Thursday October 24th, 2013 23:07 Chemistry Experiment: Ether Synthesis by Distillation

Diethyl Ether is Synthesized by Catalytic Dehydration of Ethyl Alcohol. Sulfuric Acid is Used as the Catalyst in This Acid Base Reaction. Sulfuric Acid Forms the ester Ethyl Bisulphate and Generates Water. The Alcohol in the Reaction Bath remains Bound and Very Little Ether is Generated. When Excess EtOH is Added to the Reaction Bath at 140C, Ether is Formed and the Sulfuric Acid Regenerated. Water Generated in the Reaction is Distilled over with the Ether. The Reaction Mixture Becomes Black Due to Oxidation/ Reduction Side Reactions. The Reaction Bath Consists of: 20g of Clean Sand, 180mL EtOH, and 160mL of 96.4% H2S04. An Additional 750mL of Ethyl Alcohol is Slowly Added by way of an Addition Funnel. The Reaction Bath is Kept at 135- 145C while the Still Head Temp is 55-85C. The Second Distillation is Done with a Water Bath Due to the Extreme Flammability of Ether which has an Auto Ignition Temp of 170C. The Water Bath is Maintained Below 60C. The Ether Comes Over at a Remarkably Steady 35C Leaving the Excess Water Behind in the Calcium Chloride ~200g.

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    332 Comments on “Chemistry Experiment: Ether Synthesis by Distillation”

    • evsonjunior October 5, 2010 at 8:44 am

      why you are using sand? and what you do to control the production of the ether peroxide?

    • ytmachx October 6, 2010 at 7:36 am

      @evsonjunior Sand is for anti-bumping granules,(most other types will dissolve in conc. sulfuric) Ether is stabilized by limiting light ,air, and adding a very small amount of BHT,(butylhydroxytoluene)

    • spiff873 November 10, 2010 at 2:32 pm

      Lacking, BHT, how effective is it to use NaOH as a stabilizer? Any clue how much to use?

    • ytmachx November 11, 2010 at 11:05 am

      @spiff873 Lacking BHT, I would put the ether in a dark colored bottle with copper turnings. I don’t know about the NaOH for stabilization.

    • surplusdriller November 13, 2010 at 10:55 pm

      whay the elaborat cooling settup? isent tappwater sufisantly cool?

    • ytmachx November 13, 2010 at 11:39 pm

      @surplusdriller Ether has a low boiling point, about 35*C. My tap water is about 32*C and room temp about 35*C. I prefer to have the condenser quite a bit colder that the boiling point of the condensate.

    • cabtrfg November 18, 2010 at 4:02 pm

      @spiff873

      you can also use 1-2% ethanol as a radical scavenger to prevent peroxide formation. The only problem with this is that it raises the polarity of the solvent, so be mindful when dry ether is needed.

    • Phacias December 29, 2010 at 5:04 am

      Is it Your kitchen or a lab? I am just curious ^^

    • ytmachx December 29, 2010 at 6:34 am

      @Phacias It’s the kitchen in an office building.

    • carjim123 January 14, 2011 at 5:15 am

      what is the use of the residual from diethyl ether destillation? and what is the amount of ingredients to produce one litre of ether?
      thanks

    • ytmachx January 14, 2011 at 5:19 am

      @carjim123 The residue can neutralized and discarded. Scale up 3x for a liter

    • carjim123 January 18, 2011 at 3:07 am

      how many times can be used the same sulfuric acid for ether production and is it possible to clean that acid once is not more usable to use it again ?. how much ethilyc alcohol is needed to produce 1 liter of ether.
      Thanks.

    • ytmachx January 18, 2011 at 10:32 am

      @carjim123 I think that you could run about 1.5 liters through the bath before it is useless. Doing it this way, it takes about 2.5 liters of EtOH to make 1L of ether.

    • Ibogaine306 February 22, 2011 at 2:12 pm

      I’m hungry.

    • Ibogaine306 February 22, 2011 at 2:31 pm

      Why do you put the flask you are just about to heat into the freezer? Honest question.

    • ytmachx February 23, 2011 at 9:58 am

      @Ibogaine306 This is because, when the acid is added to the alcohol, there is a strong reaction that produces ether. Freezing the two components first, slows this reaction.

    • ProxySpam March 20, 2011 at 10:04 pm

      I would add an anti foaming agent, that shit don’t look too good lol I wouldn’t sleep well leaving it overnight ^.^

    • sm3a14 March 24, 2011 at 11:29 pm

      I would like to ask what will happen if i forget to add 1,boiling chips in boiling step,
      or 2, sodium bicarbonate in washing step.

    • ytmachx March 25, 2011 at 7:46 am

      @sm3a14 If there are no boiling chips you may experience bumping. Sand is used instead of boiling chips because boiling chips are usually dissolved by strong acids.

      Sodium Hydroxide is used to wash the raw ether to remove water. The rest of the water is removed with Calcium Chloride in the final distillation.

    • sm3a14 March 25, 2011 at 1:52 pm

      Thanks =]
      But, what if I didn’t add sodium carbonate to wash the mixture? The result is what?

    • ytmachx March 26, 2011 at 8:55 am

      @sm3a14 Sodium carbonate???

    • sm3a14 March 26, 2011 at 9:03 am

      Oh, sorry, should be sodium hydroxide

    • ytmachx March 26, 2011 at 9:05 am

      @sm3a14 The sodium hydroxide removes most of the water.

      No NaOH, more water in the ether.

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      @commercialmats Glad you liked it!

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