functionalization while maintaining compatibility with diverse reaction conditions. The boronic acid functionality enables efficient coupling with aryl and vinyl halides, facilitating rapid access to substituted biaryl architectures common in pharmaceutical and agrochemical 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   40.46
  • LogP   1.5479
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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