Chemical Forums

Specialty Chemistry Forums => Citizen Chemist => Topic started by: Hajutze on May 24, 2013, 10:06:32 AM

Title: Removing alcohol from fermented juice
Post by: Hajutze on May 24, 2013, 10:06:32 AM
Now I am not really sure if this sub-forum is the correct one, but it looked like the best one to post in.

You know .. just in theory. Let's say that we have an orange juice gone bad (in other words - it's already fermented) so as far as I know - it contains alcohol right now. Is there a way to "remove" the alcohol with easy-to-get products ?

I am not really sure but the alcohol formed from fermantation should be acidic right ? So I need some sort of a base to "turn" the base and the acid into salt* and water.

*Not really sure if that's the correct term in english.
Title: Re: Removing alcohol from fermented juice
Post by: Arkcon on May 24, 2013, 10:44:35 AM
Now I am not really sure if this sub-forum is the correct one, but it looked like the best one to post in.

Not a problem, we can handle it after the fact

Quote
You know .. just in theory. Let's say that we have an orange juice gone bad (in other words - it's already fermented) so as far as I know - it contains alcohol right now.

Yes, industrial distillation will handle this problem.  Use of vacuum will prevent damage to the juice.

Quote
Is there a way to "remove" the alcohol with easy-to-get products ?

No, that's not possible

Quote
I am not really sure but the alcohol formed from fermantation should be acidic right ?
So I need some sort of a base to "turn" the base and the acid into salt* and water.

No. That is fundamentally wrong.

Quote
*Not really sure if that's the correct term in english.

Technically correct, just not applicable in this case.
Title: Re: Removing alcohol from fermented juice
Post by: billnotgatez on May 24, 2013, 01:12:01 PM
http://www.chow.com/food-news/53912/how-are-nonalcoholic-beer-and-wine-made/

I found this via GOOGLE
Title: Re: Removing alcohol from fermented juice
Post by: vmelkon on May 24, 2013, 05:39:20 PM
But even if you remove the alcohol, isn't it going to taste crappy?
Fermentation is done by yeast and these things have an enzyme (or 2?) that converts sucrose into glucose and then the glucose to ethanol and CO2 but the same enzyme also makes some aldehyde and ketone.

I know that they make something other than ethanol (maybe acetaldehyde for the aldehyde and acetone for the ketone) because I have fermented pure sucrose to make ethanol. I added some NaOH to the ethanol and after 1/2 a day, it produces a little bit of some oily yellow liquid which sits at the bottom. The oily liquid is generated by an aldol condensation.
I can then distill the ethanol again and thus, obtain a ethanol that is both acetaldehyde and acetone free.
==> so, you can get rid of the ethanol, acetaldehyde and acetone but perhaps there will be some other junk still in your juice.

Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on June 01, 2013, 08:48:47 PM
    Acetaldehyde is a common product of distilling alcohol. Ethanol and acetaldehyde both have a low boiling point so seperation by distillation would be difficult. But if you are simply extracting ethanol from a juice, there exists only trace amounts of acetaldehyde and acetone,. i do not believe it is enough to actually be harmful.
Title: Re: Removing alcohol from fermented juice
Post by: vmelkon on June 03, 2013, 11:47:42 PM
Yes, I guess you can get rid of it along with ethanol but I imagine the juice is going to still taste bad. Perhaps because of the yeast or perhaps the yeast produces some other chemicals. I remember drinking fermented orange juice 5 years ago. I think it tasted very acidic and had a weird taste. It made me want to spit it out fast.
Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on June 04, 2013, 12:13:58 AM
Well if there is no yeast in your juice, you arent producing alcohol, the juice is just decomposing. In order to ferment alcohol, you need a sugar and nutrient source (juice) and yeast. What you tasted was just rotten orange juice
Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on June 04, 2013, 11:45:33 PM
And also do not assume that if you react an acid with a base it will form a salt. A salt is an ionic compound, and if you introduce a base to a carboxylic acid, it simply will not form an ionic compound. HCL and NaOH will form an ionic compound NaCl. Say if NaOH and CH3C2OH, The result will not be a salt. The acidity in fermented orange juice is most likely the result of citric and acetic acid. Both are carboxylic acids
Title: Re: Removing alcohol from fermented juice
Post by: 408 on June 05, 2013, 12:56:21 AM
if you introduce a base to a carboxylic acid, it simply will not form an ionic compound

wrong
Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on June 05, 2013, 07:49:58 AM
408 i would appreciate if you followed up with a suggestion for a correct answer instead of just blatantly saying "wrong". If you produced an explanation of why I was wrong I would actually be learning something, which was the point of me joining this forum. To me it seems like you are just trying to make yourself look like you know better than me without supplying any proof that you actually know the real answer.
Title: Re: Removing alcohol from fermented juice
Post by: Arkcon on June 05, 2013, 07:58:51 AM
I can relate to you wanting more, but I don't see what there is to say.  An alkaline salt of a carboxylic acid is most definitely an ionic compound.  I can't see how you'd think it wasn't.  Example:  benzoic acid is a caboxylic acid, and because it contains a benzene ring, a pretty non-polar organic acid, not very soluble in water.  Reacted with sodium hydroxide, it forms the sodium salt, sodium benzoate, an ionic compound, that is very soluble in water.  Do you have a counter-example?

