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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: dudeman on August 01, 2010, 03:06:06 AM

Title: Stuck on HCL...
Post by: dudeman on August 01, 2010, 03:06:06 AM
My next experiment requires me to make my own HCL but I decided I want to scale it way down by 11.36 times.

I need to understand this...

Two liters of 20% HCL (12.1 mols) <--- experiment requires this

This is what I got after trying to learn molarity and stuff by myself... After I scaled it down by 11.36 times what I'm left with is....

170 ml 20% HCL (1.065 mols)     

Is that correct? From my attempt at figuring this out I also think this means there is 3.883 grams of hydrogen chloride dissolved in a solution with water that equals 170 ml.

3.883 grams is having a hard time registering in my brain for some reason....

If I'm right... I should first dissolve the Hydrogen chloride into 150 ml of water and THEN add enough water to bring the total volume up to 170 ml... By doing this I will create 170 milliliters of hydrochloric acid with a concentration of 20% (1.065 mols)...

Title: Re: Stuck on HCL...
Post by: discodermolide on August 01, 2010, 03:40:46 AM
20% HCl = 20gHCl/100mL that is 400g in 2liters = 400/36.5 = 10.95M
scale it down by 11.36 times you have 0.965 mols of HCl in 176.05 mL
0.965mols of HCl = 35.22g. i.e. 35.22g in 176.05mL water .
a 20% solution
Title: Re: Stuck on HCL...
Post by: Borek on August 01, 2010, 07:45:23 AM
20% HCl = 20gHCl/100mL

Assuming w/v, it can be w/w as well.

(1.065 mols)     

Is that correct? From my attempt at figuring this out I also think this means there is 3.883 grams of hydrogen chloride

Molar mass of HCl is around 36.5 g/mol, without further analysis your mass seems to be ten times too low.
Title: Re: Stuck on HCL...
Post by: nj_bartel on August 01, 2010, 12:44:55 PM
I don't think it's unreasonable to be suspicious of an experiment using 2L of acid, lol.  So what's your experiment here?
Title: Re: Stuck on HCL...
Post by: dudeman on August 01, 2010, 03:02:35 PM
I don't think it's unreasonable to be suspicious of an experiment using 2L of acid, lol.  So what's your experiment here?

nj_bartel  ;D  Can we stay on topic please?  ;D


20% HCl = 20gHCl/100mL

Assuming w/v, it can be w/w as well.

(1.065 mols)     

Is that correct? From my attempt at figuring this out I also think this means there is 3.883 grams of hydrogen chloride

Molar mass of HCl is around 36.5 g/mol, without further analysis your mass seems to be ten times too low.

Thank you! ten times to low makes sense to me... That is where I was stuck... On my first attempt I found that 38.83 grams of HC would be needed for a 20% HCL (170ml total volume) solution but then I was unsure about that and tried again using a different method and came up with 3.883 and then I became really unsure.

So according to your calculations the amount of hydrogen chloride needed is going to be around 38.83? If that is right would you have any tips on how I would go about measuring out 38.83 grams of hydrogen chloride gas? Is there a way that I might be able to measure it in volume? How would I figure out the volume of HC in milliliters once in solution with H2O?

From my last post I was hassled about my lack of knowledge when it comes to HCL so I did some research..

HCL at 40% and above are not very stable at room temperature and at those percentages (40-60%) are considered fuming HCL. The highest concentration stable at room temperature and normal atmospheric pressure is 38% (from what I read)... So in order to make my 170ml 20% solution accurately without any special equipment I would first need to make a 38% solution and then dilute a portion of it to create a 20% solution.

Thanks again. 
Title: Re: Stuck on HCL...
Post by: Borek on August 01, 2010, 06:39:16 PM
20% usually doesn't mean very accurate concentration, anything between 19-21 (or even 18-22) will do.

What is the concentration of the acid you have at hand?

Edit: nj question is not completely off topic, after all, we have some guidelines and forum rules (http://www.chemicalforums.com/index.php?topic=33740.0). You have not broken them as of now, but we have to be vigilant ;)
Title: Re: Stuck on HCL...
Post by: dudeman on August 02, 2010, 01:55:46 AM
20% usually doesn't mean very accurate concentration, anything between 19-21 (or even 18-22) will do.

What is the concentration of the acid you have at hand?

Edit: nj question is not completely off topic, after all, we have some guidelines and forum rules (http://www.chemicalforums.com/index.php?topic=33740.0). You have not broken them as of now, but we have to be vigilant ;)

I understand how helping some people on here could be bad since they may be terrorists...

As of right now I have no acid. I found a lot of places to buy pure HCL online but I want to experience the chemistry first hand.
Title: Re: Stuck on HCL...
Post by: nj_bartel on August 02, 2010, 02:12:46 AM
Generally 2L isn't a good scale to "experience chemistry."  It's a good scale for a (very) amateur person dabbling around in chemistry to get a runaway reaction and boiling acid splashed on him.  Anyway, hydrochloric acid is used for a couple not so nice syntheses, so elaborate a little and maybe you can avoid some unnecessary danger.

