> temp > à-trier > fail-testing-alcohols-using-dichromate-jones-and-komarowsky-reactions-nurdrage

FAIL - Testing Alcohols Using Dichromate (Jones) and Komarowsky Reactions

NurdRage - 2018-03-18

I try... and fail... to test alcohols using dichromate and Komarowsky Reactions. At least we get some pretty colors so i might as well make a video.

Related Videos:

Making tertiary alcohols by the Grignard Reaction: https://www.youtube.com/watch?v=EFQWD7-DCPI


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Kánya Nándor - 2018-03-18

As a PhD student, my research topic is carbohydrate chemistry, and when doing TLC analysis, we are using an ethanolic solution of sulphuric acid and vanillin as a revealer. When making that solution, we often experience a pink-ish orange colour emerging after a few hours. We figured out that if you add the acid to the alcohol, let it cool, and than add the vanillin, it slows the colorising reaction to a timescale of about 2-3 days. In your experiment, you added the vanillin first, and in my opinion the H2SO4 was way too much compared to the test substances, so therefore it must have produced immense amount of heat that speeded up all kinds of side reactions. My suggestion is to try to add only 1-2 drops of acid to the alcohols, ketones, esthers, wait half an hour or so, and then add vanillin.

NurdRage - 2018-03-18

As requested, a failure.

Caleb Champion - 2018-03-19

the only true failure in sciences is an experiment  not done.

DarkFireMario - 2018-03-19

I've noticed each time nilered posts a video, you also post one not to long after. What's up with that? Mere coincidence?

HeLikesItWhenYouSpreadThatConciseThesisOnTheTable - 2018-03-23

If this channel gets attacked by YT there is always DTube.

wolfie Butler - 2018-04-06

Failures means you learned nothing if you
Did learn then it was still a success

Guiyu Feng - 2020-01-18

Why failed

JamesG - 2018-03-18

Not so much a failure since it did yield useful information; and provided a nice vehicle for explaining the concepts. Thanks for this.

Aussie Chemist - 2018-03-18

Do you think KMnO4 is a better alternative for this type of test , as the Mn7+ will be reduced which also leads to a colour change, besides KMnO4 is less dangerous to handle and more available than dichromates

Kánya Nándor - 2018-03-18

Unfortunately not. Permanganate is a much stronger oxidant than dichromate, and it will oxidise ketones via chain breaks to 2-4 different carboxylic acids, and that reaction looks sililar to primary alcohol oxidations, so with permanganate, you can't distinguish between alcohols and ketones.

The Terrible Animator - 2018-03-18

Kánya Nándor damn, you seem to know a fair bit, how does the lab fit you?

Kánya Nándor - 2018-03-18

Thanks Sir! :) Labwork fits me perfectly, requires a wide range of organic knowledge as well as being able to logically interpret spectral data, so it's quite a challenge, but that's why I like it :D

The Terrible Animator - 2018-03-18

Kánya Nándor you can call me "dude", and good luck on your future endeavors.

Max Noname - 2018-03-18

Interesting seeing Vanillin outside food chemistry

stamasd - 2018-03-18

Peter Müller vanillin is actually used quite a bit in analytical chemistry and forensics

Max Noname - 2018-03-18

stamasd Well. Another thing learned

12thealchemist - 2018-03-23

Check out Chem Player for vanillin in standard chemistry. They use it a lot as a substrate

Kerstin - 2018-03-18

More videos trying to figure out a pattern for the Komarowsky Reaction would be very interesting.

R Johnson - 2018-11-04

Thank you for this channel!
I've set a program to autosave everything you upload, just in case.

Birbman Grillcheese - 2018-03-18

I enjoy all your vids and wish you the best of luck with your experiments

TM Fan - 2018-03-18

try purify the products from the Komarowsky rxn! their colours r so beautiful!

