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CS-W001157 4
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2-(3-Chloro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1688649-04-8

  • Cat. No. CS-0173899
  • Purity≥98%
  • MDL No.None

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

2-(3-Chloro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0173899

Structure of 1688649-04-8

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General Information

  • CAS No. 1688649-04-8
  • Cat. No. CS-0173899
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BClO₂
  • Molecular Weight 252.54
  • Synonym(s) 3-Chloro-2-methylphenyboronic acid pinacol ester
  • SMILES CC1=C(B2OC(C)(C(C)(O2)C)C)C=CC=C1Cl

Description

This boronate ester features a 3-chloro-2-methylphenyl moiety coupled to a tetramethyl-1,3,2-dioxaborolane scaffold, delivering a bench-stable reagent for Suzuki-Miyaura cross-coupling. The electron-deficient aryl group enhances reactivity, while the steric bulk of the dioxaborolane ring improves shelf life and handling.

Application

2-(3-Chloro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a robust boron building block for palladium-catalyzed cross-coupling reactions. Its stability under ambient conditions and tolerance to diverse functional groups enable reliable Suzuki-Miyaura coupling with aryl halides and triflates. The sterically hindered tetramethyl substituents enhance shelf life and minimize protodeboronation, facilitating straightforward purification and integration into complex molecular architectures.

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+P364

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.94762
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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