Відео

Very nice chemistry. Thank you for sharing.

I just love the work you're doing here! Would TCCA also work, and might it, too, donate all its chlorine?

Hey man! I actually still am an industrial chemist running a small custom synthesis company. I have to admit that some of your exotic modifications of common protocols are worth considering, given a fact it is supposed to simplify and cheapen the operation. Also your accent is very ASMR and puts me asleep instantly. :)

Great work mate, great to see amateur chemistry is still possible in the UK too with all our regulations.

I've been planning an experiment for a while which requires a step of turning multiple carboxyl groups into alcohols and I really didn't want to have to mess around with LAH. This video is a god send 🙏

Hi teacher, for the synthesis of 1/3 acetone dicarboxylic acid, should only oleum be used? Thank you for your answer.

What do you think of freezing it?

Onyxmet sells LiAlH4 at a price of 50 euros for 100 dollars. Unfortunately sold out currently though...

Interesting method

Are you recording in a cave? Audio quality is terrible, nice payed for views, I was so interested in what they did and I guess its put garbage content on my feed for a day by false paise.

Add sulfur to this mixture

Another great video but really not sure how I feel about a Yorkshireman using the word, "passionately" 🤔

Small note: isn't that the structure for isobutyl sulfate at 1:50 not tert-butyl sulfate?a

This is probably my favorite new UA-cam channel for chemistry, that said the audio quality makes it very difficult to understand what is being said.

Does hydrogen peroxide perform the same function to acid chloride, but in a different solvent?

I literally laughed out loud at "more badges than a punk rocker's jacket." Thanks for yet another amazing walk-through!

That looks like an angry little chemical!

Is this just a common subject, is Google/UA-cam being spooky about guessing why I'm searching for thing or is it a just coincidence that I was thinking about this topic on a walk a few days ago? FWIW: I was more thinking along the lines a freezing out the water which (if you can get to -40 or lower) should be able to get above ~30%, thought I don't know what kind of efficiency you would get.

I can't even watch your video because of the poor quality audio... Good microphones are relatively cheap.

Man, I really wish people would watch your videos instead of watching stupid videos on the Internet. I really wish you success 😊

One can go down a wormhole when researching the authors of these old papers. Charles D. Hurd was involved with a lot of pyrolysis chemistry, including acetone -> ketene. His infamous ketene lamp is illustrated in OrgSyn. Click on his name ( hyperlinked ) in the above mentioned article on the JACS website.

I’d like to see you determine how high you can get the h2o2 concentration to be using this or a variety of techniques. The E&F channel attempted to see how high he could get it and the attempts seemed difficult and not very practical.

do experiment with tea

Impressive and unique process

I love chemistry, and you do some decent experiments. I came across your channel with the selection at the top of the 'home' selection of "chemistry videos" and your very lriginal video on hydroxylamine synth was on there, which was so cool because you were making a video of stuff ive never seen done before, even in school, if i remember correctly. Thanks for teaching and for the vicarious lab experience. The way ypu did this was new to me. The easiest way i ever saw someone raising thebpercentage of peroxide to water was simply heating the solution, to steaming but NOT boiling. Let the volume drop. Your solution will get syrupy. Tada

Nice work. I've tried distillation and fractional freezing. I've found the most effective way to concentrate it with minimal loss is to pour it into a shallow tray and let it sit for a few weeks, covered with a large piece of tissue paper or something. If you want to remove the stabilizers, distill it at its low concentration first.

Is there a danger of concentrating this oxidizer in a fuel? If so, at which point?

Thank you 👍 thats very useful to those of us who are hobby enthusiasts

That's great

doesn’t sodium chloride by itself make isopropyl alcohol insoluble in water?

Great video but please speak more clearly. If you want to know what I heard, read UA-cam’s automatic captions.

Do you have good ventilation?

For allylic or benzylic alcohols, manganese dioxide can be used as a mild oxidant. The manganese dioxide needs to be activated, as water or protic solvents decrease the activity, but it’s an extremely mild (and cheap!) oxidant and the procedure is very simple. I’ve had success oxidizing diphenylmethanols to benzophenones with 4-8 equivalents of MnO2 in dichloromethane overnight at reflux, giving excellent to quantitative yields. I’ve been told toluene, ethanol free chloroform, and other aprotic solvents all generally work well.

