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Organic Chemistry

Blazing goIITian

Joined:	21 Aug 2008
Post:	380

18 Feb 2009 20:35:52 IST

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how to convert ethanoic acid to ethyne??

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how to convert ethanoic acid to ethyne??

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AViK

Blazing goIITian

Joined: 5 Sep 2008

Posts: 953

18 Feb 2009 21:06:47 IST

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I did as below...

...CH₃COOH ---(Kolbe's electrolysis)---> C₂H₆ ---(Cl₂)--> C₂H₅Cl ---(alco. KOH)--> Ethene....

....Ethene --(Br₂/CCl₄)----> CH₂(Br)-CH₂(Br) ----(alco. KOH)---> Ethyne

Plz rate if useful...

JPS

Blazing goIITian

Joined: 21 Nov 2008

Posts: 1020

18 Feb 2009 21:11:17 IST

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first decarboxylate, u will get methane. then chlorinate to get methyl chloride. now, follow wurtz synthesis to get ethane.chlorinate in presence of light twice to get a dihalide. now, dechlorinate it by adding alc.KOH folowed by NaNH2 to get ethyne.

Neha Somani

Scorching goIITian

Joined: 19 Dec 2008

Posts: 288

20 Feb 2009 11:09:21 IST

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Avik is right..

Madhusudan Chavan

Forum Expert

Joined: 9 Mar 2007

Posts: 2554

20 Feb 2009 22:25:18 IST

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1) Reduce ethanoic acid to ethanol with LiAlH4.

2) Oxidise ethanol to acetaldehyde with PCC or John's reagent.

3) Treat acetaldehyde with PCl5 to convert it to 1,1-dichloroethane.

4) Treat this 1,1-dichloroethane with NaNH2 in liq NH3 , it will undergo dehydrohalogenation to give ethyne,

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