[HN Gopher] A chemist explains the chemistry behind decaf coffee
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       A chemist explains the chemistry behind decaf coffee
        
       Author : BerislavLopac
       Score  : 152 points
       Date   : 2024-07-25 12:04 UTC (11 hours ago)
        
 (HTM) web link (theconversation.com)
 (TXT) w3m dump (theconversation.com)
        
       | hooverd wrote:
       | SWP is trendy and "chemical-free" but in my experience every
       | decaf made with it is lacking something. C02 is neutral. EA is
       | probably the best for fruity coffees.
        
         | BostonEnginerd wrote:
         | I agree. SWP coffee usually has a very flat profile to my
         | taste. EA is far and away the better processing method.
        
       | jmann99999 wrote:
       | The way this author[0] took complex scientific processes and made
       | them understandable to someone without a science background is
       | admirable. I want to try and emulate this when I write for non-
       | technical audiences.
       | 
       | [0]https://miamioh.edu/profiles/cas/michael-crowder.html
        
       | martinpw wrote:
       | The decaf process seems expensive so you might expect the end
       | result to cost more, but it never does. Which means either the
       | producers are making less profit on decaf, or they are using
       | lower quality beans. If the latter is true, which seems more
       | likely, that might explain why decaf sometimes tastes less good,
       | separately from the effect of the process itself on taste.
        
         | criddell wrote:
         | I suspect that when you buy decaf beans from a roaster they
         | don't aren't the ones decaffeinating the coffee beans. I think
         | roasters have a lot less choice when buying decaffeinated beans
         | so I bet your theory is correct.
        
           | edkennedy wrote:
           | There are two main decaf plants, one in Vancouver and one in
           | Mexico.
           | 
           | The Mexican one is supposedly superior in taste, but the
           | majority is processed through Vancouver with the Swiss Water
           | plant. https://www.swisswater.com/blogs/sw/swiss-waters-new-
           | decaffe...
        
             | xattt wrote:
             | Is this for North America or worldwide?
        
           | scottlamb wrote:
           | I've noticed many roasters have only one decaf option. But
           | there are exceptions. Equator Coffees has many blends
           | available in both regular and decaf, with the decaf costing
           | slightly more (e.g. $15.30 vs. $15.75 for a subscribe-and-
           | save 12 oz bag). They advertise "decaffeinated using the
           | mountain water process of caffeine extraction", which I
           | believe is the same as the article's Swiss water process. Not
           | sure if they have their own equipment or if they assemble
           | their blends, send them off, get them back and roast them.
        
           | jolmg wrote:
           | The decaf I buy states they have close ties with the farmers.
           | The company they use for decaffeination seems to be a
           | service-oriented company. You send them the raw coffee, they
           | decaffeinate it, and then send it back with recommendations
           | for roasting.
           | 
           | So, the "roasters" (if they don't use a separate company for
           | that) does have the ability to select the exact same beans
           | between their decaf and regular coffee products. Whether they
           | sort the beans they get from the farmers and choose which go
           | to be decaffeinated according to some criteria, is a separate
           | thing.
        
         | johntb86 wrote:
         | Maybe the extracted caffeine has some market value that can
         | make up for some of the cost of extracting it.
        
           | philipkglass wrote:
           | Dry Arabica beans are about 1.5% caffeine by weight.
           | Synthetic caffeine costs maybe $40 per kilogram, wholesale. A
           | kilogram of beans could have perhaps $0.60 worth of caffeine
           | extracted from it, unless there's a price premium for "all
           | natural" caffeine extracted from beans.
        
         | jcynix wrote:
         | The German inventor of a decaf process sold the extracted
         | coffein separately in pills, which might have given him a
         | second income: https://en.wikipedia.org/wiki/Ludwig_Roselius
        
           | amelius wrote:
           | I guess nowadays most of the extracted caffeine ends up in
           | energy drinks like Red Bull.
        
