1-((Trimethylsilyl)ethynyl)-1l3-benzo[d][1,2]iodaoxol-3(1H)-one

Name: 1-((Trimethylsilyl)ethynyl)-1l3-benzo[d][1,2]iodaoxol-3(1H)-one
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CAS No. 181934-29-2
Cat. No. CS-0129628
Purity≥95%
MDL No.None

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1-((Trimethylsilyl)ethynyl)-1l3-benzo[d][1,2]iodaoxol-3(1H)-one|CS-0129628

Structure of 181934-29-2

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Description

1-((Trimethylsilyl)ethynyl)-1,3-benzo[d][1,2]iodaoxol-3(1H)-one features a robust trimethylsilyl-protected alkyne handle paired with a reactive iodo-containing heterocycle. This combination enables stable storage and efficient coupling in late-stage functionalization workflows. The silyl group ensures moisture tolerance, while the iodine moiety facilitates palladium-catalyzed cross-coupling reactions under mild conditions.

Application

1-((Trimethylsilyl)ethynyl)-1,3-benzo[d][1,2]iodaoxol-3(1H)-one serves as a stable, bench-ready building block for the synthesis of complex heterocycles and functionalized aryl systems. The trimethylsilyl-protected alkyne enables efficient Sonogashira coupling reactions under mild conditions, while the iodo-oxolone scaffold provides a versatile platform for further derivatization. Its compatibility with diverse functional groups and ease of purification make it well-suited for iterative synthetic strategies in medicinal chemistry and materials science applications.

General Information

CAS No. 181934-29-2
Cat. No. CS-0129628
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃IO₂Si
Molecular Weight 344.22
Synonym(s) 1-[(Trimethylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one
SMILES O=C1OI(C#C[Si](C)(C)C)C2=CC=CC=C21

Computational Chemistry Data

TPSA 26.3
LogP 3.2863
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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 : H315-H319
Precautionary Statements : P280-P302+P352-P362

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Material Science Organic-Inorganic Hybrid Materials A silane coupling agent

General Reagents Oxidants Hypervalent Iodine Oxidant

Chemical Synthesis Organometallic Reagents Organosilicon Ethynylsilanes

Chemical Synthesis Synthetic Reagents C-X(Non-Halogen) Bond Formation Ethynylation

Chemical Synthesis Synthetic Reagents Hypervalent Iodine Compounds

Chemical Synthesis Synthetic Reagents Oxidation Hypervalent Iodine

Key Words

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1-((Trimethylsilyl)ethynyl)-1l3-benzo[d][1,2]iodaoxol-3(1H)-one

CAS No. 181934-29-2

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