Making Benzoic Acid (from sodium benzoate)

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  • Опубліковано 18 вер 2024
  • Hey guys, in this epic segment, we are making some benzoic acid from sodium benzoate. This is a good example of regenerating an acid from its salt form.
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    Nile talks about lab safety: • Chemistry is dangerous.

КОМЕНТАРІ • 159

  • @laserfloyd
    @laserfloyd 8 років тому +17

    The crystallization was particularly cool to watch.

  • @jamesleroy572
    @jamesleroy572 3 роки тому +11

    Haha five years too late, but this video directly helped me in my organic chemistry class. My lab professor sucks, so I always look online and found this delightful video. Had to make some changes obviously, but this definitely made the process for my extraction lab much easier. Thanks for all of your content.

  • @fpm1979
    @fpm1979 8 років тому +35

    I was hoping you would synthesise benzoic acid from potassium permanganate, HCl and toluene. This approach is more interesting.

    • @NileRed
      @NileRed  8 років тому +16

      +fpm1979 That is true, but it is a lot more work intensive.

    • @Prchemist06
      @Prchemist06 3 роки тому

      And also toluene is sort of expensive and potassium permanganate too

    • @VerbenaIDK
      @VerbenaIDK 2 роки тому +2

      sodium benzoate is the cheapest way to make benzene compounds by far
      500g of sodium benzoate here in my country costs 30 brl (brl is brazilian reals, currency of my country)
      while 1 liter of benzene costs 1200 brl
      much easier to just buy benzoate

  • @claaaaams
    @claaaaams 8 років тому +7

    So hype for the new channel. Thanks for the amazing content you create.

  • @13Drumsticks
    @13Drumsticks 4 роки тому +7

    2 things I learned in my apprenticeship: 1) Water gas carries benzoic acid, so you shouldn’t just boil water without covering the beaker since you’ll use some amount of BA. 2) Don’t use a metal spatula for acidic products since acids may react with metals, it will impurify the product. But that’s simply what i was thought, what do you think?

    • @13Drumsticks
      @13Drumsticks 4 роки тому

      I meant *loose some amount of BA

    • @deeppatel7902
      @deeppatel7902 10 місяців тому

      It requires sufficient amount of heat

  • @rs47vh36
    @rs47vh36 8 років тому +1

    to get out even more of the impuritys we add activated charcoal to the dissolved benzoic acid and do a hot flitration after letting it cook for 20min on reflux (dont let it boil over, its a mess). for the recrytalisation we only put the clear solution on ice to get it to below 10 degrees C (the colder the better, as long as it doesnt start freezing) and vaccum filtrate and wash it (with cold water) like you did but slower to prevent loss. yield is between 90-98% (depending on workquality) with a purtiy above 99.5%.

  • @y33t23
    @y33t23 4 місяці тому +1

    I tried drying my selfmade benzoic acid in a toaster oven which I set to 110°C. Turns out the ovens temperature control isn't very accurate, since it all melted and a good bit of it started to kind of evaporate and form long thin crystals all over the inside of the oven. Clean up is gonna be fun.

  • @nenben8759
    @nenben8759 8 років тому +3

    I always wondered if I could do any of these synthesis with food grade chemicals making them safer for use. some things I know I can't do that with, because of purity or the actual product is dangerous.

  • @shrikesavadithya6683
    @shrikesavadithya6683 8 років тому +3

    hey is it possible for you to do a video series on different types of things usually done in chemistry reactions such as neutralization or any other common method . i am student and avid fan of chemistry . so i can mostly grasp what you say but when i learn about all this in school . it turns to a different level of understanding . if this not possible due to equipment reasons or any other hiccups, do let me know . all i am saying is that it would greatly help students understand your videos and other videos . also any other interesting conversion such as ethene to ethane or other organic hydrocarbons . very interested in those as my chemistry teacher said they are really expensive to obtain . i know of a few basic study purpose reactions that can be done for ethene to ethane . i know that ethene is more expensive but hey i am not aware of other reactions . but a suggestion would be helpful . a fellow student to another , we are all in this for learning .

    • @NileRed
      @NileRed  8 років тому +3

      +Shrikesav Adhitya hello! I am not too sure what you are suggesting. You would like to see more general things?

  • @jenchan967
    @jenchan967 5 років тому +3

    Looks so good...

