Ilusys Systems - 2020-10-09
Original procedure: http://www.sciencemadness.org/talk/viewthread.php?tid=10256 I further chlorinated my final product that you see here to BP of ~205°C. Density after chlorination was 1.225 g/cm3 I destilled this yet again, initially I got quite clear liquid, some yellow got transfered over when BP was around 210 - 220°C. This fraction had also only slight aromatic smell! Density after destilation was 1.2 g/cm3 I also forgot to take into account, that another product we get is benzotrichloride, this has higher density and BP. Ratio of these 3 chlorides is unknown to me. It should show up fairly well after hydrolysis step by presence of benzoic acid. It would be definitely easier, if there was no benzyl chloride present. Sorry for audio volume.
Very cool! I was actually looking at making benzotrichloride through chlorination of toluene. I thought it was cool that chlorine and toluene are capable of producing a few different end products. BTW love the glass modification you really should make a video on that. Your channel is awesome man! Keep it going!
2:40 You should upload some videos of you making equipment like that. That's pretty impressive. Maybe even just a time-lapse video of it. I've always thought glass blowing is boring as hell, but then I got into chemistry as a hobby, and the glassware is so impressive. I looked up how some of it's made, and I no longer think it's boring as hell, lol. Takes some crazy skill and a lot of experience. I can hardly seal a damn ampoule.. haha
I do keep all the ground glass joints from broken glassware, as well as any tubes or stopcock sections so maybe one day I can use them to fix some other glassware (like CodysLab did to fix a broken ground glass joint on a still head) or make new stuff for unique situations. I would need an oven that gets hot enough to anele them though, so I can't try it out right now.
Greath vidio man.even the mishaps .wish more people dare to show whole processes.fail ore not.you learn a lot out of seeing it .keep up .i love it
Making your own glassware must be pain in the ass xD
Great job man keep it up
Thanks, It's actually quite liberating sometimes. Also cheaper a bit. It's just a shame that I don't have oil tap and mineral deposits in backyard :D
Týjo, žeby základ prvního pořádného českého chemického kanálu? Super video, jen tak dál :D
Dik, nevim, jestli bych rekl ze poradny, chemicky anebo i cesky :D Ale jo chtel bych se hlavne venovat chemii
Use the sommelet reaction to turn it to the desired benzaldehyde. ive had good experience with that, and hexamine is cheap and since your polish likely very very easy to get/make
Thanks for recommendation, I just now ended converting benzal chloride to benzadehyde by refluxing with HCl. issue is, that this doesn't convert benzyl chloride, that is still present. I will definitely try this and see what results will be!
@Ilusys Systems if you buy hexamine as camping fuel tablets i found that the best method was to dissolve in room temp water (hexamine has reverse solubility with temperature), filter the wax and evaporate. ive tried different solvents but theyre all worse than just simple water
This reminds me.. is there any chance you would try catalytic amination of toluene?! 🙏❤️
I love how you are naming stuff xD
"Let's pour in that liquid thing "
"I'm gonna stick in that long add thermometer thing "
well, I am not native speaker obviously, and as long as I am not narrating, it sounds like I am bit retarded. But I need to practice that otherwise I will be retarded forever :(
I didnt complain
English isnt my mother language too and I understand these moments xD
Good luck mate keep up the good stuff <3
@Ilusys Systems Learning another language increases neurogenesis hugely (not to mention, any strenuous pursuit of the mind, body, heart and soul). You are obviously fluent in more than one language.
Chemistry is like its own dialect with lots of tightly defined vocabulary. So it's like 3 languages deep at this point. Nobodies going to judge you harshly for the struggle.
QUESTION.............GREAT VIDEO.....You used about a mole of toluene. How many moles of chlorine did you make that you bubbled through the toluene?????? I am not a 100% sure but it is my BELIEF that IF you have 100% of the chlorine react and you make 93% of a mole of chlorine and react that with a mole of toluene that you will end up with 7% toluene/55% benzyl chloride/35% benzyl Dichloride/3% benzyl TRichloride.
AT THAT POINT if you bubble in any more chlorine what will happen is for every benzyl Dichloride you make you will also make one molecule of benzyl TRichloride (from a molecule of benzyl dichloride) ....so AT THAT POINT it is futile to bubble in any more chlorine. After that point the percentage of benzyl dichloride will REMAIN THE SAME. You will just be chlorinating toluene to benzyl dichloride that is then turned into benzyl trichloride from then on. STILL A GREAT VIDEO
I haven't measured amount of cl gas consumed, but I think you are correct in that you will always get mixture of mono, di and tri chlorides and I too observed that after some point yield of dichloride is pretty much constant. I think here I was meant to stop as soon as I would be producing excess of trichloride, because it's bit more nasty...
