2-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

Name: 2-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
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CAS No. 1225053-32-6
Cat. No. CS-0176737
Purity≥95%
MDL No.None

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2-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole|CS-0176737

Structure of 1225053-32-6

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General Information

CAS No. 1225053-32-6
Cat. No. CS-0176737
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₈BNO₂S
Molecular Weight 287.18
Synonym(s) 2-phenyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-Thiazole
SMILES CC1(C)C(C)(C)OB(C2=CN=C(C3=CC=CC=C3)S2)O1

Description

This boronate-functionalized thiazole integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering biaryl architectures with high efficiency. The tetramethyl-1,3,2-dioxaborolane moiety ensures excellent stability and moisture tolerance during handling.

Application

2-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety ensures excellent bench stability and compatibility with a wide range of reaction conditions. It facilitates efficient C–C bond formation with aryl, heteroaryl, and vinyl halides, enabling rapid access to biaryl and extended conjugated systems. Its functional group tolerance and ease of purification make it a practical choice for synthetic workflows in medicinal chemistry and materials science.

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-P405-P501

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Computational Chemistry Data

TPSA 31.35
LogP 3.1093
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

CAS No. 1225053-32-6

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