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Topic: Ethanol to Ethanal using Dichromate  (Read 4506 times)

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Offline OrganicZA

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Ethanol to Ethanal using Dichromate
« on: December 10, 2013, 09:02:17 AM »
The redox reaction where ethanol is oxidised to ethanal using dichromate in acidic conditions gives the following redox equation:

Cr2O72- + 3C2H5OH + 8H+  :rarrow: 2Cr3+ + 3C2H4O + 7H2O

According to the equation, 1 mol Cr2O72- reacts with 3 mol C2H5OH to produce 3 mol C2H4O So therefore using these stoichiometric relationships in actual practical synthesis should involve ethanol as the limiting reagent for example, so that the theoretical yeild of ethanal can be calculated: Example; 0.188 mol Sodium Dichromate with 0.550 mol ethanol with ratio of (1:2.9) (ethanol LR) therefore theoretical yield of 0.550 mol ethanal.

Is this the right procedure using the straight forward redox equation or do organic mechanisms exist that change the ratios of reactants and/or products? 

Offline Borek

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Re: Ethanol to Ethanal using Dichromate
« Reply #1 on: December 10, 2013, 12:32:42 PM »
Stoichiometry is stoichiometry.

Problems start when there are possible side products, as they can use your reactants.
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Offline Babcock_Hall

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Re: Ethanol to Ethanal using Dichromate
« Reply #2 on: December 11, 2013, 03:29:03 PM »
As a purely practical matter, overoxidation to an acid is a possibility.  There are reagents and protocols designed to get around this sort of problem.

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