@Ilusys Systems ...........So far i only tried to photochlorinate some DCM. It worked in a way. I noticed a leak in my fume hood as soon as i started making chlorine. So instead of stopping i figured i would just do my 5 hour experiment in 5 minutes. I just bubbled that chlorine in so fast it was unreal. Still got an 8% chlorination. I used an LED blue light. I plan on making benzyl chloride soon. But after that last fiasco i decided to make benzyl bromide and then just hydrolyze it to benzyl alcohol with some sodium carbonate. AND THEN make the benzyl choride from the benzyl alcohol and HCl and not have to deal with making chlorine. CHLORINE IS SO NASTY
I'm a fan of the channel, but it amazes me how almost everyone ignores PTFE joint sleeves on Youtube, those things are awesome and can save you so much trouble!
Wow, that's amazing product! Though I had trouble getting PTFE valves even, so Not sure if I can get that easily
@Ilusys Systems I'd be happy to send you some, I've got more than enough, but I'm not sure how much better that would go...
@Alexander K Thanks, I sm pretty sure I can get some from china, but I usually buy locally for what I can get. I have trouble being available when mail comes, and then it sits in depo and I need to go get it anyway. So it's same level of convinience for me, just now I have to go to yet another place but with time limit.
This makes me think of "Explosions and Fire" and his thoughts on "yellow chemistry".
I can't say word yellow and not think about that anymore... But is he wrong?
Can sodium cloride be used instead of calcium cloride?
Well tecnically yes, if you used dry NaCl and probably a lot more of it, it will remove some water. I don't think water removal is ultra critical, and TCCA + HCl generates only a little water contamination in first place
Very glad I just stumbled upon this channel.
Hey, nice to see you here
@Ilusys Systems Nice to be here! I'm really enjoying how you put these videos together!
Holy crap, just found this channel. Subscribed!
Holy crap, thanks :)
@Ilusys Systems I've really wanted to try this prep for a while, but since I don't have time to just let the reaction sit for so long, I opted to just buy benzyl alcohol and go that route :-\ But I really want to try this out some time.
@J H Forget reaction times... Preparation and cleaning is the worst!
it's quite expected for reaction like this to take whole weekend. If you meant all the way to benzaldehyde, 2 weekends. in case of benzil 3 weekends :D
And can muriatic acid and sodium cloride be used to generate chlorine gas ?
No, this wouldn't work, there are other ways to generate chlorine gas. If you have big enough PSU, you could perhaps generate chlorine by electrolysis of NaOH, but this would be very inefficient
7:45 Electroboom moment.
New favourite channel
Bro I hope it was a joke! Nurd Rage is the best but I Respekt you too! There is a reason about his voice! Stay safe bro! 😉
it's joke obviously, but it's true warning :)
Mmm 2020 but you use halogen car headlights to photochlorinate? i wonder why, because that's not efficient at all considering the wavelengths were chlorine absorbs best are beyond 400nm and incandescent output mostly infrared and warm colors. You could use some 400 or 395nm LEDs they are so cheap now.
I tried, the performance isn't much better, if at all. Dunno why exactly...
@Ilusys Systems That's very interesting to read, I will experiment myself about that, maybe i could use halogen headlights for many reactions instead of delicate LEDs. So far only have found halogen light bulbs to work great for photooxidations with singlet oxygen generated by methylene blue. Thanks for the reply, always learning.
Jonas Kühnel - 2020-10-09
Man i admire your glassblowing skills! I have a little welding torch myself that i use for fooling around with glass sometimes but i'm having a hard time making anything cooler than a crooked miniature liebig condenser. I guess having a lathe makes a huge difference?
Now this is a bit out of the blue but are you on discord or something? I thoroughly enjoy watching your chemistry videos but now that you're getting into more and more serious glassblowing i'd love to exchange a few more words than youtube comments are good for, if you want :)
Ilusys Systems - 2020-10-10
Thanks, I am not on discord unfortunately or any "social networks" really, I think you should be able to see my email though.
In any case, I wouldn't consider myself to have skill much, I am at point where I am barely able to make something that's not garbage. So far my observations are:
-make sure glass is not moving when cooling, otherwise you get nasty stress and frosty spots on glass
-make sure you melt glass well, esp with thick glass it oftem looks like it's good from outside, but if you cut your joint, you see there's barely 0.5mm wall thicness. So far I learned, that it takes much more time than you would think for glass to flow and make good wall. this can be quite problematic even for me in places where 3 walls meet
-Lathe is definitely big convinience factor, mine is quite poor construction, so parts usually have like 1mm offset from true center, but even that seems to be better than nothing. Being able to heat glass uniformly and blow at the same time will enable you to make nicer joints, 2 chucks will free you 2 hands. I haven't tried to make any complex part without lathe with my new experience. Perhaps I should try but I am quite confident it would look very bad and it will take me 10x as much time. Perhaps with enough attempts I would be able to learn to make something decent and develop lathe free techniques.
In any case so far I have made like 3 condensers and a bunch of adapters + that drying thingie. even my chlorine inlet adapter had already crack when I was filming this. So that's about my skill.