2,2,2-Trifluoro-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one

Name: 2,2,2-Trifluoro-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one
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CAS No. 1004294-77-2
Cat. No. CS-0101249
Purity≥97%
MDL No.MFCD16628195

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2,2,2-Trifluoro-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one|CS-0101249

Structure of 1004294-77-2

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General Information

CAS No. 1004294-77-2
Cat. No. CS-0101249
Purity ≥97%
MDL No. MFCD16628195
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₆BF₃O₃
Molecular Weight 300.08
Synonym(s) 2,2,2-Trifluoroacetophenone-4-boronic acid pinacol ester
SMILES CC1(C(C)(OB(O1)C2=CC=C(C=C2)C(C(F)(F)F)=O)C)C

Description

This trifluoromethyl ketone integrates a boronate ester handle for efficient cross-coupling, enabling direct access to fluorinated aryl ketones under standard conditions. The sterically protected tetramethylboronate moiety ensures high stability and compatibility with diverse reaction environments.

Application

2,2,2-Trifluoro-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The trifluoromethyl ketone moiety provides enhanced metabolic stability and modulates lipophilicity, while the pinacol borane group enables efficient, mild coupling with aryl and heteroaryl halides. This compound exhibits excellent bench stability, facilitates straightforward purification, and supports scalable synthesis of fluorinated biaryl architectures relevant to pharmaceutical development.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 35.53
LogP 2.7308
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,2,2-Trifluoro-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one

CAS No. 1004294-77-2

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