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

Name: 2,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
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CAS No. 859833-13-9
Cat. No. CS-0091621
Molecule weight239.14
Purity≥95%
MDL No.MFCD07783649

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2,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole|CS-0091621

Structure of 859833-13-9

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General Information

CAS No. 859833-13-9
Cat. No. CS-0091621
Purity ≥95%
MDL No. MFCD07783649
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₈BNO₂S
Molecular Weight 239.14
Synonym(s) 2,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1,3-thiazole
SMILES CC1(C)C(C)(C)OB(C2=C(C)N=C(C)S2)O1

Description

This boronate-functional thiazole integrates seamlessly into Suzuki-Miyaura cross-coupling reactions under standard conditions. The tetramethyl-1,3,2-dioxaborolane moiety provides enhanced stability and moisture tolerance, while the 2,4-dimethyl substitution pattern minimizes undesired side reactions. This bench-stable reagent enables efficient access to complex heterocyclic architectures in medicinal chemistry and materials science.

Application

2,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole serves as a versatile boron-containing building block for palladium-catalyzed cross-coupling reactions. The thiazole core exhibits excellent bench stability and tolerates a range of functional groups, enabling efficient construction of biologically relevant heterocyclic scaffolds. Its steric and electronic profile facilitates reliable coupling with aryl and vinyl halides, making it well-suited for medicinal chemistry and materials synthesis workflows.

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-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 31.35
LogP 2.05914
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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

CAS No. 859833-13-9

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