How to make Aniline

We will be making aniline by reducing nitrobenzene that we made in a previous video!

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[Mena]

A perfectly normal video, no country would ever block this video

[mozolen]

Ah yes, a normal video which you can view anywhere in the world.

[yoyojoghurt]

I love watching back old videos of you because back in the days I totally did not understand a single step of what you are doing but now I am educated enough to understand every element of your videos and watching them like that while thinking about watching it back in the days gives me a feeling of satisfaction.

[hacer_kun]

What a nice man. I wonder what the russian government thinks about him

[WizardChip]

Excellent video! I feel that whilst solid KOH is often a good drying agent for organic bases, it can react with DCM solvent to form formaldehyde. This can react with your product so it might slightly reduce the yield. The reason I think this is happening is because the red color in the distillation flask is typical of the condensation reaction of formaldehyde and a strong base.

[baskenseue]

I've been a long time lurker on your channel (and the second one), and now because of covid I can't go to uni so this is what my professor sent me to study off of instead of an actual class (I'm currently in my 5th year, doing a Masters in materials engineering). Good times!

[Nikolaii]

Good day, Nile, I have a passion for chemistry and this is another reason why I have subscribed to your channel.  No nonsense chemistry, complex reactions put forth in a way that even a layman would understand.  Who can ask for more?Thank you.- --Nikolai

[napoleondead]

U could have used Fe instead of Sn becs only a small amount of HCl would be required to initiate the reaction

[muhdict]

Imagine this video being blocked in Russia

[desromic]

I love your videos! They're so zen for me.

[senalpha]

Thank you, Nile Red, from Italy. This morning with the sudents of the 4th year technical sanitary institute (an upper school like colleges in UK and USA) we have followed your recipe with p-nitro-benzoic in order to obtain PABA. Reduction with tin metal and HCl. We based our reduction on your stoicheiometry, adapting the masses because of the carboxyl group non present in your recipe.
At the moment in the laboratory we have the flasks with a white precipitate after alkalynization.
From this moment on, our synthesis differs from yours because you obtained a liquid product, we a solid one that we will separate with vacuum filtration and washings directly in the gooch.
After that we will do the Fisher esterification with EtOH in order to obtain the ethyl para ammino benzoate (Benzocaine).
Next week. I'll let you know.
Thanks again.
Greetings from Italy.

[rohitsanjay]

Hey, I really appreciate all the work that you've done on this channel. It's really helped me to appreciate the wonders of chemistry and think beyond my text book. I really wanted to know the mechanism of all these reactions, and about why Tin is used, as against to other metals, so in our upcoming videos, can you please dedicate a small segment of it to explain what is actually going on? Thanks!

[LilGugz]

Thankyou for the informative video once again Nile!!

[meepPlayz]

I'm sure someone has already mentioned this, but did you know the first US sounding rocket program back in the 50s (WAC-Corporal Aerobee) used aniline and nitric acid? It was the first sounding rocket to reach 200 km and was 30 cm diameter and was 7.5 m tall.

[theChaotiChemist]

You should do a Sandmeyer reaction in a future video as well! And cute little storage bottle for the aniline :)

[BurroChurro]

Only here because I saw your twitter post by chance

[barnb]

Thank you so much this video was really helpful to me for my chemistry project keep up the good work

[spiderdude]

Just FYI, if you want to purify impure aniline but for some reason you don’t have the ability to distill a great way is to use oxalic acid to form dianiline oxalate which is insoluble in water. You filter and can then recrystallize the salt from I think either ethanol or water and filter. The pure crystals can then be free based with sodium hydroxide or carbonate and using a sep funnel to extract and separate the pure aniline

[random.]

The red colouring is probably azobenzene with a boiling point of 293 C which is formed also from the reduction of nitrobenzene, however it is less reduced than aniline which indicates that the reaction probably didn't actually run fully to completion

[destroyer]

Thats very clean aniline nice syntheses !