4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine

Name: 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine
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CAS No. 568577-88-8
Cat. No. CS-W014555
Purity≥96%
MDL No.MFCD04112544

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4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine|CS-W014555

Structure of 568577-88-8

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Description

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine features a boronate ester handle flanked by a para-substituted phenyl ring and a morpholine heterocycle. This combination delivers enhanced solubility and stability under standard conditions, enabling efficient coupling in Suzuki-Miyaura reactions. The electron-rich morpholine moiety improves reactivity in cross-coupling processes while maintaining bench-stable handling characteristics.

Application

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. The morpholine moiety provides solubility and functional group tolerance, while the stable tetramethylboronate group enables efficient coupling with aryl halides under mild conditions. This reagent facilitates rapid access to biaryl architectures common in medicinal chemistry and materials science, offering excellent bench stability and straightforward purification.

General Information

CAS No. 568577-88-8
Cat. No. CS-W014555
Purity ≥96%
MDL No. MFCD04112544
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₄BNO₃
Molecular Weight 289.18
Synonym(s) 4-Morpholinophenylboronic Acid Pinacol Ester
SMILES CC1(C)C(C)(C)OB(C2=CC=C(N3CCOCC3)C=C2)O1

Computational Chemistry Data

TPSA 30.93
LogP 1.8224
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine

CAS No. 568577-88-8

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