SoftserveSodium - 2018-03-18

Did you do a collab with Hamilton Morris? I saw you two talking on twitter :D

trouble about - 2018-03-18

hmmm when something comes across you feed and you think wow this looks interesting but i have no idea whats going on lol xxx

Random Experiments Int. - Experiments and syntheses - 2018-03-18

This did remind me of Lucas' reagent to differentiate between primary, secondary and tertiary alcohols, as long as the're soluble in water.

LStein - 2018-03-18

How do you get rid of waste?

Michael Lyons - 2018-03-18

The experiment failed because it was urine in all of those.

NecroBanana - 2018-03-18

Here's a dumb "deep" quote:

Failure paves the road to success.

There, I suck.

wrnchhead - 2018-03-18

Great vid Nurd, looking forward to the follow up!

nick paz - 2018-03-18

Awesome video! keep it up :D

Jacob DeHovitz - 2018-03-18

Ester is giving a positive result after hydrolysis and formation of ethanol, followed by jones oxidation to acetic acid

Kerstin - 2018-03-18

Pretty colors! <3

fla playa - 2018-03-18

Looks like a test station at a rave (post 9/11)
Such a shame. It was all so pure and happy.

Mark Williams - 2018-03-18

Can't buy dichromate in Europe it's banned

The Chemical Workshop - 2018-03-19

you can make it tho !
just before they banned it we have bought some to be sure (it's very useful!)
Just youtube "chem player dichromate" they have a synthesis video from OTC stuff :)

ClickThisToSubscribe - 2018-03-19

-__- Yes, thanks europe for the blanket bans. Thank you very fucking much!

The Chemical Workshop - 2018-03-19

ClickThisToSubscribe well banning chemicals doesn't solve the issue with chemicals/drugs
It just wastes our useful time :D

Bitter Cynic - 2018-03-18

What chemistry is really all about, PRETTY COLORS!

JoJonoMuskets - 2018-03-18

Bitter Cynic I thought it was about the fizzing and unpredictable reactions that are good or bad

GiggitySam Entz - 2018-03-21

Vanillin is great for staining TLCs ^^

Laeroi - 2018-03-23

Nurdrage, thank you very much for all the experiments you have shared with us, I appreciate your videos!
Although I am aware that you may not have any interest in covering the chemistry of Ruthenium, since it is quite expensive, I have to do research in Ru complexes. The problem concerning reactivity is that you have to substitute the counterions of a Ru salt (e.g. RuCl3) by triphenyl phosphine or other ligand. In my reseaarch I start from RuCl3•xH2O, which is more expensive than gold. But the fact is that in my lab there is anhydrous RuCl3 that is quasi inert(also insoluble in MeOH).
Could you help me find a protocol for obtaining the hydrated form of RuCl3 ? I mean some recipe, from an article. I searched but I could not find any satisfying answer. At a certain point I came across a method involving the "recrystallization" of anhydrous RuCl3 from concentrated HCl, but I am not sure about that procedure.
I would be very grateful to you. If you find anything, let me know, maybe send me the DOI of that material
Thank you again!

Maxx B - 2018-03-18

Great video. Still learnt stuff and with pretty colours.

Gwen Patton - 2018-03-19

Dichromate Jones? That was my radio name!

IRisingFuryI - 2018-03-19

Could you at some point explore the chemistry and science of metal-air batteries? Lithium-oxygen batteries have the potential for being very good, but they're tricky to make.

Jason Aspinall - 2018-03-18

Well this is a blast from the past for me! Seeing Jones and Dichromate in the title immediately made me think of Dr Thomas Parry Jones, of Lion Laboratories fame, the company he founded way back in the 60s with the first ‘blow in the bag’ breathalysers based on the potassium dichromate/sulphuric acid crystals (actually impregnated silica gel!) - Wrong ‘Jones’ of course in relation to the reagent named after Sir Ewart Jones, but still...

Daryl Adam - 2018-03-23

Xylene and theobromine mystric acid with dat all about some zink chloride

Robert Sipowicz - 2018-03-18

What degree do you have and what school did you get it from

raptor4916 - 2018-03-18

God I hate wet chemistry analytical techniques what amateur chemists need is a cheap reliable FTIR spectroscope unfortunately thats unlikely to happen

Unterhosegotti - 2018-03-18

raptor4916 IR sucks. Wish a NMR for christmas xD

stamasd - 2018-03-18

phlippinout what about the mass of us who don't have an iphone? Cool project nonetheless.

