Alkynes
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Alkynes. Reaction Acidity Synthesis. s- Complex of Acetylene. p- Bonds. Hydrocarbon Comparison. Alkyne Nomenclature. Enes with Ynes. Catalytic Hydrogenation. Lindlar’s Catalyst. H 2 on a Poisoned Catalyst Prevents Over-Reduction cis Alkenes. Addition of HX. Br 2 Addition.

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Alkynes

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Alkynes

Alkynes

Reaction

Acidity

Synthesis


S complex of acetylene

s-Complex of Acetylene

p-Bonds


Hydrocarbon comparison

Hydrocarbon Comparison


Alkyne nomenclature

Alkyne Nomenclature


Enes with ynes

Enes with Ynes


Catalytic hydrogenation

Catalytic Hydrogenation


Lindlar s catalyst

Lindlar’s Catalyst


H 2 on a poisoned catalyst prevents over reduction cis alkenes

H2 on a Poisoned CatalystPrevents Over-Reductioncis Alkenes


Addition of hx

Addition of HX


Br 2 addition

Br2 Addition


Hydration oxymercuration markovnikov

Hydration: OxymercurationMarkovnikov


Enol keto tautomerization intermolecular

Enol – Keto TautomerizationIntermolecular


Oxymercuration mechanism

Oxymercuration Mechanism


Hydration hydroboration anti markovnikov

Hydration: HydroborationAnti-Markovnikov


Hydroboration mechanism

Hydroboration Mechanism


Draw the products

Draw the Products


Acidity of terminal alkynes

Acidity of Terminal Alkynes


Acetylide formation

Acetylide Formation


Alkylation of acetylide ions homologations using s n 2 rxn

Alkylation of Acetylide IonsHomologations using SN2 rxn


Multi step syntheses

Multi-step Syntheses


Retrosynthetic analysis begin with the product

Retrosynthetic AnalysisBegin with the Product


Fill in the reagents

Fill in the Reagents


How many steps

How Many Steps?


5 steps

5 Steps


Alkynes

Compound A, C9H12, absorbs 3 equivalents of H2 on catalytic reduction over palladium to give B, C9H18. On reaction with acidic KMnO4, compound A gives, among other things, a ketone that was identified as cyclohexanone. On treatment with NaNH2 in NH3, followed by addition of iodomethane, compound A gives a new hydrocarbon C, C10H14. What are the structures of A, B and C?


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