4,4,5,5-Tetramethyl-2-(3-(trifluoromethyl)benzyl)-1,3,2-dioxaborolane

Name: 4,4,5,5-Tetramethyl-2-(3-(trifluoromethyl)benzyl)-1,3,2-dioxaborolane
Brand: ChemScene
Availability: InStock
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CAS No. 1190235-39-2
Cat. No. CS-0153822
Purity≥97%
MDL No.MFCD10698528

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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4,4,5,5-Tetramethyl-2-(3-(trifluoromethyl)benzyl)-1,3,2-dioxaborolane|CS-0153822

Structure of 1190235-39-2

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General Information

CAS No. 1190235-39-2
Cat. No. CS-0153822
Purity ≥97%
MDL No. MFCD10698528
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BF₃O₂
Molecular Weight 286.10
Synonym(s) 4,4,5,5-Tetramethyl-2-(3-(trifluoromethyl)-benzyl)-1,3,2-dioxaborolane
SMILES CC1(C)C(C)(C)OB(CC2=CC(=CC=C2)C(F)(F)F)O1

Description

This tetramethylboronate integrates a trifluoromethyl-substituted benzyl group, offering enhanced stability and reactivity in cross-coupling processes. The sterically protected dioxaborolane core enables efficient Suzuki-Miyaura reactions under standard conditions.

Application

4,4,5,5-Tetramethyl-2-(3-(trifluoromethyl)benzyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The trifluoromethyl-substituted benzyl group provides enhanced metabolic stability and lipophilicity, making it valuable for constructing biologically relevant scaffolds. Its high functional group tolerance and ease of purification enable reliable integration into complex molecule synthesis.

Synthesis

Route1
- 402-23-3
- In-stock
  
  73183-34-3
- ~85%
- In-stock
  
  1190235-39-2
References
- ARES TRADING S.A.; SWINNEN, Dominique; MORANDI, Federica Patent: WO2013/92979 A1, 2013 ; Location in patent: Page/Page column 47 ;

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 18.46
LogP 3.8793
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4,4,5,5-Tetramethyl-2-(3-(trifluoromethyl)benzyl)-1,3,2-dioxaborolane

CAS No. 1190235-39-2

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