Pyridinium Chlorochromate (PCC)

[@ScienceWithJames]

"Don't feed Chromium Trioxide to your fish." Life lessons with Doug.

[@gaddafiasward6678]

hi can we treat chromium trioxide orange/yellowish color of water to colorless

[@ashpowell9451]

I really miss these videos, hope you're doing OK, Doug.

[@daveb5041]

2nd

[@maxkopec]

Nice video. Greetings from Poland :D

[@krishnajadhav487]

thamks and please keep posting

[@Huskrrrr]

You've drawn five bonds to Nitrogen in your product. Great video!

[@JadAzido]

Nile Red made a video making chromyl chloride which pretty much undergoes the same oxydation process as PCC for alcohols (no further than the aldehyde). Basically both compounds use chromium in the +6 oxidation state which is always neat.

[@DougsLab]

+New To The World I saw that! I made chromyl chloride a while ago - check it out: kzbin.info/www/bejne/opbKoIV9dr2Bhpo

[@DougsLab]

+Chem Player I think the problem is that oxidation with chlorochromates has to happen in an aqueous environment. Toluene -> benzaldehyde using CrO2Cl2 requires the formation of an intermediate chromate ester of benzyl alcohol, which is later isolated and then hydrolyzed to benzaldehyde. I don't think having water around for the chromate step is a good idea. The acidic environment necessary to use the chlorochromate salts will cause hydrolysis to benzaldehyde immediately, but possibly also transesterification with more of the chromate ester to form benzaldehyde dibenzylacetal or something. That, and I think chlorochromates might be able to oxidize benzaldehyde, as the aldehyde is polarized by the ring more than just an alkyl chain. Just my thoughts on it... let me know if you find a successful method. It would be a fine bit of chemistry!

[@michaelmolter6180]

Given your current lab setup, how do you dispose of your waste? When you wash your glassware, where do you put the wash water?

[@cvspvr]

he feeds it to his fish

[@billybob7947]

you dump it in your local river

[@julianrawlins8284]

Great Video

[@ahmadabufare5272]

Hello 🙋 great channel! Please keep it up

[@LorxusIsAFox]

Forbidden tang

[@verdatum]

Awwwww yeah, PCC.

[@KowboyUSA]

How do you clean the fritted disc in the Buchner funnel?

[@erictorkelson5778]

John Ratko it depends on what needs to be cleaned out of there. In general sulfuric acid and h2o2 do a good job of cleaning things up. I recently purchased a Buchner whose fritted disc was black and brown and orange ... filthy!! A few treatments of H2SO4 and H2O2 restored it back to a pristine sparkly white.

[@kurtiskaskowski5386]

very similar to pyridinium dichromate ( cornforths reagent). actually, could you make a video on making that?

[@thedarkness97]

2:33 I now want Irn Bru

[@divitu]

Do you have any time lapse footage of dissolving the chromium trioxide, adding the pyridine, or vacuuming the product?

[@missyinghui]

how many molar eq. did you use? could you also include the euqation with *how much eq.* on the white board? i enjoyed this!

[@AlphaNumeric123]

Thought it was a bit weird to put the beaker in the freezer with only a watch glass covering. I would just put it in an ice water bath or brine water ice bath.

[@GodwynIL]

Doug, can you make chromyl chloride using chromium(6+) oxide, sodium chloride, and concentrated sulfuric acid? I'd like to know if it's more efficient to use chromium(6+) oxide as your hexavalent chromium source instead of potassium dichromate (this decreases reaction steps although starting from dichromate to make chromyl chloride can be done in one pot).

[@kurtiskaskowski5386]

would the synthesis of PDC be the same just with the HCl?

[@Finnnicus]

Do you have any long term goals in mind? Like are you working towards a certain molecule? It would be cool to see something like that.

[@cyclops74air11]

Don't feed it to you fish, you might catch them on fire... Got it

[@guntertv304]

can i make anhydrous coso4 by using the waterbath thenic? my english is bad

[@siddharthpaul4316]

Great

[@debodevil6974]

Does anyone know what O-demethylation is or what it involves?

