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1-[2-(Triethylsilyl)ethynyl]cyclohexene

CAS 21692-54-6 C14H24Si 220.42 g/mol Catalogue item Boronic Acids & Coupling Reagents
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Structure of 1-[2-(Triethylsilyl)ethynyl]cyclohexene, CAS 21692-54-6
Structure · C14H24Si
CAS number
21692-54-6
Molecular formula
C14H24Si
Molecular weight
220.42 g/mol
Standard packing
1kg / 25kg / 100kg

Catalogued as CAS 21692-54-6, 1-[2-(Triethylsilyl)ethynyl]cyclohexene is a C14H24Si alkyne carried in kilogram quantities.

The terminal C-H is the reactive end: it is metalated and trapped, coupled under Sonogashira conditions, or cycloadded with an azide in a copper-catalysed reaction. The ring constrains the geometry of the fragment, so the entry is bought for the shape it imposes on the rest of the molecule rather than for a single reactive site. The protecting group is the reason the entry exists: it is carried through the steps that would otherwise attack the group underneath, and removed when that group is wanted.

The formula C14H24Si resolves to 14 carbons with one silicon. With 14 carbons the lipophilicity dominates: solubility in polar media falls away and the work-up is usually a phase separation.

Handling and storage

The container is kept sealed and out of light. Alkynes are checked for the coupled diyne before use, because that is the impurity that builds on standing.

Ordering

Packing 1kg / 25kg / 100kg, with the batch COA, the SDS and a specification sheet suitable for incoming inspection travelling with the lot.

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Entry1-[2-(Triethylsilyl)ethynyl]cyclohexene
CAS21692-54-6
Typical lead timeStock or 2–4 weeks
DocumentationCOA, SDS, spec sheet

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1-[2-(Triethylsilyl)ethynyl]cyclohexene (21692-54-6)

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