  • @salaam17
    @salaam17 4 роки тому +1

    Thank you . I’m doing this practical in 2 days . This video was very useful .

  • @CWA1940
    @CWA1940 8 років тому +5

    Did you measure the melting point of your final product? It would be interesting to see how it compares to the literature value.

    • @NileRed
      @NileRed  8 років тому +6

      +CWA1940 That is true. I should. However, i dont really have a proper melting point setup at the moment

    • @mdml0
      @mdml0 8 місяців тому +1

      ​@NileRed how about now? 😄

  • @LIVEMETRIX187
    @LIVEMETRIX187 Рік тому

    using this to help me synthesize up some dibenzoylmorphine, similar to heroin (diacetylmorphine) but instead of acetyl groups it’s got benzoyl groups

  • @parasdsingh
    @parasdsingh 8 років тому +2

    You should make wallpapers of those nice crystals *o*

  • @VerbenaIDK
    @VerbenaIDK 2 роки тому

    i plan on someday making something similar to make phenol for picrid acid synthesis, this will definitively be useful, thank you!

  • @techgamer1597
    @techgamer1597 5 років тому +3

    0:39 looks like icing sugar lol

  • @sarkar506
    @sarkar506 4 роки тому +1

    which porosity sintered disc is suitable for benzoic acid

  • @BuickDoc
    @BuickDoc 8 років тому

    What I think you need to do is to calibrate your thermometer. You will need 3-4 high purity solids whose melting points you know. You already have one, benzoic acid. Using your thermometer, determine the 'indicated' melting points of the standards vs the known melting points. This gives you a graph you can use to adjust any indicated thermometer reading back to a more accurate temperature. Speaking of purity, have you thought of looking into zone melting? For thermally stable compounds, you can achieve some absolutely stunning purities.

  • @miyewsid6312
    @miyewsid6312 7 років тому +1

    question: can it be touched? cs it looked sharp. i wonder its similar to glass wool? thanks

  • @jebug29
    @jebug29 8 років тому

    Benzoyl Peroxide is also used to initiate the polymerization of polystyrene, so you could use it for that. :>
    I probably would have just done split-cell electrolysis to get benzoic acid and sodium hydroxide, but that probably wouldn't have as high of a yield and probably wouldn't be all that pure.

  • @tyedosminecraft
    @tyedosminecraft 8 років тому +5

    Any tips for someone trying to get into chemistry

    • @imanovacat
      @imanovacat 8 років тому

      +OgJuiceJoint420 choose a chem class and read some books I guess

    • @tyedosminecraft
      @tyedosminecraft 8 років тому

      thanks man

    • @anton2672
      @anton2672 8 років тому

      +OgJuiceJoint420 www.geekityourself.com/files/The-Golden-Book-Of-Chemistry-Experiments.pdf

    • @tyedosminecraft
      @tyedosminecraft 8 років тому

      that book is amazing that you i will definitely use that

    • @anton2672
      @anton2672 8 років тому +1

      OgJuiceJoint420 It is really a great book but some stuff in it has gotten outdated

  • @orkenking
    @orkenking 8 років тому +1

    I love how recrystalization looks :). Quick question, why leave the water with benzoic acid in the freezer and risk freezing? I usually just leave it in the fridge overnight, should I just use the freezer instead?

    • @jasonpatterson8091
      @jasonpatterson8091 8 років тому +3

      +orkenking The freezer will get the solution colder, so you can get a substantially better yield with some compounds, particularly when you're recrystallizing in a less than ideal solvent. If you set a timer there's no real risk of it freezing, particularly if you've got a significantly contaminated solution.

  • @123tadeus
    @123tadeus 8 років тому +1

    Hey Nile, checking daily for your new videos and really like them. I have a little idea though, maybe you could have a "window" for your newest videos on your channel "home" sort of page. Like you have it for your sythesis videos.

    • @NileRed
      @NileRed  8 років тому

      +Nerovinger NN I am not sure what you mean?

    • @123tadeus
      @123tadeus 8 років тому +1

      Sorry, let me explain: when I click on your channel, I can see the categories you divided your videos in. 1. Synthesis and demonstrations
      2. Extractions 3. Spontaneous combustion and 4. Odors.
      What I mean is maybe you could add one like "newest Videos" or "recently uploaded".
      Just an idea though. Keep up your good work.