         | mellosouls wrote:
         | Not true in my experience - at least when I buy decaf beans
         | online they are normally more expensive, which I put down to
         | them being niche in comparison.
        
         | harimau777 wrote:
         | I don't know if this makes a difference, but my understanding
         | is that most additive/non-natural (for lack of better terms)
         | caffeine comes from caffeine extracted to make decaf.
        
         | sBqQu3U0wH wrote:
         | >but it never does
         | 
         | Depends on a producer, I guess. Where I'm from, same amount of
         | decaffeinated coffee by the same producer is around 42% more
         | expensive.
        
         | reillys wrote:
         | The same decaf coffee is more expensive. The producers
         | decaffeinate their lesser coffees. But you've hit on why the
         | "sugar-cane method" i.e. the solvent based approach produces
         | better coffee. It's possible for it to be done at origin and so
         | the actual coffee producers can choose what coffee to
         | decaffeinate and can absorb some of the additional costs in the
         | "processing" stage while using higher quality coffee in the
         | process.
        
         | malfist wrote:
         | CO2 can be reused so it's not that expensive, and the caffeine
         | that gets extracted is sold separately, so it's possible
         | decaffeinated coffee could have more profit that caffeinated.
         | 
         | After all, we don't really make synthetic caffeine, we extract
         | it from tea and coffee and add it to a lot of things.
        
           | philipkglass wrote:
           | Synthetic caffeine has been commercially used in beverages
           | and medicine for over 100 years. I believe that most caffeine
           | consumed today is actually synthetic, but it's hard to find a
           | good citation for its prevalence. Most of the web pages
           | mentioning synthetic and natural caffeine are spam for
           | "market research" reports or natural health woo.
           | 
           | You can see section "2.1. Production and use" for some
           | relevant information about synthetic and natural caffeine
           | production, as well as dated 20th century statistics about
           | synthetic production:
           | 
           | "Coffee, Tea, Mate, Methylxanthines and Methylglyoxal"
           | 
           | https://www.ncbi.nlm.nih.gov/books/NBK507027/
        
             | malfist wrote:
             | My statement of synthetic not being super prevalent comes
             | from a memory of a really old how it's made episode, so it
             | could be wrong or out of date
        
         | leetrout wrote:
         | Decaf that I buy is more expensive. It is the grocery store
         | brand and looks identical to the regular bags they sell for a
         | similar price but on close inspection you will find the decaf
         | contains ~9oz net weight and the regular is 12oz net weight.
        
         | tptacek wrote:
         | Boutique-roasted decaf coffee beans often are more expensive.
         | But the logic also doesn't hold: it assumes coffee is being
         | sold at or near the cost of its material inputs, and that's
         | certainly not true. If you have a reasonable built-in margin
         | for your coffee --- and boutique roasters certainly do --- it
         | can be normal and rational to price irrespective of your cost
         | basis. Customers are brand-loyal (especially if they have to go
         | out of their way to buy your stuff). You want to get them in
         | every packaging they're interested in. All sorts of products
         | are "loss leaders", for that reason, and here we're not even
         | talking about that; we're just talking about something
         | _slightly less profitable_.
         | 
         | Finally, just a note that the "lower-quality bean" thing is
         | itself sort of hollow, in that: you're probably not buying the
         | absolute best quality means no matter what coffee you buy, even
         | if you're driving to a coffee roaster to get them. Unless
         | you're an extreme coffee weirdo, there is, I'd confidently bet,
         | a higher-quality bean available to you that you're sacrificing
         | because of cost and convenience. Certainly, if you're buying
         | beans _of any sort_ at a supermarket, the  "best bean" thing is
         | inoperative.
        
           | esquivalience wrote:
           | GP observed that either the profit margin or the input cost
           | is absorbing the difference, so I think the logic holds well
           | and you are in agreement :)
        
             | tptacek wrote:
             | Not so much? Like I said: decaf beans often _are_ more
             | expensive, and they believe margin hits for decaf are
             | unlikely, which is probably not at all true unless you 're
             | talking about Starbucks.
        
