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CS-W001157 4
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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl carbonochloridate

  • CAS No. 1334019-92-9

  • Cat. No. CS-0699212
  • Purity≥97%
  • MDL No.None

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl carbonochloridate|CS-0699212

Structure of 1334019-92-9

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General Information

  • CAS No. 1334019-92-9
  • Cat. No. CS-0699212
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BClO₄
  • Molecular Weight 296.55
  • Synonym(s) None
  • SMILES CC1(C)OB(OC1(C)C)C1=CC=C(COC(Cl)=O)C=C1

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl carbonochloridate features a boronate ester group paired with a reactive carbonate chloride handle. This combination enables efficient coupling in Suzuki-Miyaura reactions and facilitates direct installation of aryl linkages under mild conditions. The tetramethyl dioxaborolane moiety ensures stability and ease of handling, while the benzyl-carbonochloridate functionality provides rapid conjugation to nucleophiles. Ideal for modular synthesis in medicinal chemistry and materials science applications.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl carbonochloridate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The dioxaborolane group enables efficient coupling with aryl halides under mild conditions, while the benzyl carbonochloridate moiety offers orthogonal reactivity for peptide synthesis or targeted derivatization. Bench-stable and readily handled, it facilitates rapid access to functionalized biaryl scaffolds and complex molecular architectures in medicinal chemistry and materials science workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   N/A
  • LogP   N/A
  • H_Acceptors   N/A
  • H_Donors   N/A
  • Rotatable_Bonds   N/A

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