What about Parikh-Doering? Yeah it needs SO3, but that is not exceptionally hard to make given the recent Nurdrage videos.

DOIs for the references, respectively: doi10.1021/ED076P974 doi10.1021/JO01329A051 doi10.1016/S0040-4020(01)86776-4 Any chance this can go in the description?

Another great video, both lucid and informative. Thank you! PCC was a classic reaction we covered in ochem 1 but we didn't really talk about the yield and practicalities much.

I really enjoy your relaxed style of making chemistry videos. I hope you’re having fun and I hope you keep putting stuff out there!

Hi Yorkshire Chemist, Super nice video about that reaction and product highly interesting for chemical analysis and obtainable OTC. Of course I will keep silent the use of hydrazine or hydroxylamine as HEM (high energetic materials); while amonium NO3 has a VOD (velocity of detonation) of 3-3,5 km/s (yes MACH 8-10) and is quite hard to set off; his brothers display VODs of 7,9-8;5 kms/s. One has to consider of course the negative OB (oxygen balance) of HN (N2H5NO3) and the positive OB of HAN (NH4NO5) vs the usual "poor" oxydiser NH4NO3 OB. The fact that hydrazinium tends to lower the density vs ammonium; while hydroxylaminium tends to push it up(*); and any good pyrotechnicien would see the advantages of rendering the overal OB closer to 0 by admixing a good fuel or HEx to those super-oxydisers or energetic materials. (*) paradoxaly HAN being too rich at oxygen reduces its overal VOD but its increase of density also increases its VOD because any increment of density by 0,1g/ccm also increases the VOD by about 300-500m/s I am very interested by this experiment because NH2OH.HCl costed about 20€ for 100gr a decade or two ago :o). Also it is in good part the core of a question I had about chemistry from facts I came accros during the last 35 years: 1) Chloropicrine (CCl3-NO2) can turn into guanidine upon exposure to NH4OH (NH3) probably via dehalogenation and substitution of the active Cl (activated by the viccinal EWG (electron withdrawing group) -NO2) what makes it highly nasty warfare agent. Cl3C-NO2 + NH3 --> H2N-CCl2-NO2 + HCl H2N-CCl2-NO2 + NH3 --> (H2N-)2CCl-NO2 + HCl (H2N-)2CCl-NO2 + NH3 --> (H2N-)2C=NH + HCl + NO2 ((-) or (°)) NH3 + NO2(-) -H2O-> H2N-NO + H2O --> N2 + 2 H2O 2) During many years I thought that hypochlorite anion was a source of Cl(+) that could be observed by the HO-Cl --> H(+) + O-Cl(-) (the convention electrical charge make use of -2+x=-1 and x is of course +1 for chlorine) 3) The same applies for chloramines or haloamines (bromides or iodides) but not for fluoramines (what are of course always F(-) and never F(+))... Note that NF3 is a powerful energetic material-fuel leading to a specific class of fluoramines that are all HEM or fuels. NH3 + Cl2 --> NH2-Cl + HCl NH2-Cl + Cl2 --> NHCl2 + HCl NHCl2 + Cl2 --> NCl3 + HCl (this last step can easily happen unwanted in some NH4(+) salty mildly acidic solutions subjected to chlorination or HOCl) The electronegativity of N vs Cl is nearly equal so where goes the e(-) charge onto the N like into NH3 or onto the Cl like into NO2(-) or NO3(-)? From what I have seen trichloroisocuanuric acid is a source of Cl(+) and not of Cl(-) because it reacts with water to generate HOCl (HO(-) with Cl(+) and not HCl. (-NCl-CO-)3 + 3 H2O --> 3 HO-Cl + (-NH-CO-)3 (isocyanuric acid) (-NH-C(=O)-)3 <--==> (-N=C(-OH)-)3 (cyanuric acid) Cyanuric acid is thus related to a cyclic kind of urea trimer. And urea can form an unsoluble Cl-NH-CO-NH-Cl very close to TCCA. and probably interesting for your target molecule (?) if HO-NH-CO-NH-OH is reachable the way you did it. 4) Alk-NH2 can react with NaOCl in mild acidity to form Alk-NCl2 The later are highy powerful and dangerous HEM, flamable and generate a cloud of black smoke aside acidic gas HCl often with a loud detonic report. Typical examples are CH3-NCl2, Cl2N-CH2-CH2-NCl2 but denser twins are solid and denser like Br2N-CH2-CH2-NBr2. Just to give you an idea of the power of those unconventional HEM, the first member CH3-NCl2 is easily isolable as a yellow oil and is quite comparable in power (and probably sensitivity to propane-1,2,3-triol trinitrate (aka NG)). Any higher hologues from halogenated polyamine are denser and more powerful. So here is my question: Apparently you used the following reaction H2N-Cl + NaOH --> H2N-OH + NaCl (thus involving OH(-) and Cl(-)) This means that nothing is against the following: HNCl2 + 2 NaOH --> HN(-OH)2 + 2 NaCl HN(OH)2 --> H-N=O + H2O and most of all NCl3 + NaOH --> NCl2(-OH) + NaCl --> Cl-N=O (nitrosyl chloride) + H2O + NaCl NCl3 + 3 NaOH --> N(OH)3 + 3 NaCl --> HO-N=O + H2O + NaCl Thus a very convenient chemical way to convert a dangerous easily done NCl3 into NO, Cl-NO or HNO2 and from this NxOy and HNO3 :o) In the same order of ideas to convert R-NCl2 into R-N(OH)2 (or R-N=O and H2O) and the later R-NO to be oxydisable into R-NO2 (or R-O-NO) what would be a revolution for nitrosocarbons, nitrocarbons or nitrite esters. Of course the presence of Cl(+) into chloramines, chloramides or TCCA make them totally against any acidic use because this means probable formation in situ of the unfamous yellow oil NCl3. Regards, PHZ (PHILOU Zrealone from the Science Madness forum)

