(E)-4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol

Name: (E)-4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol
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CAS No. 117924-31-9
Cat. No. CS-0112818
Molecule weight198.07
Purity≥97%
MDL No.MFCD31390396

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(E)-4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol|CS-0112818

Structure of 117924-31-9

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General Information

CAS No. 117924-31-9
Cat. No. CS-0112818
Purity ≥97%
MDL No. MFCD31390396
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉BO₃
Molecular Weight 198.07
Synonym(s) (E)-4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)but-3-en-2-ol
SMILES CC(C(C)(O1)C)(OB1/C=C/C(C)O)C

Description

(E)-4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol features a boronate ester group conjugated to an (E)-configured enol double bond, enabling selective cross-coupling under mild conditions. The tetramethyl-substituted dioxaborolane moiety imparts enhanced stability and moisture tolerance, while the enol functionality supports direct integration into complex molecular architectures without requiring protection.

Application

(E)-4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The vinyl boronate moiety enables efficient C–C bond formation under mild conditions, while the (E)-configured double bond ensures stereochemical fidelity in downstream transformations. Its bench-stable tetramethylboronate group offers excellent functional group tolerance and simplifies purification. This compound functions as a key intermediate in the synthesis of conjugated dienes and complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 38.69
LogP 1.5548
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Fatty chain compounds

Key Words

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(E)-4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol

CAS No. 117924-31-9

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