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

Name: N-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
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CAS No. 330792-75-1
Cat. No. CS-0356528
Molecule weight295.18
Purity≥98%
MDL No.None

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N-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0356528

Structure of 330792-75-1

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General Information

CAS No. 330792-75-1
Cat. No. CS-0356528
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₂BNO₂
Molecular Weight 295.18
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=CC=C(NC3=CC=CC=C3)C=C2)O1

Description

N-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline features a boronate ester group conjugated to an aniline scaffold, enabling efficient Suzuki-Miyaura cross-coupling under mild conditions. The tetramethyl-substituted dioxaborolane moiety enhances stability and solubility in organic solvents, while the N-phenyl group imparts electronic modulation. This compound serves as a key building block for conjugated materials and functionalized arylamines in pharmaceutical and materials chemistry.

Application

N-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient construction of biaryl scaffolds under mild reaction conditions. The boronate ester group exhibits excellent stability, tolerates a range of functional groups, and facilitates straightforward purification. Its compatibility with diverse aryl halides makes it a practical choice for iterative cross-coupling strategies in medicinal chemistry and materials synthesis.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 30.49
LogP 3.7294
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 330792-75-1

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