               | esquivalience wrote:
               | The premise may not hold - you're right - but the logic
               | seems to.
        
           | fabian2k wrote:
           | The price difference between cheap supermarket coffee and
           | high-end local roaster is large enough (up to 10x) that the
           | potential additional cost for decaffeination doesn't seem
           | that big of a deal if you're looking for coffee at the higher
           | end of the quality scale.
        
             | tptacek wrote:
             | Yeah, that's a much better and more concise way of saying
             | what I did.
        
           | Always42 wrote:
           | I thought the means should be beans
        
         | feyr wrote:
         | they either resell the caffeine for a profit themselves,
         | 
         | or often the coffee producer send the beans to be
         | decaffeinated, which is done for free. the company doing that
         | process keeps the caffeine and resell it to pharma companies
        
       | wnolens wrote:
       | Will an entrepreneur please make high quality (great tasting)
       | decaf coffee ubiquitous?
       | 
       | There's a growing anti-drug sentiment that should be a great
       | tailwind.
       | 
       | It's hard for me to find as good tasting a bean as it is with
       | non-decaf. I've tried subscription services or pay huge shipping
       | and product premium from some boutique retailer, the beans are
       | always just ok. Decaf still doesn't get enough priority as the
       | product itself, always an afterthought it feels like.
        
         | Anotheroneagain wrote:
         | It can't ever taste the same as caffeine has flavor.
        
           | xeromal wrote:
           | I don't think people necessarily need it to taste identical.
           | It just needs to not taste like ass.
        
           | ClassyJacket wrote:
           | It has a sharp, very bitter flavour most people hate. It's
           | unlikely caffeine is contributing positively to the taste of
           | anything.
        
         | crazygringo wrote:
         | I'm not sure what your standards are, but I'm not sure if this
         | is even possible.
         | 
         | I drink Stumptown which I grind at home for my espresso machine
         | -- their caffeinated Hair Bender blend in the morning, and then
         | in the afternoon I'll often have their decaf Trapper Creek
         | (Swiss water process) on the days I don't need an extra jolt.
         | 
         | It tastes perfectly great to me. Maybe my palette isn't refined
         | enough.
         | 
         | But decaffeination is always going to alter/remove flavor
         | _somewhat_. So if you 've tried high-quality versions like
         | Stumptown and find them lacking, I'm not sure it's even
         | chemically possible.
         | 
         | (Also I'm not super clear -- have you found high-quality decaf
         | and you just wish it were more common? What brand(s) are high-
         | quality? Or you haven't found it, and you're complaining that
         | they're _all_ "just ok"?)
        
           | jpp wrote:
           | The gold standard for this in sensory analysis is a triangle
           | test -- which I happen to have done with coffee from Ninth St
           | Espresso, who sells a regular and substantial identical
           | decaf. We brewed 3 identical batches (where 2 were the same
           | beans and the 3rd was the other bean). In an office with ~12
           | tasters, the ability to pick out the "different" beans was
           | 33%... ie random chance.
           | 
           | If the above sounds confusing, consider red wine vs white
           | wine... visual inspection alone would get you 100% accuracy.
           | 
           | I used to believe decaf processing would have to change the
           | taste, but empirically, with admittedly untrained tasters
           | (but ones who know coffee very well), we couldn't tell.
        
             | reillys wrote:
             | Decaf is simple to pick out by a person who is competent at
             | tasting coffee. As easy as your red/white wine visual test.
             | People in general are very bad at tasting and especially
             | thinking and communicating about tasting. Plus also people
             | may not know what decaf coffee tastes like or may have
             | never thought about it before.
        
