3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Name: 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Brand: ChemScene
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CAS No. 710348-95-1
Cat. No. CS-0371359
Purity≥97%
MDL No.MFCD22207038

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3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0371359

Structure of 710348-95-1

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General Information

CAS No. 710348-95-1
Cat. No. CS-0371359
Purity ≥97%
MDL No. MFCD22207038
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇BFNO₂
Molecular Weight 237.08
Synonym(s) 3-fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
SMILES NC1=CC(B2OC(C)(C)C(C)(C)O2)=CC(F)=C1

Description

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline features a boronate ester group that enables efficient Suzuki-Miyaura coupling under mild conditions. The electron-rich arylboron moiety integrates seamlessly into complex molecular architectures, while the fluorinated aromatic core enhances metabolic stability and modulates electronic properties in target compounds. This bench-stable reagent simplifies the synthesis of functionalized biaryl systems.

Application

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under mild conditions. The boronate ester group exhibits excellent bench stability, tolerates a range of functional groups, and facilitates rapid diversification in heterocyclic and pharmaceutical scaffold synthesis. Its defined regiochemistry supports predictable coupling outcomes in complex molecule assembly.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 44.48
LogP 1.7071
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

CAS No. 710348-95-1

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