NowhereManForever - 2018-03-18

NMR is a way more complicated machine to build though.

RumblePirate - 2018-03-18

Any one up for HPLC, GCMS 9r FID

GRBTutorials - 2018-03-19

Yes, but it can be done if you have enough knowledge. There are examples of DIY NMR machines, google it. Unfortunately, I don't think he can do it without extensive knowledge of electronics, magnetic fields, etc.

twocvbloke - 2018-03-18

It may be a fail, but it is indeed a nice load of pretty colours... :P

Anticonny - 2018-03-18

Looks like the dichromate reaction is a great model experiment to calculate the reaction rate constant and even the Arrhenius factor when you perform the experiment at different temperatures.

Atomic Tree Productions - 2018-03-19

I'm curious of what's going on with the t-Amyl Alcohol at 3:46 - 4:52. Is it just some strangeness with the time-lapse, lighting, and so on? What is that light around the meniscus?

Endor - 2018-03-25

Would be great if you had an arrow pointing at the compound(s) you're talking about in real time - it would make it much easier to follow along without having to visually search for the right name while also trying to retain everything else :)

Otherwise, great video! Very interesting explanation

Brandon Keane - 2018-03-18

Did anyone else not get a notification even though they're clicked to get them?

damanorelse - 2018-03-18

Think you could make Novichok?

Michael Aichlmayr - 2018-03-18

Most excellent! 👍😎

Zom Bee Nature - 2018-03-23

Your thumbnail is missing one on the right side, isopropanol.

Shaun Dobbie - 2018-03-18

Please do a video on making 4-(N-Ethyl-N-2-hydroxyethyl)-2-methylphenylenediamine sulfate as that is the main component of colour film developer.

Andy Wells - 2018-03-19

Is the first sample 1-hexanol? You forgot the locant

Felix Felix - 2018-03-18

Nice Video, but why do you not use test tubes?

Custos - 2018-03-18

Probably because that's what he had on hand. Apart from that, vials are more commonly used for general purpose these days, because they're more easily and more reliably sealed if needed.

swapan deb - 2019-03-25

what is hexanol?

ABitOfTheUniverse - 2018-03-18

I Mousehead Fails

Clover O' Keefe - 2018-03-29

Professor NurdRage. Is it possible to make fluoresent smoke/vapor?

mr_sowong - 2018-03-18

HES ALIVE.....

Charles Kogan - 2019-08-14

Could I instead use chromates

TM Fan - 2018-03-18

i have a question wanting to ask every chem YTers (you, nilered, chemplayer, doug...). why do you all use simple distillation instead of fractional distillation during purification? i havent seen any of you using a fractionating column in ur vids. did i miss sth or is it actually hard to obtain?

Steven Barati - 2018-03-18

Well NurdRage did do fractional for distillation of HBr a while ago. For substances whose boiling points are very different, you don't need the fractional process to separate the different components of the reaction flask.

Metalhammer1993 - 2018-03-18

TM Fan it's difficult to setup and the columns are huge depending on work space it might not even fit on the table. Normal distillation setup is much more comfortable to set up. So if it's sufficient why go through the hassle?

Shonky Sideways Sam - 2018-03-18

All my gear is stacked up in several boxes, with no feasible future to use :-(, until I can get a place to myself as I don’t want to lose my shit ‘again’ to the HazMat. Here if someone has chemistry equipment, there is no use other than to make drugs or bombs in their eyes, so I would have to pay a lawyer to get my stuff back via the courts. My country is very simple minded, If you drink beer, your in the clear....

stamasd - 2018-03-18

Stevo Devo you could drink beer while using your equipment - that should make it OK?

mmmhorsesteaks - 2018-03-18

Jones works better in 50/50 acetone-water.