tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Name: tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
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CAS No. 850568-72-8
Cat. No. CS-W012104
Purity≥98%
MDL No.MFCD03453055

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tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-W012104

Structure of 850568-72-8

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General Information

CAS No. 850568-72-8
Cat. No. CS-W012104
Purity ≥98%
MDL No. MFCD03453055
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₅BO₄
Molecular Weight 304.19
Synonym(s) 4-Boc-phenylboronic Acid Pinacol Ester
SMILES CC(C)(C)OC(=O)C1=CC=C(C=C1)B1OC(C)(C)C(C)(C)O1

Description

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate delivers a boronate ester group flanked by a robust tetramethyl-1,3,2-dioxaborolane scaffold, enabling reliable Suzuki-Miyaura coupling under mild conditions. The tert-butyl ester moiety offers enhanced stability and convenient post-coupling deprotection. This compound integrates seamlessly into complex molecule assembly workflows.

Application

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. It enables efficient C–C bond formation with aryl and heteroaryl halides under mild conditions, offering excellent functional group tolerance and straightforward purification. The tert-butyl ester moiety provides orthogonal reactivity for subsequent transformations in complex molecule 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-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 44.76
LogP 2.9411
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

CAS No. 850568-72-8

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