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

Name: 4,4,5,5-Tetramethyl-2-(3-methyl-4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane
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CAS No. 1126479-89-7
Cat. No. CS-0369180
Purity≥97%
MDL No.None

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4,4,5,5-Tetramethyl-2-(3-methyl-4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane|CS-0369180

Structure of 1126479-89-7

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General Information

CAS No. 1126479-89-7
Cat. No. CS-0369180
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BF₃O₂
Molecular Weight 286.10
Synonym(s) None
SMILES FC(C1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1C)(F)F

Description

This boronate ester features a sterically hindered tetramethyl-1,3,2-dioxaborolane core paired with a para-trifluoromethyl-substituted aryl group, delivering enhanced stability and reactivity in cross-coupling reactions. The electron-deficient trifluoromethylphenyl moiety enables efficient palladium-catalyzed transformations under standard conditions.

Application

4,4,5,5-Tetramethyl-2-(3-methyl-4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. Its trifluoromethyl-substituted aryl group enables efficient C–C bond formation with aryl halides and pseudohalides under mild conditions. The tetramethyl substitution enhances stability and solubility, facilitating purification and scalability in medicinal chemistry and materials synthesis workflows.

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

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Computational Chemistry Data

TPSA 18.46
LogP 3.31302
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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

CAS No. 1126479-89-7

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