Have you verified the identity/purity of the final product in any way?

What‘s the point of using a pH 9 buffer (most likely dilute borax) if later you add large amounts of highly basic substances like the bleach solution as well as hydroxide and carbonate? The buffer capacity has very likely already been exceeded by far just by the hypochlorite and the reaction creates more base (NH3 + NaOCl > NH2Cl + NaOH).

"no attempt was made to smell it" Well where's your spirit of adventure lol?

I ALSO despise all forms of click bait, so i appreciate you not doing that. Even when a video seems interesting to me, ill actively avoid it if its presented in a click baity way

Great stuff. Very useful.

A similar method on a more sensitive substrate that is very prone to Pictet-Spengler side-reaction gives good (70+%) yield of the tertiary amine. The process is very similar to yours, except no use of acid to adjust the pH, no catalyst, just add formalin and NaBH4 in several subsequent cycles (allow 10 minutes for imine formation, reduce to sec. amine, add formalin again for imine, tert. amine) but the most important thing is to run the entire reaction in the deepfreezer and keep temps below -10°C during addition, preferably at -15°C at all time. In that way NaBH4 performs just as well as NaBH3CN if not better, even for sensitive substrates that will go the Pictet-Spengler route if you just look at it the wrong way. It's a claim from an obscure patent that turned out to be truthful and work very well.

Very cool, I Always wondered if it was possible, I'll try it too and try to use ice bath to see how much yield we can get :3 love to see a before impossible to get chemical being searched upon and made available for every chemists !!! Thanks for your video ❤

Interesting method! First time I've seen this put in practice. Sure beats the traditional methods in simplicity. Strong bleach solutions with no additives are still available here, I guess the concentration could be determined through iodometry. Solid bleach tablets however, are all sodium dichloroisocyanurate or TCCA.

What a find, boy oh boy!

In my opinion you used too much mgso4 at the drying process and without a vacuum filter it holds very large quantities of your product, maybe it can be one of the reason of poor yield.

What a coincidence. Today i was going through this mechanism for my oc class, because i have to hold a presentation about it tomorrow. Great video!

Another great video, love your stuff as a bench chemist.