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Author: Subject: Hydrochloric / sulphuric acid question
Thomas Winwood
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[*] posted on 16-12-2004 at 16:45
Hydrochloric / sulphuric acid question


I was reading one of BromicAcid's posts on synthesis of carbon disulphide and have been planning how I myself might go about performing this reaction. (Nothing like throwing yourself in.)

My question concerns producing carbon for this reaction. Everyone's added sulphuric acid to sucrose and watched it build a Tower of Babel of carbon, and I was wondering if hydrochloric acid does the same thing?

Google searches have given me nothing helpful, and I'm on holiday for Christmas so I can't ask a teacher or consult a library resource.

Thanks in advance. :)
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BromicAcid
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[*] posted on 16-12-2004 at 16:55


Hydrochloric acid will not do the same thing. Sulfuric acid has the distinction of being a dehydrating agent at high concentrations, it will take the water molecules right out of the sucrose molecule leaving behind the carbon and becoming more dillute H2SO4 in the process. You can also see the difference in their reaction with water, if you take a watch glass with concentrated H2SO4 in it and add a few drops of water on the top, they will boil of pop off, whereas the same display with HCl will do no such thing. Other acids that have an affinity for water include concentrated phosphoric and perchloric acids, though there are other less common ones. Regardless, when we learn 'Always add acid to water, never add water to acid' we don't learn that it only really matters with the dehydrating acids.

BTW, which method to produce CS2 were you planning on trying? None of them seemed to work particularly well, the method using carbon obtained from decomposing sugar over high heat is too pure to allow the reaction to work well, supposedly the addition of alkali metal carbonates increases the rate of reaction though in catalytic amounts (i.e., less then 1/100 the reaction mixture). And the method using regular carbon obtained from OTC sources yields H2S.

Edit: Mwa ha ha haaaa! I was first :D

[Edited on 12/17/2004 by BromicAcid]




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HNO3
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[*] posted on 16-12-2004 at 16:57


The reastion with sulfuric acid proceeds as follows: C12H22O11(s) + H2SO4(con)(l) = 12 C(s) + 11 H2O(l) + H2SO4(dil)

No, HCl doesn't give the same result, because it doesn't have nearly the affinity for water that sulfuric does.
BTW, I doubt that you googled, since I did a quick search "Sulfuric acid sugar" the first hit gave the answer. Starting a thread on your first post is generally locked upon as bad, IMHO. Did you search the Board?:mad:
oops, BromicAcid posted while I was typing:(

[Edited on 12-17-04 by HNO3]




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[*] posted on 16-12-2004 at 16:58


No, it won’t. The reason this happens with H<sub>2</sub>SO<sub>4</sub> is that it is an extremely strong dehydrating agent, dehydrating sugar according to the following equation:

C<sub>12</sub>(H<sub>2</sub>O) <sub>11</sub> -> 12C + 11H<sub>2</sub>O

the water going to hydrate the acid. HCl possesses no such properties (extreme water affinity).

edit: That was fast. Two posts while I was writing mine.

[Edited on 17-12-2004 by neutrino]
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Thomas Winwood
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[*] posted on 16-12-2004 at 17:11


Quote:
Originally posted by HNO3
BTW, I doubt that you googled, since I did a quick search "Sulfuric acid sugar" the first hit gave the answer. Starting a thread on your first post is generally locked upon as bad, IMHO. Did you search the Board?:mad:


No, I didn't think to search the board (perhaps I should have). And as for the Googling... I did Google - "sugar and sulphuric acid" and "hydrochloric acid water affinity" if I remember correctly - but you'll have to take my word for it, and it seems I didn't search for the right things. (Spelling it the British way over the American way might have made a difference...oops.)

Anyway, as for BromicAcid's last question, I was planning on using the standard industrial method of adding the sulphur and carbon together at high temperatures. The carbon comes from the crushed product of the sucrose-acid reaction, which I figured would work well (although now I'm doubting things like purity, and some of the observations you made while doing much the same experiment).
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[*] posted on 16-12-2004 at 17:57


Curiously, heating sucrose with hydrochloric acid will convert it to a charred-looking crunchy black mass over a period of time. The same thing happens with other organic material like peanut shells ascorbic acid. It does seem to undergo some sort of aqueous "charring" and this cannot be explained by dehydration.

This has also made me wonder if conc. H2SO4 turns sugar to carbon only because of its great water affinity. Would grinding sucrose and P2O5 together with the exclusion of moisture produce the charring effect also? What about sucrose and a water-hungry base like sodium amide?

[Edited on 12-17-2004 by Polverone]




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[*] posted on 16-12-2004 at 18:01


HCl can be used in dehydration reaction even at consentrations less than that found in the muratic acid sold for the pool. I've used it for dehydration after an aldol condensation. Is this signifcantly diferent than dehydrating sucrous with the same thing?



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thumbup.gif posted on 16-12-2004 at 18:27


Oh well. Live and learn:D



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