3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole

Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
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CAS No. 855738-89-5
Cat. No. CS-0041121
Purity≥97%
MDL No.MFCD16996081

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3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole|CS-0041121

Structure of 855738-89-5

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General Information

CAS No. 855738-89-5
Cat. No. CS-0041121
Purity ≥97%
MDL No. MFCD16996081
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₀BNO₂
Molecular Weight 293.17
Synonym(s) 9H-Carbazole, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
SMILES CC1(C)C(C)(C)OB(C2=CC3=C(C=C2)NC4=C3C=CC=C4)O1

Description

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole features a boronate ester group conjugated to a carbazole scaffold, enabling efficient Suzuki-Miyaura cross-coupling reactions. This bench-stable reagent integrates readily into complex molecular architectures, particularly in the synthesis of functional organic semiconductors and bioactive heterocycles.

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The carbazole core provides a rigid, electron-rich heterocyclic scaffold with established utility in organic semiconductors and medicinal chemistry. The pinacol boronate group offers excellent bench stability, mild reaction conditions, and broad functional group tolerance, enabling efficient C–C bond formation under standard catalytic protocols.

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 : H315-H319
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 34.25
LogP 3.6203
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Carbazole compounds

Material Science Material Composite Block Optoelectronic Material Intermediate

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

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3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole

CAS No. 855738-89-5

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