Or scale your rxn down a lot.
Title: Re: Stuck on HCL...
Post by: dudeman on August 02, 2010, 02:39:10 AM
Generally 2L isn't a good scale to "experience chemistry."  It's a good scale for a (very) amateur person dabbling around in chemistry to get a runaway reaction and boiling acid splashed on him.  Anyway, hydrochloric acid is used for a couple not so nice syntheses, so elaborate a little and maybe you can avoid some unnecessary danger.

Or scale your rxn down a lot.

lame
Title: Re: Stuck on HCL...
Post by: nj_bartel on August 02, 2010, 03:48:59 AM
It's your body.  If you don't want people to advise you, or "can't" due to illicit reasons, at least isolate from everyone when you do it.
Title: Re: Stuck on HCL...
Post by: Borek on August 02, 2010, 04:32:43 AM
I found a lot of places to buy pure HCL online

Gaseous, compressed, in cylinders? Nobody sane will buy this stuff when they need a solution. Buy 38% solution and dilute.
Title: Re: Stuck on HCL...
Post by: 408 on August 03, 2010, 11:48:32 AM
For the record, I am doing a rxn on 0.3mmol scale currently, and it is done in 400mL of boiling concentrated hydrochloric acid.  And it is not drug related at all.  It is just the solvent.


So, why not just dilute 37% HCl?
Title: Re: Stuck on HCL...
Post by: discodermolide on August 03, 2010, 12:40:39 PM
I found a lot of places to buy pure HCL online

Gaseous, compressed, in cylinders? Nobody sane will buy this stuff when they need a solution. Buy 38% solution and dilute.
This is crap, I used gaseous HCl all the time in my pilot plant with absolutely no problems. I used it to make solutions in ethyl acetate, ethanol etc.
From a cylinder it is easy to handle
Title: Re: Stuck on HCL...
Post by: OC pro on August 03, 2010, 01:32:00 PM
@ Discodermolide: Don´t tell such stories to the newbies here. Gaseous HCl is very nasty stuff.  I have also experience with CO, SO2, ethylene, H2 of course and also phosgene, all in gas form. It´s always a pain...
Title: Re: Stuck on HCL...
Post by: nj_bartel on August 03, 2010, 03:00:05 PM
For the record, I am doing a rxn on 0.3mmol scale currently, and it is done in 400mL of boiling concentrated hydrochloric acid.  And it is not drug related at all.  It is just the solvent.


So, why not just dilute 37% HCl?

I know your chemistry background, and I know his (lack) of chemistry background.  From his first posts on here, his interest in the subject matter seemed innocent enough - the Li2CO3 synth.  This could even be an extension project building off of that.  But beyond the fact that there are some not so nice syntheses using HCl, for his own sake, if the synthesis is legit, he's best outlaying what he's planning on doing so we can guide him safely.  You probably have a nice fumehood for all that acid boiling off and a water shower if something goes wrong.  He almost certainly does not.
Title: Re: Stuck on HCL...
Post by: orgopete on August 03, 2010, 03:10:15 PM
Well, I am still stuck on why anyone would want to make HCl. You can buy it in the hardware store. If he said it was to make sodium chloride, I would still remain skeptical. There are things I can imagine making, but something that requires chlorine or sulfuric acid, and we scared off someone who wanted a safe nail polish remover? Really now, some people gave that poster a hard time and this person wants to make HCl? Seriously?
Title: Re: Stuck on HCL...
Post by: nj_bartel on August 03, 2010, 03:28:55 PM
The hardware stuff is usually stuck with stuff like iron impurities, so if you're working with something that iron's going to catalytically mess up...  That's not the case here, but just a point  :P
Title: Re: Stuck on HCL...
Post by: Borek on August 03, 2010, 05:22:30 PM
Gaseous, compressed, in cylinders? Nobody sane will buy this stuff when they need a solution. Buy 38% solution and dilute.
This is crap, I used gaseous HCl all the time in my pilot plant with absolutely no problems. I used it to make solutions in ethyl acetate, ethanol etc.

As far as I can tell we are talking about water solution. When in need of water solution, would you start with gaseous HCl?
Title: Re: Stuck on HCL...
Post by: discodermolide on August 04, 2010, 05:51:05 AM
Gaseous, compressed, in cylinders? Nobody sane will buy this stuff when they need a solution. Buy 38% solution and dilute.
This is crap, I used gaseous HCl all the time in my pilot plant with absolutely no problems. I used it to make solutions in ethyl acetate, ethanol etc.

As far as I can tell we are talking about water solution. When in need of water solution, would you start with gaseous HCl?

