1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

Name: 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
Brand: ChemScene
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CAS No. 1107627-01-9
Cat. No. CS-0088177
Purity≥97%
MDL No.MFCD16995903

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1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole|CS-0088177

Structure of 1107627-01-9

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General Information

CAS No. 1107627-01-9
Cat. No. CS-0088177
Purity ≥97%
MDL No. MFCD16995903
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₉BN₂O₂
Molecular Weight 258.12
Synonym(s) 1-methyl-1h-benzimidazole-6-boronic acid pinacol ester
SMILES CC1(C)C(C)(C)OB(C2=CC=C3N=CN(C)C3=C2)O1

Description

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole features a boronate ester group that enables efficient Suzuki-Miyaura cross-coupling reactions. This bench-stable reagent integrates seamlessly into complex heterocyclic scaffolds, offering reliable functionalization under mild conditions.

Application

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stability under ambient conditions and tolerance to diverse functional groups enable reliable C–C bond formation in late-stage functionalization. The boryl moiety facilitates efficient coupling with aryl and heteroaryl halides, making it a practical reagent for constructing biaryl scaffolds and complex heterocyclic architectures in medicinal chemistry and materials science applications.

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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Computational Chemistry Data

TPSA 36.28
LogP 1.8725
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

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1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

CAS No. 1107627-01-9

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