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

Name: N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylamide
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CAS No. 434898-99-4
Cat. No. CS-0697708
Purity≥97%
MDL No.None

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N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylamide|CS-0697708

Structure of 434898-99-4

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General Information

CAS No. 434898-99-4
Cat. No. CS-0697708
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₀BNO₃
Molecular Weight 273.14
Synonym(s) None
SMILES CC1(C)OB(OC1(C)C)C1=CC=C(NC(=O)C=C)C=C1

Description

N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylamide integrates a boronate handle with an electron-rich aryl acrylamide scaffold, enabling efficient coupling in Suzuki-Miyaura reactions. This bench-stable reagent pairs well with diverse electrophiles and supports rapid assembly of conjugated systems under mild conditions.

Application

N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acrylamide serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane moiety enables robust coupling under mild conditions, while the acrylamide functionality provides conjugation and polarity useful in medicinal chemistry scaffolds. Bench-stable and compatible with diverse functional groups, it facilitates efficient synthesis of biaryl and extended π-conjugated systems.

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P501

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Computational Chemistry Data

TPSA 47.56
LogP 2.1103
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Olefins

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 434898-99-4

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