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

Name: 2-(3,5-Difluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 1251844-06-0
Cat. No. CS-0369261
Molecule weight308.06
Purity≥98%
MDL No.MFCD18383488

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2-(3,5-Difluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0369261

Structure of 1251844-06-0

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General Information

CAS No. 1251844-06-0
Cat. No. CS-0369261
Purity ≥98%
MDL No. MFCD18383488
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₄BF₅O₂
Molecular Weight 308.06
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=CC(F)=C(C(F)(F)F)C(F)=C2)O1

Description

This boronate ester features a sterically shielded tetramethyl-1,3,2-dioxaborolane core paired with a 3,5-difluoro-4-(trifluoromethyl)phenyl group. The electron-deficient aryl moiety enhances coupling efficiency in Suzuki-Miyaura reactions, while the bench-stable structure resists hydrolysis under standard conditions.

Application

This boronate ester serves as a robust building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The trifluoromethyl and difluoro substituents confer enhanced metabolic stability and lipophilicity, making it particularly valuable in medicinal chemistry. Its tetramethyl-substituted dioxaborolane core ensures excellent bench stability, minimal protodeboronation, and ease of purification—ideal for scalable synthesis of complex fluorinated biaryls and heterocyclic scaffolds.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 18.46
LogP 3.2828
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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2-(3,5-Difluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 1251844-06-0

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