         | et-al wrote:
         | There was a recent lifestyle article about decaf coffee. Have
         | you tried any of the roasters listed here?
         | 
         | https://sfstandard.com/2024/07/15/decaf-coffee-is-finally-wi...
        
           | wnolens wrote:
           | I am not in SF, and so I've never heard of any of those
           | roasters.
        
         | infecto wrote:
         | Beanfruit generally ranks as one of the decaf favorites online.
         | You should check it out.
        
           | wnolens wrote:
           | Good example of what I mean:
           | 
           | They offer 7 different coffees. Only 1 is decaf! As if it
           | were a "flavor"
        
         | hooverd wrote:
         | The decaf process matters, a lot.
        
         | jderick wrote:
         | Even great regular coffee isn't ubiquitous yet.
        
         | langcss wrote:
         | It will depend on your taste buds but I find that in bean form
         | you can get reasonably good decaf coffees. Try a local roaster
         | and one that was roasted 1-2 weeks ago or so. In instant it is
         | very hard! This one is alright:
         | https://www.republicaorganic.com.au/products/organic-decaf-i...
        
       | deegles wrote:
       | I thought about buying a supercritical CO2 extraction machine
       | from Alibaba and having a small business around making decaf
       | beans for roasters, but the numbers didn't work out great. I
       | believe it was around $20k usd for the medium sized ones.
        
       | AnotherGoodName wrote:
       | I'd like to talk a bit more about the cheapest and most common
       | process here. They state that ethyl acetate is below the FDA
       | limits and therefore safe. For a start ethyl acetate is still
       | pretty bad but it's not the cheapest.
       | 
       | Another common solvent not mentioned here is Dichloromethane.
       | It's a pretty clear cancer causing agent
       | https://www.reddit.com/r/todayilearned/comments/pr8k9v/til_s...
       | 
       | You know what else is a solvent for decaffeinating coffee?
       | Benzene. https://en.wikipedia.org/wiki/Benzene#Health_effects
       | 
       | Don't drink decaf. The CO2 method is pretty safe but the simple
       | fact is unless you're sure how your beans were decaffinated
       | you're better off not drinking it.
        
         | ptsneves wrote:
         | The reddit post mentions that DCM is evaporated and it is
         | basically not present after the process. Actually the thread
         | mentions that all the fuss like your post is mostly
         | scaremongering without actual understanding the mechanisms. Do
         | you have evidence that indeed the phase change and separations
         | may not happen?
        
           | anjel wrote:
           | "Basically" and "mostly" undermine your assertion.
        
           | skrbjc wrote:
           | My thought is: if the process is followed properly there is
           | very little risk of these chemicals being in the end product,
           | but if a mistake is made, they could be present in levels
           | that may have some negative health effect. However, if the
           | water or co2 processes were screwed up, the only risk is
           | caffeine being present, which is not ideal, but not as bad as
           | those chemicals. We all know mistakes happen, which is why
           | I'd rather go with a process that has less negative outcomes
           | from a mistake.
        
         | bonestamp2 wrote:
         | This reminds me of a reddit post from about 10 years ago where
         | people started to notice that when they get decaf coffee at
         | work it sometimes bleeds through the styrofoam cup while the
         | regular coffee never does. There have been several other
         | reports of this since. The most credible theory was that
         | sometimes there is solvent left over after the decaf process:
         | 
         | https://www.reddit.com/r/mildlyinteresting/comments/2m2fiy/o...
        
           | ricardobayes wrote:
           | It's been a hot minute since I've seen a styrofoam cup in the
           | wild.
        
             | bonestamp2 wrote:
             | Ya, the styrofoam is almost as shocking as what this
             | solvent might be doing to the bodies of those who drink it.
        
         | LarsAlereon wrote:
         | Do you have evidence that solvents remain in the coffee in
         | significant levels? They're highly volatile so this seems
         | unlikely.
        
         | infecto wrote:
         | Provide actual links to research or everything you say is fear
         | mongering.
        