Depends on the reaction I am doing at the time
Title: Re: Stuck on HCL...
Post by: discodermolide on September 04, 2010, 12:07:08 PM
@ Discodermolide: Don´t tell such stories to the newbies here. Gaseous HCl is very nasty stuff.  I have also experience with CO, SO2, ethylene, H2 of course and also phosgene, all in gas form. It´s always a pain...

Note I said Pilot plant
Title: Re: Stuck on HCL...
Post by: orgopete on September 04, 2010, 04:23:32 PM
@ Discodermolide: Don´t tell such stories to the newbies here. Gaseous HCl is very nasty stuff.  I have also experience with CO, SO2, ethylene, H2 of course and also phosgene, all in gas form. It´s always a pain...

Note I said Pilot plant

I am with Discordermolide here, except for the Pilot Plant requirement. I always liked catalytic hydrogenations as the work-up was always easy, filter and evaporate. I don't want to generalize, as it depends on equipment at your disposal, experience, etc, but I can imagine it being a pain (HF, SF4) or a pleasure (H2, I can imagine others, though I haven't used them).

I don't mean to hihack this thread. I still don't understand why the poster escapes criticism for wanting to make HCl gas in the first place, let alone using it. How many of you that used HCl gas, made it? I am more than skeptical.
Title: Re: Stuck on HCL...
Post by: discodermolide on September 04, 2010, 11:30:08 PM
Never made it, always bought it!
Title: Re: Stuck on HCL...
Post by: nj_bartel on September 06, 2010, 05:06:52 PM
@ Discodermolide: Don´t tell such stories to the newbies here. Gaseous HCl is very nasty stuff.  I have also experience with CO, SO2, ethylene, H2 of course and also phosgene, all in gas form. It´s always a pain...

Note I said Pilot plant

I am with Discordermolide here, except for the Pilot Plant requirement. I always liked catalytic hydrogenations as the work-up was always easy, filter and evaporate. I don't want to generalize, as it depends on equipment at your disposal, experience, etc, but I can imagine it being a pain (HF, SF4) or a pleasure (H2, I can imagine others, though I haven't used them).

I don't mean to hihack this thread. I still don't understand why the poster escapes criticism for wanting to make HCl gas in the first place, let alone using it. How many of you that used HCl gas, made it? I am more than skeptical.

I have, but just for home chlorinei synth
Title: Re: Stuck on HCL...
Post by: demoninatutu on September 06, 2010, 10:50:06 PM
nj_bartel and orgopete are right to be concerned about this request. dudeman's planning to use gaseous HCl (which is very nasty stuff in inexperienced hands) without understanding any of the basics. When asked for more explanation of what he's doing, he dodged the question twice meaning that a) what he's doing isn't legit or b) he's one of those people that don't want to listen to advice. Either way, he should be told to steer well clear of HCl gas.
Title: Re: Stuck on HCL...
Post by: dudeman on September 12, 2010, 05:03:25 AM
Hey guys! Back with an update... I got my 32% HCL in the mail and did some experiments... first of all... When I opened the box and took the bottle out they were wrapped in some absorbent (chemically inert to hcl) cloth. They were right to wrap the bottles in cloth because it sure did reek of HCL when I smelt the cloth. It burns... I'm guessing they didn't douse the bottles in HCL before they packed them so that must mean the HCL lost some of its potency. I'd like to think it lost about 1% maybe? Anyways... Onto my experiment... (not being illegal)

I tried refluxing a 20% HCL solution on its own. I had all of the safety precautions in full effect...

Results...

  Refluxing HCL with a normal condenser will result in hydrogen chloride escaping. I think this is due to lack of surface area within the condenser...

Since HC has a lower bp than h2o wouldn't more hc boil out of the mixture than water? or is the world perfect and a perfect amount of each boils out at the same time? this is what I'm stuck on...
Title: Re: Stuck on HCL...
Post by: discodermolide on September 12, 2010, 05:55:33 AM
Hey guys! Back with an update... I got my 32% HCL in the mail and did some experiments... first of all... When I opened the box and took the bottle out they were wrapped in some absorbent (chemically inert to hcl) cloth. They were right to wrap the bottles in cloth because it sure did reek of HCL when I smelt the cloth. It burns... I'm guessing they didn't douse the bottles in HCL before they packed them so that must mean the HCL lost some of its potency. I'd like to think it lost about 1% maybe? Anyways... Onto my experiment... (not being illegal)

I tried refluxing a 20% HCL solution on its own. I had all of the safety precautions in full effect...

Results...

  Refluxing HCL with a normal condenser will result in hydrogen chloride escaping. I think this is due to lack of surface area within the condenser...

Since HC has a lower bp than h2o wouldn't more hc boil out of the mixture than water? or is the world perfect and a perfect amount of each boils out at the same time? this is what I'm stuck on...