    • @NileRed
      @NileRed  8 років тому

      Nerovinger NN ohhh okay. I get what you mean. Ill figure something out

  • @shonaoneill5151
    @shonaoneill5151 8 років тому +1

    Hi Nile, great video as per usual.
    Now, I have a request......I think I saw at the end of one of your videos you asked "Which video to make next" (and correct me if I am wrong) one of the items was "Nitrous oxide". Now, if this is the case, and you haven't already done it would you consider making some perchloric acid? I have never seen the synthesis of this, but it seems interesting. I am referring to the Nitric acid, ammonium perchlorate and hydrochloric acid synthesis which produces the obvious perchloric acid, but also nitrous oxide. You could, if you wished, kill two bird with one stone.
    If however you don't want to do this or are uncomfortable with this, don't worry about it, I am a big fan and it won't change :-)
    Have a great day ;-)

  • @NatCo-Supremacist
    @NatCo-Supremacist 8 років тому +6

    2:20 on a high speed camera would look so delicious

  • @FarhanAmin1994
    @FarhanAmin1994 4 роки тому

    Acne cream has benzoyl peroxide, a free radical initiator! :O

  • @dmitrygrey
    @dmitrygrey 4 роки тому

    Dehumidifier could be used to speed up the drying process

  • @random3x4
    @random3x4 5 років тому +8

    Watched this after using listerine and founding out that this is one of it's compound :v

  • @NoureddineKiran
    @NoureddineKiran 2 роки тому

    Hi nilered please can you make video about SLS saudium lauryl sulfate process...thank you

  • @ameliac2540
    @ameliac2540 8 років тому +1

    I made this yesterday!

  • @GadgetBoy
    @GadgetBoy 5 років тому +1

    Those crystals are so pretty

  • @shanthisiva5561
    @shanthisiva5561 8 місяців тому +1

    Can I store benzoic acid in plastic container?

  • @fuckthegestapo2441
    @fuckthegestapo2441 3 роки тому

    What about synthesising something like potassium benzoate from Benzoic acid.

  • @davidmizzell
    @davidmizzell 8 років тому

    Question: is chlorine gas made if I am electrolyzing water, and using aqueous NaCl as the electrolyte?

  • @bellaveronica1263
    @bellaveronica1263 3 роки тому

    so how much mass of benzoic acid you get

  • @areski944
    @areski944 Рік тому

    hello can you use this combination in an ice tea

  • @dstnlockwood77
    @dstnlockwood77 8 років тому +9

    Sodium Benzoate is also a nice oxidizer in whistling rockets.

    • @liamblackmore6688
      @liamblackmore6688 8 років тому

      Cool I'm gunna try it

    • @jangisgand6140
      @jangisgand6140 6 років тому +3

      dstnlockwood77 Actually, it's the reductor.

    • @erwinrommel9509
      @erwinrommel9509 6 років тому +3

      Sodium benzoate is not a good oxidizing agent

    • @alphatks
      @alphatks 6 років тому

      Hmm i dont think it possible

  • @edouardocastillo
    @edouardocastillo 3 роки тому

    Hi friend do you know how to make mebendazole? Or what is it made of? Please

  • @asunlie2730
    @asunlie2730 5 років тому +1

    May I know what is the yield percentage from that process plz ?thanks

  • @sethmdsoon
    @sethmdsoon 2 роки тому

    Hi, quick question. I have both sodium Benzoate and sodium erythorbate (used in food processing) unfortunately they were in both identical containers and the labels accidentally fell off. I try to identify which is which by adding acetic acid. One of the two powders products effervescent and one does not. How will I know which one is Benzoate or Erythorbate? Thanks!

  • @PlanetComputer
    @PlanetComputer Рік тому

    thanks nilered

  • @glenthemann
    @glenthemann 8 років тому +3

    Denatonium Benzoate is used as a denaturant in "rubbing alcohol compound" aka 95% ethanol isnt it? I do suppose the yield would be terrible trying to get it that way.. but hey, anhydrous ethanol too xD

    • @NileRed
      @NileRed  8 років тому +4

      +Полиграфович The amount in there is SUPER low. Like we would get a couple milligrams at most. It is still a possible method though.