         | philipkglass wrote:
         | Benzene hasn't been used in decades. See this for information
         | about solvent decaffeination:
         | 
         | https://www.compoundchem.com/2018/09/26/coffee-decaffeinatio...
         | 
         | Earlier this year dichloromethane was banned in the US for all
         | but a handful of uses, so producers who used it in the recent
         | past will not be able to any more:
         | 
         | https://www.epa.gov/newsreleases/biden-harris-administration...
        
         | notjulianjaynes wrote:
         | Decaffeinated coffee and tea are, I believe the only food
         | products allowed by FDA even a trace amount of dichloromethane
         | (methylene chloride) in them. It's not allowed in cosmetics
         | either.
         | 
         | I came across a startup once using it as the solvent in their
         | liquid bandage product though because 510k clearances are a
         | fucking joke.
        
         | jb1991 wrote:
         | > You know what else is a solvent for decaffeinating coffee?
         | Benzene.
         | 
         | Please don't spread misinformation. Benzene was the original
         | solvent used 120 years ago in Germany when decaf was first
         | invented. It did not last long as the dangers of benzine became
         | apparent. There have been several generations of solvents used
         | in the over one century since then and benzine has not been a
         | part of the decaf world in a very long time.
         | 
         | > Don't drink decaf.
         | 
         | There is no reason not to drink decaf and recent studies have
         | found it to be just as beneficial as normal coffee for
         | antioxidant properties. Coffee in moderation is good for you,
         | caffeine or not.
        
       | iscrewyou wrote:
       | A good video explanation from James Hoffman:
       | https://youtu.be/yYTSdlOdkn0
       | 
       | And a quick follow up: https://youtu.be/IszQ2JR3Olc
        
       | jollyllama wrote:
       | Does it work the same for instant?
        
         | icegreentea2 wrote:
         | Instant coffee is "just" freeze dried coffee. You make "normal"
         | coffee, and then freeze dry it (and then usually you process
         | the results to get nice shaped lumps instead of randomly sized
         | flakes and powder). I say "normal", because you will get flavor
         | loss/changes in the freeze-dry process, so you'll want to brew
         | with that in mind.
        
         | settsu wrote:
         | And if you're interested in an actually (relatively) decent
         | instant decaf, I'd suggest trying Mount Hagen brand of instant
         | decaf coffee. Although, just from personal anecdotal
         | experience, I believe it could have slightly more caffeine than
         | some other decaf coffees.
        
       | zokier wrote:
       | It is somewhat magical to me that these processes can be as
       | selective as they are. Coffee beans must have hundreds if not
       | thousands of organic compounds in them, and somehow something as
       | simple as co2 (or the other solvents) picks up mainly caffeine.
       | Somehow that is very counterintuitive to me.
        
         | HPsquared wrote:
         | Surely it must also extract some other stuff. I wonder what the
         | extracted stuff tastes like (minus the CO2 of course)
        
         | tobias2014 wrote:
         | I was interested and looked at the actual patent:
         | https://patents.justia.com/patent/4348422 (there seem to be
         | multiple patent documents, but this one adds some explanation),
         | and he writes "I have now surprisingly discovered".
         | 
         | https://tastydecafs.com/blogs/learn-about-decaf/co2-decaf
         | further explains "The story of C02 decaffeination goes back to
         | 1967. It was then when a chemist at Max Planck Institute named
         | Kurt Zosel stumbled upon an interesting discovery. Zosel, like
         | many other chemists, was using high-pressure C02 to remove
         | individual substances from other mixtures."
         | 
         | It must have something to do with caffeine being an alkaloid,
         | while coffee overall is acidic. So I suspect that this
         | pressurized CO2 is able to dominantly remove such alkaloids...
         | I leave the details to a chemist :)
        
           | RamblingCTO wrote:
           | To add some clarification: decaffeination is as old as 1903
           | (also Germany: https://en.wikipedia.org/wiki/Decaffeination)
        
         | washadjeffmad wrote:
         | Extraction and separation are a function of time, temperature,
         | and solubility, not just polarity. It's easy to target
         | solubility limits for certain compounds, which why using a
         | Soxhlet extraction method could be effective for at home
         | decaffeination.
         | 
         | I've always assumed that's why steam extraction for espresso
         | doesn't extract more caffeine than drip, and why a Madras
         | coffee decoction isn't ultra-caffeinated concentrate.
        
