2-(2-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(2-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Brand: ChemScene
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CAS No. 960067-33-8
Cat. No. CS-0153837
Purity≥97%
MDL No.MFCD16996403

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2-(2-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0153837

Structure of 960067-33-8

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General Information

CAS No. 960067-33-8
Cat. No. CS-0153837
Purity ≥97%
MDL No. MFCD16996403
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇BF₂O₃
Molecular Weight 270.08
Synonym(s) 3-hydroxy-2,3-dimethylbutan-2-yl hydrogen (2-(difluoromethoxy)phenyl)boronate
SMILES CC1(C)C(C)(C)OB(C2=CC=CC=C2OC(F)F)O1

Description

This boronate ester features a difluoromethoxy-substituted phenyl group paired with a sterically shielded tetramethyl-1,3,2-dioxaborolane core. It delivers high stability under standard conditions and enables efficient cross-coupling reactions in synthetic workflows.

Application

2-(2-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The difluoromethoxy group imparts enhanced metabolic stability and modulates electronic properties, making it particularly valuable in medicinal chemistry applications. Its tetramethyl-substituted dioxaborolane ring ensures high chemical stability, minimal protodeboronation, and compatibility with diverse reaction conditions.

Synthesis

Route1
- In-stock
  
  175278-33-8
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  960067-33-8
References
- PFIZER LIMITED Patent: WO2008/135826 A2, 2008 ; Location in patent: Page/Page column 156; 157 ; WO 2008/135826 A2

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 27.69
LogP 2.5872
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(2-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 960067-33-8

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