2-(2-Cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(2-Cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 1362243-53-5
Cat. No. CS-0137569
Purity≥96%
MDL No.MFCD10698533

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2-(2-Cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0137569

Structure of 1362243-53-5

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General Information

CAS No. 1362243-53-5
Cat. No. CS-0137569
Purity ≥96%
MDL No. MFCD10698533
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁BO₂
Molecular Weight 244.14
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=CC=CC=C2C3CC3)O1

Description

This boronate ester features a cyclopropyl-substituted aryl group, enabling efficient cross-coupling under standard conditions. The tetramethyl-1,3,2-dioxaborolane scaffold imparts enhanced stability and moisture tolerance, facilitating reliable use in Suzuki-Miyaura reactions without requiring inert atmosphere handling.

Application

2-(2-Cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its tetramethyl-substituted dioxaborolane moiety enhances air and moisture stability while enabling efficient coupling with aryl and heteroaryl halides. The cyclopropylphenyl group provides a rigid, lipophilic scaffold relevant to medicinal chemistry applications, offering predictable reactivity and straightforward purification.

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 18.46
LogP 2.8632
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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2-(2-Cyclopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 1362243-53-5

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