       | jb1991 wrote:
       | I love decaf but the main problem is how fragile the stability of
       | the beans are. They go bad quickly. To get the same cup of decaf
       | coffee every day requires more work if you are grinding your own
       | and making espresso. Still, I love them.
       | 
       | Personally, I've found the CO2 method to have a lot more flavor
       | than the Swiss Water. I also found the CO2 beans don't
       | deteriorate as quickly as the Swiss Water beans.
        
         | haswell wrote:
         | How quickly is quickly?
         | 
         | I literally yesterday bought my first bag of decaf and mixed
         | them with my regular beans. I need to sleep more, and reducing
         | caffeine intake is the low hanging fruit.
         | 
         | Decades of habits around buying and using normal beans are
         | about to be replaced, and this comment is already helpful.
        
           | jb1991 wrote:
           | I think it depends how you brew it. Filter, for example, is a
           | lot more forgiving on flavor than espresso. My decaf beans
           | start to go bad for espresso after a few days of buying them,
           | but for filter they will last much longer. One recommendation
           | by coffee aficionados is to freeze your decaf beans as soon
           | as you get them and then grind them frozen. I haven't tried
           | that yet, I just buy in small batches so they are usually
           | rather fresh.
           | 
           | Mixing half decaf with regular beans is a great idea, I've
           | been doing that for years. The mix of flavors is good too, if
           | you are brewing filter. You can get away with a lot more when
           | you do filter.
        
             | haswell wrote:
             | This is really helpful. I'm doing pour over, and I tend to
             | use lower temperature water, so it sounds like I've got
             | some leeway.
        
         | whitehexagon wrote:
         | I hunted around for good decaf espresso beans for a couple
         | years and then someone recommended local own-brand supermarket
         | beans, 9.50e/kg and I've had some better tasting extractions
         | than a lot of artisan expensive regular beans I've bought. No
         | roast date, so who knows how old, but a good consistent cup
         | until bag empty.
         | 
         | What I also then noticed was that a lot of the coffee houses
         | here use an inferior grinder for their decaf, smaller burrs,
         | and/or the older hopper based grinder vs on-demand for their
         | regular beans. No wonder it gets a bad rep.
         | 
         | Anyway I was quite amazed to suddenly find myself enjoying
         | decaf so much.
        
         | cryptonector wrote:
         | I keep my decaf beans frozen. That seems to help a lot.
        
       | pillefitz wrote:
       | I'd love if all psychoactive compounds could be removed from
       | coffee beans. The stress response and inability to sleep I get
       | from decaf beans is pretty much comparable to that from normal
       | beans (and distinctly different from pure caffeine or green tea)
        
         | eric-hu wrote:
         | Have you looked into L-Theanine? It's an extract from green
         | tea. I add it to my coffee sometimes and it smooths out the
         | experience
        
         | ricardobayes wrote:
         | Do you put sugar in your (decaf) coffee? A lot of energy comes
         | from sugar.
        
         | Teslazar wrote:
         | I had a similar problem. Coffee, decaf, even dark chocolate
         | would be very stimulating and would mess with my sleep, even a
         | single cup in the morning. I tried quite a few things to solve
         | this and ended up discovering that supplementing with
         | molybdenum solved it. Molybdenum is an essential element
         | important in the metabolization of some compounds, including
         | caffeine. It's cheap and may be worth trying.
         | 
         | Also, I found that L-Theanine helped but only for maybe a week
         | or so before it became less and less effective. For me, it was
         | obviously a band-aid solution that wasn't correcting the
         | underlying problem.
        