  • @blackdrop3844
    @blackdrop3844 3 роки тому

    Can you make lsd thought?

  • @Jellybean04
    @Jellybean04 Рік тому

    Was the hot plate warming the solution?

  • @Rubikorigami
    @Rubikorigami 8 років тому

    Hey man, how about making ethanal? Heard it smells like green apples, and it can be made by lowering red-hot copper in ethanol vapors, if I remember right :P

  • @br2openup100
    @br2openup100 3 роки тому

    I have heard the name "benzoyl peroxide" from free radical polymerization

  • @TheW1ZARD2242
    @TheW1ZARD2242 3 роки тому

    Im currently busy studying for chemistry and the lecture literally used clips from this video, he added his own music over your voice, to show us the Synthesis of Benzoic acid. I knew the clips looked familiar. Funny how lectures are too lazy to do it themselves so they steal other peoples work

  • @Robocop-qe7le
    @Robocop-qe7le 8 років тому

    That's a LOT of sodium benzoate. O.o

  • @chancehamaker8687
    @chancehamaker8687 4 роки тому

    Why does nobody use 5% acetic acid in lieu of 30% HCl? It seems to work brilliantly.

  • @Nugget11578
    @Nugget11578 8 років тому

    I know this is off topic but just wanted to ask my soap bottel said never mix with bleach I was wondering what happens if I mix soap and bleach is it like elephants toothpaste thankyou

    • @GY-bd9bo
      @GY-bd9bo 4 роки тому

      There are two household items that when mixed produce chlorine gas. I don't remember what they are, but they might be soap and bleach.

  • @nourhoyek9663
    @nourhoyek9663 6 років тому

    Any help in the conclusion?

  • @196Stefan2
    @196Stefan2 8 років тому

    I am looking forward for the Benzoylchloride-synthesis!
    Which chlorinating agent will you use for this? I think the use of Thionylchloride will be the most comfortable way.

  • @MerpSquirrel
    @MerpSquirrel 8 років тому

    That stuff is cool.

  • @TheLiz1961
    @TheLiz1961 7 років тому

    can you make a bed bugs firmula?....just in case i get tbose blood suckers...a rumor is going around where i live that they are banging around in these premises!..lol

    • @zanpekosak2383
      @zanpekosak2383 7 років тому

      Liz Mercedes Gasoline+O2+Match--->CO2+H2O+BugBeGone

  • @Algorhythm027
    @Algorhythm027 8 років тому +2

    are you going to try the denatonium benzoate?

    • @NileRed
      @NileRed  8 років тому +1

      +Algorhythm What do you mean try? Like eat it? NO!! I will explain how bad it is in the video.

    • @fpm1979
      @fpm1979 8 років тому

      +Algorhythm I wouldn’t recommend tasting pure denatonium benzoate either. One teaspoon of this makes 100 liters of ethanol taste unbearably bitter. You can try products like shampoo, soap or dish detergent if you are curious about the taste. They likely contain this compound (usually declared by the name bitrex).

    • @NileRed
      @NileRed  8 років тому +1

      ***** Just boiling the solvent away puts enough in the air to taste the bitterness.

  • @paulszejner
    @paulszejner 3 роки тому

    Can you make Cellulose? starting from Benzoic Acid? is it Possible?

  • @imronbagaskara2219
    @imronbagaskara2219 3 роки тому

    What will happen if swap HCl to H2SO4?

  • @TomsLab
    @TomsLab 7 років тому

    Thats a massive watch glass!

  • @MrAgentMooshroom
    @MrAgentMooshroom 8 років тому

    Now this request will seem out of hand, and this is relatively dangerous. But... I was wondering if you could make
    Mercury II Fulminate; as a crystal. If not, I completely understand. I know this produces mercury vapor, and that can lead to a lot of problems and the last thing I want is for you too end up in the hospital.
    Other than that, I love your videos. My friend and I have replicated quite a few them with satisfying results.
    So, in conclusion. Thank you

    • @NileRed
      @NileRed  8 років тому

      +MrAgentMooshroom Crystallizing those sensitive explosives is pretty dangerous, so ill probably pass :p

  • @giansieger8687
    @giansieger8687 4 роки тому

    This is mote of a reduction tho, synthesis would rather be to take toluol and oxidize it (maybe even work from benzene). Still an interesting video tho

  • @joshuabarber2481
    @joshuabarber2481 8 років тому

    sweet super interesting thanks

  • @Fannerable
    @Fannerable 8 років тому

    Is the link to the NileBlue channel broken? Because when I click it it says "this channel does not exist".
    Besides that, I really like the way these crystals form and look like :3

    • @NileRed
      @NileRed  8 років тому +2

      +Fannerable It should work now.