[@amateurhour124]

Now I want an Orange Julius.. great...

[@luism.1732]

Can the chromium(VI) oxide be substituted by potassium dichromate somehow? Thx :)

[@ScienceWithJames]

JOHN BLACK SUPER CHEMIST What about acidifying it with Hydrochloric Acid and killing two birds with one stone?

[@Sprite-od4xl]

No

[@rittenbrake1613]

good

[@DavidGreybeard]

These videos are wonderful. Do you still have the idea to make more?

[@Cristi0986]

pour quallity 360p ?:(

[@goodsir2551]

+ionel anonimul No it's 1080p HD

[@Cristi0986]

+THE UNKNOWN now yes but when he upload it was 360p :)

[@goodsir2551]

ionel anonimul ah oki, all praise Doug!

[@dougmapper3306]

+ionel anonimul Yes, for the first few minutes KZbin needs time to process the video, and it is only available at low resolution. All of them are 1080p/60.

[@gogear131]

its so orange. ......is it safe to drink?

[@aajjeee]

About as safe as bleach and lead

[@aloysiusdevadanderabercrombie8]

I highly doubt it.

[@ScienceWithJames]

If you like getting cancer, chemical burns, and having your organic matter oxidized into aldehydes.

[@anjumxervise7817]

make a series where you let daily stuff react with each other (it will go viral)

[@anjumxervise7817]

Do something with chilli :p

[@erictorkelson5778]

dear God stahp!

[@konedog1]

how did i get here

[@kaleenbhaiya9817]

3:56 please don't it's made in China

[@anjumxervise7817]

make a video why you can't make cocaine

[@indigo6619]

Something smells a little fishy here and it's not the pyridine ... at the start of the video, you mentioned that you would use this for oxidation to benzaldehyde. I don't know if you are already aware that there are already videos on these exact methods of PCC preparation and oxidation of benzyl to benzaldehyde by Chem Player. It's not hard to be original in the content of your videos on youtube, there are tonnes of reactions that haven't been covered.

[@JacobJonesy]

+Dr. Heisenburg I can't watch chemplayer's videos. The computer voice is too difficult

[@dougmapper3306]

+Dr. Heisenburg Yes, I have been waiting for someone to mention this. I have 161 videos planned, and many of them require reagents that need to be prepared. I would like to show their preparation from OTC materials, so that I can make playlists of reaction chains needed to get to a given compound from OTC components. Unfortunately, I find that just about every week someone posts a video about a reaction I have already planned out and performed calculations for. However, I strive to make clear, easy to follow videos with a good reply rate to comments, and hope to create a unique viewing experience on this channel in that manner. I promise that anything you see here is absolutely NOT a copy of anyone else's video, but a preparation taken from various chemistry textbooks and academic journals, or just basic chemistry knowledge. In addition to a few 'routine' procedures, I plan to produce some cutting-edge stuff (like the ketene lamp) in the mix, but these are often very expensive and time consuming to make. Also, I am reluctant to mention them here with the fear that someone will do it before me and the onging work will be for naught. They are coming - I promise. I appreciate the question, and would like to thank you for helping me stay transparent. If there is a reaction you would like to see, PM me and I'll see what I can do. :)

[@indigo6619]

+Jacob Jones The computer voice is difficult to understand or listen to? Either way it is a small price to pay for great content, I hardly even realise it.

[@JacobJonesy]

--removed--

[@JacobJonesy]

Dr. Heisenburg I don't come from a chemistry background so maybe it's easier for you to understand because you are more familiar with chemistry terms? It's just not clear enough for me to watch the video fluidly. I don't have trouble with any of the other chemistry hobbyists on youtube, it's kind of a shame because ChemPlayer has so much content I want to watch, but don't want to watch (it's not pleasurable to watch) if that makes any sense. If they hired a voice actor or used a better TTS they could blow up like Nile Red or Doug's Lab (recently). Presentation is important, especially in educational videos.

[@mattibboss]

i can't donate any money but if you visit me in Germany i'm gonna buy you a beer :)

[@jonasghafur4940]

Me too ;) Greets from Cologne