           | hcrisp wrote:
           | I couldn't find any citations that mention molybdenum as a
           | way to increase metabolism of caffeine. However, I found one
           | reference [0] that mentions, "Consumption of broccoli and
           | brassica vegetables in general and absorption of large
           | quantities of vitamin C increase caffeine clearance".
           | 
           | EDIT: It would seem that the vitamin C paper [1] concludes
           | the opposite of what [0] states. "These results indicate that
           | the elimination of caffeine in the elderly is not affected
           | significantly by the concentrations of vitamin C achieved
           | during this study."                   [0]
           | https://www.coffeeandscience.org/health/coffee-and-
           | caffeine/caffeine-and-metabolism         [1]
           | https://pubmed.ncbi.nlm.nih.gov/7064899/
        
             | TeaBrain wrote:
             | A limited number of studies suggested tobacco smoking
             | increases the metabolism of caffeine, an effect possibly
             | mediated by caffeine.
             | 
             | "Caffeine metabolism is increased by smoking, an effect
             | mediated by an acceleration in its demethylation (it also
             | increases xanthine oxidase activity) (Parsons and Neims,
             | 1978). Smoking cessation returns caffeine clearance rates
             | to nonsmoking values (Murphy et al., 1988)."
             | 
             | https://www.ncbi.nlm.nih.gov/books/NBK223808/#:~:text=Caffe
             | i....
        
         | Toutouxc wrote:
         | Interesting, either the store is selling you fake decaf, or
         | there's really a whole bunch of other chemicals, other than
         | caffeine, that can mess with your body.
         | 
         | I have an unusually strong response to caffeine (a cup of
         | coffee, strong tea, or, on a bad day, even a small glass of
         | Coke). It doesn't really affect my heart (as far as my Apple
         | Watch can tell), but it obliterates my sleep and makes me feel
         | quite a bit more anxious than usual. Decaf coffee solves the
         | problem completely -- no stimulation, no anxiety, normal sleep.
         | Coincidentally, I had a tall glass of iced decaf just two hours
         | ago, and I'm going to bed in a few minutes.
        
           | kayodelycaon wrote:
           | Everybody is different. I'm sensitive enough to caffeine that
           | trace amounts causes anxiety. I have to avoid chocolate.
           | 
           | I'm equally sensitive to alcohol. Because it's immediately
           | absorbed into the blood, a sip of scotch will take out my
           | antidepressant in seconds. It's shocking how quickly and how
           | severely even a small amount of alcohol affects me. It's
           | almost like an allergy.
        
           | TeaBrain wrote:
           | Caffeine isn't the only bioactive substance in coffee. Coffee
           | also contains high levels of chlorogenic acid, which has a
           | metabolism boosting effect. I suspect it or other bioactive
           | compounds are responsible for much of the stimulation derived
           | from coffee, considering the effect of coffee feels markedly
           | different than the effect of caffeine consumed in a pill.
        
         | laweijfmvo wrote:
         | it might be easier to just artificially recreate "natural
         | coffee flavor" than to try to remove everything
        
         | tptacek wrote:
         | I quit caffeine a decade ago and am an evangelist for doing so;
         | garbage drug. I'm very sensitive to it, and it absolutely
         | wrecks my sleep. But I drink like five cups of black decaf
         | every morning, which probably works out to 10-20% of the
         | caffeine in a normal cup, and am pretty much fine. There's
         | enough caffeine in decaf that I'd be afraid to drink it after
         | 2PM.
        
