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This is for information purposes only. I don't claim that the methods described in this
file are safe or complete. As usual, don't do anything you're going to regret. I will not
take any responsibility for your actions.
With thanks to all those who have answered my and other people's questions.
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Answer: why would anyone want to swallow all the nasty byproducts in coffee, tea,
cola, caffeine tablets or guarana capsules?
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Answer: most chemical supply houses don't sell to individuals. If you know otherwise,
let us all know by sending a message to the appropriate news groups:
alt.drugs.caffeine.
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3. Can you smoke pure caffeine?
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Subject: Re: smoking caffeine
Just for curiosities sake! What would happen if you crushed up some caffeine pills into
a fine powder and rolled it up in a marijuana joint.
>And then smoked it, I presume? I'm not sure about this but the caffine would
>probably just burn and turn into something else -
- Actually, quite a few HCl salts are "smokeable" and often just that
- happens, for example methamphetamine HCl among illegal drug users.
>If it did though, then you would get some of the effects of both
>drugs which, since they have fairly opposite effects, would be
>rather strange.
>I don't know why you would want to do this... taking combinations of drugs
>which have opposing effects is never a good thing because you won't get the
>full effects of either.
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- Because caffeine isn't all that potent - its difficult to get 600mg of anything up into
your nose without discomfort!!!! 1,3,7-triproparagylxanthine might produce a more
pleasant effect.
- I prefer oral administration of caffeine myself, and at that prefer the slightly slower
acting vivarin over NoDoz (which contains benzoic acid and speeds its spread thru the
body even if its just a preservative...)
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Answer: It's probably not a good idea to put something directly in your veins unless it
will not work orally. Even minor contaminations can be fatal. However, I'm not speaking
from experience. If you have, or know someone who has, let us know in
alt.drugs.caffeine.
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Answer: Several solvents van be used, like acetone, ethyl ether, ethanol, chloroform or
methylene chloride. Some of these substances are dangerous to ingest. Carefully read
the messages below.
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Here's how the direct method works: you soak the beans in water, and, while they are
soaking, you flush the bean bath with methylene chloride, which bonds with the
caffeine and is then removed from the water. The beans are left in the water to
reabsorb any lost flavor elements.
Now, there are those who say that the meth remaining in the beans is carcinogenic,
etc. The meth, being volatile, is present in small quantities as the beans reach the
roaster; once there, the intense heat of roasting burns off virtually all traces of the
chemical. Fact: beans are roasted at temperatures in excess of 400 degrees F.
Methylene chloride evaporates at 102 degrees. You be the judge. For those people
who aren't sure, I'd be more concerned about the lead and heavy metals in my drinking
water before I'd worry about meth in my coffee. Really.
Where taste is concerned, I have had decaf by both processes, and I find that the
Swiss Water Method removes some flavor from the beans. Water processed beans
Many coffee lovers claim that decaf is unquestionably inferior to regular with regard to
flavor, but, in reality, few can tell the difference when the playing field is otherwise
level. I'll take my favorite coffee company's SumatranMandheling decaf and zing the
tastebuds of anyone who says otherwise.
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If exotic solvents are used is there really enough toxic residue to worry about?
Inquiring minds want to know.
========
Have you heard of any places that sell their leftover caffeine for peanuts? Is there any
way for John Doe to get 10 grams of caffeine for himself?
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Okay, I guess I'm the only practicing (legally folks :-) chemist around here. You should
be able to use almost any organic solvent to extract caffeine, but ethanol (drinking
alcoho) is probably your best bet at home. Someone suggested ether, but even if you
can get it, DON'T DO IT! It's too dangerous of a solvent to be playing with at home.
(fumes knock you out, highly volatile, *extremely* flammable, forms explosive
peroxides upon sitting, etc.) If you can buy it, use Everclear which is 95% ethanol. Add
it to your ground (finely) coffee and mull together, then filter off the solvent. Evaporate it
down (carefully and slowly, EtOH is fairly flammable too) and you have crude caffeine
extract. Don't use this stuff! Dissolve it up in a minimum of boiling vodka, (40-50%
EtOH in water) reduce it to ~80% volume, and then let it cool. With luck you should be
getting nice white crystals falling out of solution. (may take as much as a day or two,
depending on how pure the extract was to begin with) If your crystals aren't _really_
white, filter them off, dissolve in hot vodka again, and recrystallize them again.