    • @sorsorscience0787
      @sorsorscience0787 8 років тому +1

      +Nile Red what is nile blue?

    • @NileRed
      @NileRed  8 років тому +2

      Sor Sor Science07 It's my other channel!

  • @g.h.a.s.t.investigations1977
    @g.h.a.s.t.investigations1977 3 роки тому

    I wanted to take chemistry in high school but was more focused on being a dumb teenager and failed all my science classes. I really missed out.

  • @mohamadwehbe9246
    @mohamadwehbe9246 4 роки тому

    Great video 👍 , i have a question please , is it possible to create pheneylacetone from benzoic acid ? Thankss

  • @kalilah5560
    @kalilah5560 4 роки тому

    Is this good to put on your skin

  • @Originalimoc
    @Originalimoc 7 років тому

    Nice video

  • @MotivatedSoccer18
    @MotivatedSoccer18 4 роки тому

    This was interesting.

  • @Sentinalh
    @Sentinalh 8 років тому

    You should make Azidoazide Azide. Just kidding, wouldn't want you blowing up.

    • @shrikesavadithya6683
      @shrikesavadithya6683 8 років тому

      +Sentinalh that would be very , appalling. but i want to see some of it though

  • @Mega98RP
    @Mega98RP 8 років тому +6

    First! (had to do it...)

    • @NileRed
      @NileRed  8 років тому +23

      +Mega98RP You win a prize (not really)

    • @Mega98RP
      @Mega98RP 8 років тому +1

      +Hillebrand1 Two wrongs don't make a right, but two Wrights make a plane.

    • @Mega98RP
      @Mega98RP 8 років тому

      +Mikael Hartvigsen well, technically the glass is always full!

  • @StefanoManiero
    @StefanoManiero 8 років тому

    Mr. Nile could you show us how to prepare PABA? Thank you!!

    • @NileRed
      @NileRed  8 років тому

      +Stefano Maniero I do want to make it at some point and it is on my list. Not sure when I would though.

    • @StefanoManiero
      @StefanoManiero 8 років тому

      +Nile Red I think I'm going to try making it by nitrating benzoic acid to nitrobenzoic acid and reducing it with stannous chloride, do you think it could work? If not, what other chemicals should I use to reduce it?

    • @StefanoManiero
      @StefanoManiero 8 років тому

      +Stefano Maniero Oh I forgot...I'm so pleased you spend your time answering me, you're really kind!

    • @NileRed
      @NileRed  8 років тому +2

      Stefano Maniero The biggest issue is that benzoic acid nitration would be meta directed because the COOH is electron withdrawing.
      Here is a link to a classic way that it could be done:
      moodle.csun.edu/pluginfile.php/3163672/mod_resource/content/1/1112ans.pdf
      The only issue is finding something that selectively reduces the NO2. I assume most people dont have H2/Pd.
      I am not sure what the best reducer would be in this case.

    • @jesscorbin5981
      @jesscorbin5981 Рік тому

      @@NileRed The reducer could be alumina, right?

  • @xxilluminatixxxx
    @xxilluminatixxxx 8 років тому

    Can you show how to make Ozone gas? You know,the dark blue unstable gas...i heard it's quite an interesting chemical.

  • @josephkim7368
    @josephkim7368 8 років тому +1

    +Nile Red can anyone buy stuff off of the Science Company?

  • @alphatks
    @alphatks 6 років тому

    Can you make Benzoic Acid Or Sodium Benzoate to make phenol

  • @frtard
    @frtard 8 років тому

    denatonium benzoate? that is some nasty stuff... REALLY nasty. It's 'imperceptibly small amounts on get on something and results in spontaneous fits of gagging' nasty.

  • @MsTravisTouchdown
    @MsTravisTouchdown 8 років тому

    Where's your Methamphetamine video ? Did it got deleted ? If you need it i can send it to you, i saved it !

