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

Name: 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanecarbonitrile
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CAS No. 1206641-31-7
Cat. No. CS-0037668
Purity≥97%
MDL No.None

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1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanecarbonitrile|CS-0037668

Structure of 1206641-31-7

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General Information

CAS No. 1206641-31-7
Cat. No. CS-0037668
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₀BNO₂
Molecular Weight 269.15
Synonym(s) 1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropane-1-carbonitrile
SMILES CC1(C)C(C)(C)OB(C2=CC=C(C=C2)C3(CC3)C#N)O1

Description

This cyclopropanecarbonitrile derivative features a boronate ester group enabling efficient Suzuki-Miyaura cross-coupling reactions. The tetramethyl-1,3,2-dioxaborolane moiety imparts stability and compatibility with aqueous conditions, while the rigid cyclopropyl scaffold enhances metabolic resistance. Ideal for constructing complex aryl-substituted heterocycles in medicinal chemistry and materials science.

Application

1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanecarbonitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The cyclopropanecarbonitrile moiety provides structural rigidity and metabolic stability, while the tetramethylboronate group ensures excellent bench stability and compatibility with diverse reaction conditions. It facilitates efficient C–C bond formation under mild catalytic conditions, enabling rapid access to biaryl architectures 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-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 42.25
LogP 2.54098
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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

CAS No. 1206641-31-7

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