Hydrogen chloride has a Bpt of –85.1 °C. So it is nothing to do with the condenser surface area. I think you are wasting your time.
Title: Re: Stuck on HCL...
Post by: orgopete on September 12, 2010, 10:23:00 AM
Roughly, constant boiling HCl is 18% while conc HCl is 37% (I don't remember the actual values). When you reflux, there isn't enough water to absorb the HCl as the higher temperature.

There had been an earlier post in which someone advocated refluxing an ester in conc HCl. At the time, I thought about making a note about the HCl pouring out if you do this, but since the concept was basically correct, it would hydrolyze the ester, I let it go. Here is why you don't want to just do this. If you want to reflux HCl, dilute it to constant boiling HCl (~6N) first.
Title: Re: Stuck on HCL...
Post by: MissPhosgene on September 12, 2010, 11:07:11 AM
Dudeman, all I can say is you better have a legit fume hood.
Title: Re: Stuck on HCL...
Post by: dudeman on September 12, 2010, 02:26:29 PM
Dudeman, all I can say is you better have a legit fume hood.

lame useless comment...
Title: Re: Stuck on HCL...
Post by: dudeman on September 12, 2010, 02:35:01 PM
Roughly, constant boiling HCl is 18% while conc HCl is 37% (I don't remember the actual values). When you reflux, there isn't enough water to absorb the HCl as the higher temperature.

There had been an earlier post in which someone advocated refluxing an ester in conc HCl. At the time, I thought about making a note about the HCl pouring out if you do this, but since the concept was basically correct, it would hydrolyze the ester, I let it go. Here is why you don't want to just do this. If you want to reflux HCl, dilute it to constant boiling HCl (~6N) first.

Awesome... So I think what your saying is at 18% concentration the HC escaping from the water will have enough water vapor around to become HCL again in the condenser... Concentrated HCL cannot be refluxed without loss of Hydrogen Chloride due to the ratio of HC to water in the condenser. at 18% the ratio is balanced and little HC escapes from the solution?

So regardless of surface area in my condenser the HCL will suffer loss of potency when the concentration is above 18%...
Title: Re: Stuck on HCL...
Post by: MissPhosgene on September 12, 2010, 03:32:00 PM
 It is not a useless comment because you apparently have no clue about what you are working with. Based on that, a friendly reminder about safety protocols is in order.
Title: Re: Stuck on HCL...
Post by: dudeman on September 12, 2010, 03:51:28 PM
It is not a useless comment because you apparently have no clue about what you are working with. Based on that, a friendly reminder about safety protocols is in order.

ok
Title: Re: Stuck on HCL...
Post by: MissPhosgene on September 12, 2010, 03:59:11 PM
yes, so be safe. Don't breathe it, get it in your eyes or on your skin. You don't need a high gaseous concentration to cause irritation of your respiratory tract and membranes. Wear gloves and goggles and run away if it's starting to smell... assuming you aren't doing this in a hood which seems very dangerous in light of the way the conversation went. If you are going to use HCl at home, nobody can stop you but do it "properly" and with knowledge. It could go bad very fast.
Title: Re: Stuck on HCL...
Post by: dudeman on September 12, 2010, 04:30:43 PM
yes, so be safe. Don't breathe it, get it in your eyes or on your skin. You don't need a high gaseous concentration to cause irritation of your respiratory tract and membranes. Wear gloves and goggles and run away if it's starting to smell... assuming you aren't doing this in a hood which seems very dangerous in light of the way the conversation went. If you are going to use HCl at home, nobody can stop you but do it "properly" and with knowledge. It could go bad very fast.

Thank you.

I found some information! here it is.

An example of a negative azeotrope is hydrochloric acid at a concentration of 20.2% and 79.8% water (by weight). Hydrogen chloride boils at −84°C and water at 100°C, but the azeotrope boils at 110°C, which is higher than either of its constituents. The maximum temperature at which any hydrochloric acid solution can boil is 110°C. In general, a negative azeotrope boils at a higher temperature than any other ratio of its constituents. Negative azeotropes are also called maximum boiling mixtures or pressure minimum azeotrope.
If two solvents can form a negative azeotrope, then distillation of any mixture of those constituents will result in the residue being closer in composition to the azeotrope than the original mixture. For example, if a hydrochloric acid solution contains less than 20.2% hydrogen chloride, boiling the mixture will leave behind a solution that is richer in hydrogen chloride than the original. If the solution initially contains more than 20.2% hydrogen chloride, then boiling will leave behind a solution that is poorer in hydrogen chloride than the original. Boiling of any hydrochloric acid solution long enough will cause the solution left behind to approach the azeotropic ratio.
This pretty much answers my question...
Title: Re: Stuck on HCL...
Post by: nj_bartel on September 12, 2010, 11:03:04 PM
well done