           | cryptonector wrote:
           | I had to greatly reduce my caffeine intake at one point, and
           | I've kept it down since. I'm inclined to agree that it's a
           | garbage drug, but in small amounts and strictly in the
           | morning work -like you do- it seems to work for me. Rather
           | than drink 5 cups of decaf I drink one cup of decaf made with
           | 6 parts decaf beans to 1 part caf. Then maybe later in the
           | day I might eat three tiny pieces of 100% chocolate mass, but
           | like you I'm afraid to after 2PM-ish.
        
             | jerkstate wrote:
             | I'm a big advocate for replacing coffee with cacao. I drink
             | it in the morning instead of coffee. Made from raw cacao
             | paste and hot water, I use an immersion blender to mix it
             | well and then add half and half for flavor. Way more
             | nutrients than coffee and the theobromine is much gentler
             | than caffeine and lasts all day.
        
         | diob wrote:
         | It's mostly genetics. Some folks should never have any amount
         | of caffeine, while others it hardly affects. I have the hardly
         | affects gene.
        
       | eirikbakke wrote:
       | So, in the Swiss Water process, caffeine-free coffee is made by
       | soaking the beans in... caffeine-free coffee?
       | 
       | (My initial though was, "then how do you get the cafeeine-free
       | coffee in the first place", but I see the answer is that you can
       | decaffeinate liquids by running them through charcoal filters...
       | something you can't do with solid beans.)
        
       | bishfish wrote:
       | Why not try low caffeine variety like Laurina? It's about 1/3 to
       | 1/2 the caffeine of Arabica.
        
       | RamblingCTO wrote:
       | I wonder why we don't use genetic modifications to get caffeine
       | free coffee?
        
         | sethhochberg wrote:
         | At least part of the reason coffee plants produce caffeine is
         | as a defense mechanism from insects. If you genetically
         | engineer out the caffeine, your effort to farm the plant just
         | went up if you aren't also able to genetically engineer insect
         | resistance.
        
           | cryptonector wrote:
           | Besides that if the caffeine-free variants were to spread in
           | the wild and cross-breed with regular coffee that would be
           | disastrous.
        
       | Murky3515 wrote:
       | TIL about one of the solvents involved, ethyl acetate, and the
       | fact that it is not good for you. How do I know that my local
       | coffee shop's machine is working correctly and provides only safe
       | levels of this solvent?
        
         | xkcd-sucks wrote:
         | It smells like nail polish remover, well nail polish remover
         | with the acetone subtracted, and it is noticeable _well_ below
         | any toxicity threshold. It 's also a characteristic component
         | of some fruit / fermentation aromas
        
         | jolmg wrote:
         | I wouldn't expect a coffee shop to do the decaffeination there.
         | Rather, the company that does the decaffeination is its own
         | thing, which then ships their product to the roaster, which
         | then ships their product to your local coffee shop.
        
           | tptacek wrote:
           | Also, if you're buying fancy coffee, chances are it's Swiss
           | water process, for better or worse.
        
             | jolmg wrote:
             | Worse? You mean in comparison to the CO2 one, which I
             | hadn't heard of before?
        
               | tptacek wrote:
               | My understanding of the consensus is that it favors EA
               | decaf.
        
         | valec wrote:
         | how did you get that from the article?
         | 
         | "One of the common solvents, ethyl acetate, comes naturally in
         | many foods and beverages. It's considered a safe chemical for
         | decaffeination by the Food and Drug Administration."
         | 
         | speaking from a chemist's perspective, ethyl acetate is
         | basically non-toxic. it decomposes into ethanol and acetic acid
         | (vinegar). dcm (methylene chloride) is toxic, but should be
         | completely removed before it ever reaches you. the nice thing
         | about volatile organic solvents is that they're...volatile, so
         | they are easily stripped from coffee beans.
        
         | tptacek wrote:
         | There's probably more ethyl acetate in apple juice (it occurs
         | naturally in fruit) than there is in the equivalent quantity of
         | coffee. Because people freak out when they hear terms like
         | "ethyl acetate", the industry has started calling this "sugar
         | cane decaf".
        
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