Not that any of this really addresses the O.P.
Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on June 05, 2013, 08:25:09 AM
Thank you for the clarity, and maybe I could have phrased my response better before. I did not mean it was impossible to create a salt with a carboxylic acid, i was simply saying that one cannot assume that introducing a base to an acidic solution would definitely yield a salt. I appreciate your response and since we are, in fact getting off topic I suppose we can end this argument here. Thank you again.
Title: Re: Removing alcohol from fermented juice
Post by: vmelkon on June 06, 2013, 12:05:21 PM
Thank you for the clarity, and maybe I could have phrased my response better before. I did not mean it was impossible to create a salt with a carboxylic acid, i was simply saying that one cannot assume that introducing a base to an acidic solution would definitely yield a salt. I appreciate your response and since we are, in fact getting off topic I suppose we can end this argument here. Thank you again.

When you said "NaOH and CH3C2OH" does not form an ionic compound, that didn't make much sense. I'm assuming you meant NaOH and acetic acid. This produces sodium acetate. It is a salt because it dissolves in water and ionizes 100% (Na+ ions are removed from the acetate). Go ahead and measure electrical conductance.

If you are using the Bronsted-Lowry definition, there are a bunch of organic compounds which have an amine group (NH2), an NH group or a N (with carbon neighbors) and these can behave as a base. N has a lone pair onto which a H+ can come and bind to. Even these can react with carboxylic acids and form a soluble salt.
Check out metoprolol succinate and metoprolol tartrate
http://en.wikipedia.org/wiki/Metoprolol
Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on June 06, 2013, 09:02:32 PM
Yes, I meant to say CH3COOH, and I understand that my explanation was wrong, I should have used a better example. Thank you for the response.
Title: Re: Removing alcohol from fermented juice
Post by: curiouscat on June 27, 2013, 07:12:42 AM
408 i would appreciate if you followed up with a suggestion for a correct answer instead of just blatantly saying "wrong". If you produced an explanation of why I was wrong I would actually be learning something, which was the point of me joining this forum. To me it seems like you are just trying to make yourself look like you know better than me without supplying any proof that you actually know the real answer.

I disagree. It is often very useful to know that one is wrong, even without knowing exactly how.
Title: Re: Removing alcohol from fermented juice
Post by: Squeegy on June 30, 2013, 11:21:23 AM
I disagree. It is often very useful to know that one is wrong, even without knowing exactly how.

i am just a new guy here, and it does seem like this forum has to deal with a lot of people who dont know what they are talking about and claim they do, so you guys probably get sick of it. however while being told you are wrong can be useful, its usually much more useful to know why, and its also often more constructive for someone to tell someone why they are wrong. just saying wrong can seem very blunt and unfriendly and wont help him figure out WHERE he went wrong.

i suspect he was initially thinking that ionic compounds were non organic, and thats what lead to the mistake?
Title: Re: Removing alcohol from fermented juice
Post by: sophotect on July 04, 2013, 03:11:06 AM
I agree, it usually is better to know why one is wrong as opposed to just hearing someone say "wrong, try again" but think about it from a perspective of risk vs. reward. We don't know OPs personal capabilities except by what OP says here. If OP asks a well thought out question indicating awareness of an experiment's theoretical foundations as well as its inherent risks, we risk little by pointing out a potential flaw, limitation, or even a firm opinion. However, if OP asks a question that could be better answered by google and/or wikipedia, that usually indicates that the OP didn't even bother to frame the question or issue in terms of accepted scientific thought, & by assuming he knows what we know, we risk grossly overestimating OP's [intelligence|education|fortitude], perhaps fatally for OP.

Objectively, it isn't fair to O.P. to assume he knows enough to understand the answer.

Also, bearing that in mind, one person's opinion should not be the basis for continuing an inquiry.

EDIT:

Lastly, & more to the OPOQ (Original Poster's Original Question), yes, you can salt out out ethanol from water with potassium carbonate, which is available online for 10$ a kilo. http://www.soapgoods.com/Potassium-Carbonate-p-719.html

Here's a video.
http://www.youtube.com/watch?v=1SS3-D-Aqr4
Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on July 13, 2013, 08:16:30 PM
Cat, what you said was not very intelligent. On a forum like this people from all different fields of knowledge can reply to a post. Even ones that do not know what they are talking about, somebody could claim you are wrong when you may actually be mostly right about your answer. If you are just told "you are wrong" without providing an explanation as to why, you learn nothing. It is just an opportunity for somebody to make another user feel stupid when they themselves might not even know the answer. Which is exactly what you are doing right now. Nobody learns from it, The user just earns a small ego boost from telling the other user they are wrong without any real basis, which is exactly what you are doing right now.
Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on July 13, 2013, 08:23:39 PM
and squeegy, thats exactly what my train of thought was that lead to my misunderstanding, thank you for your support.
Title: Re: Removing alcohol from fermented juice
Post by: billnotgatez on July 14, 2013, 01:01:59 AM
As MOD for this board I thank the CHEMIST 408 for taking the time to come over here from the Organic board and let us know that an answer was wrong.
I know the CHEMISTs over there are busy.

We will stay on topic in this thread from now on.
Contact me off line if you have a need to discuss something other than the topic that the original poster had in mind or a clear associated off shoot.
Title: Re: Removing alcohol from fermented juice
Post by: Ander08 on July 14, 2013, 04:07:56 PM
so you are actually encouraging this nonsense? If the purpose of this forum is just to put down people who make an incorrect suggestion and attempt to make them feel stupid for the sake of the higher member's ego, then i feel like i am in the wrong place, for i came here simply to extend my knowledge, not to be berated by arrogant know-it-alls
Title: Re: Removing alcohol from fermented juice
Post by: Borek on July 14, 2013, 04:16:09 PM
I agree it is better to get an answer with an explanation. Trick is, I don't always have time to explain what is wrong, and I can either signal something is wrong, or not answer at all (I can't guarantee to remember about the thread when it disappears from the first page). It is usually hard choice, as neither approach is the correct one.

I am locking the thread before it will get out of control. It got off topic long ago.