    • @NileRed
      @NileRed  8 років тому +1

      +Alex .Temporio I took it down because I didnt think i should take the channel in that direction :)

    • @MsTravisTouchdown
      @MsTravisTouchdown 8 років тому

      +Nile Red It was pretty interesting but i think you're right, teenagers could try to mix the chemicals in the video... Well i think that you should try the synthesis of nylon, it's a cool compound!

    • @NileRed
      @NileRed  8 років тому

      Alex .Temporio I do want to make some nylon. I want to make nylon 6,6

    • @MsTravisTouchdown
      @MsTravisTouchdown 8 років тому +1

      Nile Red Polymers are fun :) Well it was nice talking to you, keep the videos coming !

    • @eskee1
      @eskee1 4 роки тому

      Hit me..

  • @fordmodelsreject9439
    @fordmodelsreject9439 3 роки тому

    is this harmful to the human body?

  • @mattabesta
    @mattabesta 3 роки тому

    I managed to do this using lime juice instead of HCl, quite fun.

  • @FMLevatation
    @FMLevatation 8 років тому +3

    It looks a bit like cocaine xD.

    • @piranha031091
      @piranha031091 8 років тому +14

      +Johnny Heart Just as any white powder does...

    • @FMLevatation
      @FMLevatation 8 років тому

      piranha031091 Yep c:

    • @FMLevatation
      @FMLevatation 8 років тому

      ***** He should make cocaine for 'educational' purposes xD.

    • @bcubed72
      @bcubed72 5 років тому +1

      I suspect snorting a crystalline acid would FEEL nothing like cocaine, though...

  • @messiahyah
    @messiahyah 8 років тому +1

    So if I am #24 do I win anything? :) thanks for the great videos!

    • @NileRed
      @NileRed  8 років тому +1

      +Imlife Unfortunately no prizes (for anyone :()

    • @messiahyah
      @messiahyah 8 років тому +1

      +Nile Red What? Man! I was hoping to will the lottery! lol

    • @NileRed
      @NileRed  8 років тому +2

      Imlife better luck next time!

  • @imanovacat
    @imanovacat 8 років тому

    How come the quality of the mic was much better at the end than in the rest of the video?

    • @NileRed
      @NileRed  8 років тому +3

      +imanovacat Because i used my new one to add in the audio at the end.

    • @imanovacat
      @imanovacat 8 років тому

      Nile Red Ah okay, well, it sounds way better!

    • @NileRed
      @NileRed  8 років тому +1

      +imanovacat Yeah i figured out some audio problems and I also got a new setup. The audio in the next few videos will still be using the old recorder though.

  • @zacharyneville9378
    @zacharyneville9378 5 років тому

    Oh shit nvm

  • @kristoferceja3205
    @kristoferceja3205 8 років тому +1

    You guys probably know how to make a hundred pounds of meth

    • @miah2011
      @miah2011 8 років тому +1

      If by meth you mean methanol then yeah lol

    • @th3thin9
      @th3thin9 8 років тому +1

      I swear to God that meth is easier to make (or get) than methanol in the country I live in

  • @privateaccount5400
    @privateaccount5400 6 років тому

    Now make benzodiazepines :)

  • @MrFujinko
    @MrFujinko 8 років тому +1

    Second! yay

  • @letsrelaxwithtexts2114
    @letsrelaxwithtexts2114 Рік тому

    This is realy bad for our health

  • @jonathanvanhyning3344
    @jonathanvanhyning3344 8 років тому

    Is it just me, or has he tried to make his videos Appeal to a less intelligent audience...?

    • @NileRed
      @NileRed  8 років тому +1

      +Jonathan Van Hyning I am trying to make them easier to understand for people who aren't already involved in chem but want to start. I wouldn't call the audience "Less intelligent," but instead less experienced

    • @jonathanvanhyning3344
      @jonathanvanhyning3344 8 років тому

      +Nile Red ah, well keep up the great work! Your videos are wonderfully entertaining, :)

  • @kristoferceja3205
    @kristoferceja3205 8 років тому

    You guys probably know how to make a hundred pounds of meth

    • @iAteYourDog69
      @iAteYourDog69 8 років тому

      it's pretty easy, anyone can do it. there are actually numerous tutorials on youtube and stuff on how to cook meth