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

Name: 3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
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CAS No. 1035266-33-1
Cat. No. CS-0174445
Purity≥97%
MDL No.MFCD11855976

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3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-0174445

Structure of 1035266-33-1

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Description

3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile delivers a boronate handle flanked by electron-rich methoxy and nitrile groups, enabling efficient Suzuki-Miyaura coupling. This bench-stable reagent integrates seamlessly into molecular scaffolds requiring orthogonal functionalization, offering predictable reactivity under standard conditions.

Application

3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The methoxy and nitrile groups provide orthogonal functionality for downstream derivatization, while the tetramethylboronate moiety ensures high stability, ease of handling, and compatibility with diverse reaction conditions. Its robustness and predictable reactivity make it ideal for constructing complex aryl scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 1035266-33-1
Cat. No. CS-0174445
Purity ≥97%
MDL No. MFCD11855976
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BNO₃
Molecular Weight None
Synonym(s) 3-CYANO-5-METHOXYPHENYLBORONIC ACID, PINACOL ESTER
SMILES CC1(C(C)(OB(O1)C2=CC(OC)=CC(C#N)=C2)C)C

Computational Chemistry Data

TPSA 51.48
LogP 1.86608
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Cyanide/Nitrile

Key Words

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

CAS No. 1035266-33-1

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