Anything less than white (or clear, if you have really good crystals) means impurities,
and you don't want impurities.
Really, though, it's probably both cheaper, easier, and more convenient to buy
something like no-doz, unless it's illegal. (which it is in some places)
========
Do you have any idea what the residues in them are? One would expect no harm of a
little bit of coffee in the end product. Or is this something else?
While this is generally true, you may have something that reacts with ethanol to form
nasties, etc. The basic rule of chemistry is if you don't know *exactly* what you have,
(to <0.1%) don't eat it! :-)
See the bit about compounds oiling out below. Recrystallisation is definitely a luck-
based art!
1. The alcohol will evaporate if you boil it. In the end you'll only have boiling water. So
why bother using wodka in the first place?
Actually, if you boil vodka to half (or 1/4 or 1/32) volume, you'll have...vodka! Water and
ethanol coevaporate, so the mixture remains constant. (within certain limits)
2. If caffeine is soluble in water (it is of course, or else we wouldn't drink coffee), why
do caffeine crystals fall out? I've never noticed caffeine crystals falling out of cold
coffee...
The answer is that caffeine isn't all that soluble in water, and is much more soluble in
EtOH. What you want is to get something that is soluble enough to get all of the
caffeine (and impurities) just into solution when hot (i.e. saturated), but won't hold it
when cold. The caffeine falls out, but the impurities generally stay in solution because
there's so little of them that they're not near a saturated solution. (This isn't precisely
right, but close)
Also, I never thought about it before, but it's possible (unlikely, but...) that caffeine does
fall out of solution in cold coffee. However, in a chemical witches brew like coffee is, it
would almost certainly oil out, rather than crystallize, and it would just join with the
scum and oils floating on the top. Hmmm...
I'll try the extraction, of course, but I'd also like to know what it is that I'm doing. By the
way, do you have any idea of the yield? Let's see: about 50 grams of coffee per pot,
gives you 10 cups x 100mg, that's 2%, a very inexact estimate indeed.
I really have no idea, but at an absolutely wild guess, I'd say there's probably about
200mg to 250mg of caffeine in the grounds that produce a normal cup of coffee. I have
no basis for this, other than a gut instinct, based on ~100mg soluble caffeine per cup.
Some other notes: A few others have mentioned some ideas, some good and some
bad.
1) Mix the solution of crude extract with decolourizing charcoal and filter it off. Great
idea! I haven't used charcoal for a while because of my compounds, which is why I
forgot it.
2) Do the extraction with industrial acetone. As I originally said, I really don't like this
idea too much, for the same reason as I don't like the idea of using crude extract for
human consumption. There's just no telling what's in the tar that gives the colour. (N.B.
Even if you use acetone for the extraction, use vodka or water/everclear insome
proportion to do the recrystallisation--it will almost definitely not work from
acetone/water)
3) Methylene Chloride. Biggest complaint is that the stuff is nastier to our bodies than
ethanol. (or acetone, for that matter) In the lab, this is generally a ways down in the list
of desirable solvents to choose.
4) For the guy who ran an IR to prove purity, I'm afraid you didn't prove anything except
that you got the stuff. IR is about the single worst indicator of purity there is.
Chromatography, NMR, Mass Spec, are all valid to within certain limits, (some are very
good) but IR is almost unique in being effectively useless at detecting less than 40%
impurities.
5) Finally, the real LD50 of caffeine is 150mg/kg body weight, which for an average
person comes to 10 or 12g. Weigh out ten grams of salt or sugar some day to get an
order-of-magnitude idea of how much compound you're dealing with, and then realize
that (very roughly) that much caffeine can kill you.
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This isn't an extraction from coffee or tea, but (IMHO) it will give better yields and
higher purity caffeine than any of the other methods I've seen posted to Usenet. A few
years ago I did a project on caffeine extraction for chemistry class, and I eventually
came up with a pretty good method. I used crushed Vivarin tablets as my starting
material, and was able to get good yields (>80%) and very pure caffeine. The reason I
chose to use Vivarin rather than some other OTC stimulant (e.g. No-Doz), is that No-
Doz contains mannitol, which is really tough to separate from caffeine. The main inert
ingredient in Vivarin is dextrose, which has different solubility characteristics than
caffeine. Here is the procedure:
Stir this mixture for about 20 minutes. It's wise to do this outside or in a fume hood,
because besides not being great to breathe, acetone vapor is EXTREMELY
FLAMMABLE! I accept no responsibility if you kill or injure yourself in any way
because of this procedure.
