2-(3,5-Di-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(3,5-Di-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 1071924-13-4
Cat. No. CS-0112247
Purity≥97%
MDL No.MFCD24039797

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2-(3,5-Di-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0112247

Structure of 1071924-13-4

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General Information

CAS No. 1071924-13-4
Cat. No. CS-0112247
Purity ≥97%
MDL No. MFCD24039797
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₃₃BO₂
Molecular Weight 316.29
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=CC(C(C)(C)C)=CC(C(C)(C)C)=C2)O1

Description

This boronate ester features a sterically shielded aryl group that enhances stability and minimizes protodeboronation. The tetramethyl-substituted dioxaborolane ring ensures excellent shelf life and compatibility with diverse coupling conditions. Ideal for Suzuki-Miyaura cross-couplings requiring robust, moisture-tolerant reagents.

Application

2-(3,5-Di-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a sterically protected boronate building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-di-tert-butyl substitution enhances stability and minimizes protodeboronation, enabling reliable coupling under mild conditions. The tetramethyl-substituted dioxaborolane ring offers excellent bench stability and ease of purification, facilitating its use in complex molecule assembly and API intermediate 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-P280-P302+P352

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Computational Chemistry Data

TPSA 18.46
LogP 4.5808
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(3,5-Di-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 1071924-13-4

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