How to make IODOBENZENE

In this video I will show you how I made iodobenzene from aniline.
3 necked 1 liter round bottom flask was cooled in an ice bath. To it 190 ml of distilled water was added, followed by 37.5 ml concentrated sulfuric acid. To the solution 37.5 ml of aniline were added slowly with stirring and then the mixture diluted with 275 more ml of water. While waiting for the mixture to cool, a sodium nitrite solution was prepared by dissolving 27.5 grams of sodium nitrite in 115 ml of distilled water. When the solution temperature fell below 5 degrees Celsius, the nitrite solution was charged in an addition funnel, and added dropwise. The solution’s temperature should never exceed 5 degrees C, otherwise the diazonium salt will decompose. The diazotition can be monitored by iodide/starch paper. Blue color means that the nitrite is in excess and its addition should be stopped.
Upon completion of the diazotation, a solution consisting of 67.5 grams of potassium iodide in 100 ml of water was slowly introduced into the flask. The mixture was then heated slowly to 40 degrees C for about 30 min. Then it was made alkaline by the addition of some 40% sodium hydroxide solution and steam distilled. The iodobenzene separates as an yellow-reddish layer on the bottom. It was separated from the water and dried with anhydrous sodium sulphate for 30 min. Then the salt was filtered and the product distilled.
Yield: 61.5 g, 74.8% B.p. 185-189 ℃
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[foxyfoxington]

*sees the overfull flask of black liquid*

"Well, at least it's not yellow."

*gets to the distillation*

"Oh no."

[teodormaslyankov]

What an excellent measuring cylinders you have! Would be a shame if someone breaks one

[ryans]

You also might want to wash the final product with a bit of hcl acid to ensure all aniline is removed as well as another distillation where only one temperature is collected or maybe a vacuum distillation to remove the colour

[skyethebi]

7:05 “And now I had a solution that looked like liquid sh*t”

[ryans]

Excellent video though.keep making them

[WizardZph]

It decomposes from light exposure during the steam and regular distillations. Always wrap with foil to protect

[dimaminiailo]

Wow nice yield for such a messy method. Could you try to make some iodobenzene with direct iodination in nitric acid?

[cezarcatalin]

Now start instead with silver benzoate and excess iodine dissolved in carbon tet.

[mrcool]

Hi, where did you get that clevenger apparatus if I may ask?

[FerociousPancake]

Fun video! If you ever buy a nuclear reactor let me know! I’d pitch in for it.

[SodiumInteresting]

I thought HCl was used for this making phenylfiazonium chloride as the intermediate

[ggjndghj]

Why is iodobenzene not greened in the laboratory? Or What is the difference between Why is iodobenzene and p-iodonitrobenzene?

[unlockeduk]

so hards to get sodium nitride here in uk. which science god did you pray to?

[mavi.hazine]

I would be glad if you help me I can be your student I want to take lessons

[happysinghfrompatiala]

How to convert Benzene to 4-Bromoiodobenzene ? pls reply

[alexshepko]

Actually it's not a shitty analytical test. You had to use a mixture of sodium nitrite and starch(i don't know what's the proper English name for it, but this is how Google translated it). On its own iodine is just brown, but this mixture makes it blue

[ЯрославТаран-ъл]

how to make iodobenzene from benzene and iodine? Why is this method more dangerous?

[acccoo]

make paradchlorobenzene and sing paradichlororbenzene awkwardly on the background

[pavelnikolov]

5:39 Don't swear!
My son watches this