Allow the mixture to stand (preferably covered) for about an hour. During this time, the
dextrose, which is insoluble in acetone, will settle to the bottom of the container, and
the caffeine and food coloring will remain dissolved in the acetone. After an hour,
CAREFULLY pour off (decant) the transparent yellow liquid into a suitable container,
being sure not to allow any of the un-dissolved solid matter to go with it. A pipette
works well for this, but it takes quite a bit longer. Add another 400mL or so of fresh
acetone to the solid sludge in the bottom of the original container. Mix, allow to stand,
and decant as before, and add the decanted liquid to the same container as the first
stuff that you poured off. You might even want to do the mix-settle-decant process a
third time with 400mL of fresh acetone, but it's not necessary. By this time most of the
caffeine will be in the transparent yellow solution anyway. Discard the solid sludge in
the bottom of the first container, as this is mostly dextrose. Filter the yellow liquid
through filter paper, if available, or at least through 3 layers of coffee filters.
Remember, NO PLASTIC! Allow the (completely transparent) solution, which looks
very similar to urine, to evaporate entirely (outside). This can take a few days. Be
careful not to put it close to any sources of ignition, and it's a good idea to shield it from
leaves and twigs that might fall into it. You could also use a steam bath to evaporate it
much more quickly, but that could be dangerous if it's not done right. After the acetone
has evaporated completely, there should be a yellow solid in the bottom of the
evaporation container. This is primarily caffeine, but contains some other compounds
as well. You can quit at this point, if you don't mind "fairly" pure caffeine. If you want it
more pure and/or the yellow coloring bothers you, then go on. Dissolve the above solid
in room temperature, distilled, water, using as little water as possible. Filter this
mixture.
Add to the above solution a SMALL amount of powdered, activated charcoal. You can
get this quite easily at any store that sells fish supplies, because it's used in aquarium
filtration systems, but you will probably have to crush it up yourself. Stir it for about five
minutes. If there is still any yellow in the solution, add more and stir, but try not to add
too much, as it will adsorb the caffeine as well as the impurities. Add only enough to
get rid of the yellow tint. When the solution has no more yellowish coloring to it, filter it
(this needs to be done with filter paper to get all the charcoal out). Evaporate the
resulting caffeine-water solution and you should have very pure caffeine.
When I had perfected this process, I took a sample of the finished caffeine to school
and tested it on the IR. It produced a very clean spectrum, which matched almost
exactly with the textbook IR of caffeine. If you don't get the same kind of yields I did,
try:
1. Crushing the tablets more thoroughly
2. Doing more extractions with the acetone
3. Using less activated charcoal
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6.4 Extracting caffeine from tea
Ansatz:
25 g Teeblaetter
150 ml Ethanol (H3C-CH2OH)
12 g Magnesiumoxid (MgO)
50 ml Dichlormethan (H2CCl2)
15 ml Schwefelsaeure (H2SO4), c = 1 mol/l
5 ml Natronlauge (NaOH), c = 1 mol/l
Vorschrift:
Die zerkleinerten Teeblaetter werden in die Huelse eines Heissextraktors gegeben
und 5 h mit dem Ethanol bei kraeftigem Rueckfluss extrahiert. Der alkoholische
Auszug wird mit einer Aufschlaemmung des Magnesiumoxids in 75 ml Wasser
versetzt und in einer Porzellanschale unter haeufigem Umruehren auf dem Dampfbad
zur Trockne eingedampft. Der Rueckstand wird einmal mit 125 ml, dann noch
dreimal mit 65 ml siedendem Wasser aufgekocht und heiss abgesaugt. Die
vereinigten waessrigen Auszuege werden abgekuehlt, mit 15 ml Schwefelsaeure
versetzt und im Vakuum auf etwa ein Drittel eingeengt. Wenn noetig, wird von
einem sich bildenden flockigen Niederschlag heiss abfiltriert. Nach dem Ab-
kuehlen wird fuenfmal mit je 10 ml Dichlormethan ausgeschuettelt. Die organischen
Phasen werden gemeinsam zur Entfaerbung mit 5 ml Natronlauge, dann mit
ebensoviel Wasser geschuettlet. Nach Entfernen des Loesungsmittels im Vakuum
wird der Rueckstand aus wenig heissem Wasser umkristallisiert.
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