2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Name: 2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Brand: ChemScene
Availability: InStock
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CAS No. 1309982-17-9
Cat. No. CS-0120426
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0120426

Structure of 1309982-17-9

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General Information

CAS No. 1309982-17-9
Cat. No. CS-0120426
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇BClNO₂
Molecular Weight 253.53
Synonym(s) 2-CHLORO-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-BENZENAMINE
SMILES NC1=C(B2OC(C)(C)C(C)(C)O2)C=CC=C1Cl

Description

2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline features a boronate ester group enabling efficient Suzuki-Miyaura coupling under mild conditions. The pendant chloro substituent offers orthogonal reactivity, facilitating sequential functionalization. This bench-stable reagent integrates seamlessly into complex molecule assembly, particularly in medicinal chemistry and materials science applications.

Application

2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile boron-based building block in Suzuki-Miyaura coupling reactions. The diborane moiety enables efficient cross-coupling with aryl and heteroaryl halides under mild conditions, while the ortho-chloro substituent provides a handle for subsequent functionalization. Its bench-stable, air-tolerant nature and compatibility with diverse reaction partners make it ideal for constructing complex biaryls and heterocyclic scaffolds 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 44.48
LogP 2.2214
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

CAS No. 1309982-17-9

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