(E)-2-(5-Chloropent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: (E)-2-(5-Chloropent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 126688-98-0
Cat. No. CS-1241456
Molecule weight230.54
Purity≥95%
MDL No.None

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(E)-2-(5-Chloropent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-1241456

Structure of 126688-98-0

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General Information

CAS No. 126688-98-0
Cat. No. CS-1241456
Purity ≥95%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀BClO₂
Molecular Weight 230.54
Synonym(s) None
SMILES ClCCC/C=C/B1OC(C)(C(C)(O1)C)C

Description

This boronate ester features a (E)-configured pentenyl chain with a terminal vinyl group, enabling selective cross-coupling reactions. The tetramethyl-substituted dioxaborolane ring ensures high stability and moisture tolerance, while the chlorine atom provides a handle for further functionalization. Designed for efficient Suzuki-Miyaura coupling under mild conditions, this reagent integrates readily into complex molecule synthesis workflows.

Application

(E)-2-(5-Chloropent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The terminal vinylboronate functionality enables efficient coupling with aryl and vinyl halides under mild conditions, while the (E)-configured alkene and tetramethyl substitution enhance stability and reduce protodeboronation. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex molecular architectures in medicinal chemistry and materials synthesis.

Safety Information

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Computational Chemistry Data

TPSA N/A
LogP N/A
H_Acceptors N/A
H_Donors N/A
Rotatable_Bonds N/A

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(E)-2-(5-Chloropent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 126688-98-0

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