3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Name: 3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
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CAS No. 1220219-59-9
Cat. No. CS-W021964
Purity≥96%
MDL No.MFCD18383798

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3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-W021964

Structure of 1220219-59-9

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General Information

CAS No. 1220219-59-9
Cat. No. CS-W021964
Purity ≥96%
MDL No. MFCD18383798
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BNO₂
Molecular Weight None
Synonym(s) 3-Methyl-5-Cyanobenzeneboronic acid pinacol ester
SMILES N#CC1=CC(B2OC(C)(C)C(C)(C)O2)=CC(C)=C1

Description

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile features a boronate ester group paired with a nitrile and methyl substituent on a benzene ring. This combination enables stable coupling in Suzuki-Miyaura reactions, delivering efficient access to functionalized biaryl architectures under standard conditions.

Application

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boron-containing building block in Suzuki-Miyaura cross-coupling reactions. The pinacol boronate ester group enables efficient coupling with aryl and vinyl halides under mild conditions, while the nitrile and methyl substituents provide orthogonal functional handles for further derivatization. Bench-stable and readily purified by flash chromatography, it facilitates the construction of complex biaryl scaffolds common in pharmaceutical and agrochemical research.

Safety Information

Download SDS

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 42.25
LogP 2.1659
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

CAS No. 1220219-59-9

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