1-Phenyl-2-nitropropene (P2NP) Video Synthesis From Benzaldehyde and Nitroethane. Henry Reaction.

[wael gano]

I tried the synthesis and I ended up with this solution. What is wrong with this? What do I do?
7.5 ml of benzaldehyde
6 ml of nitro ethane
3 ml of glacial acetic acid
1.8ml cyclohexylamine
Heating for 3,5 hours
What is wrong with the product of the reaction, something like the unreacted amine?

 

[UWe9o12jkied91d]

oof, now I read carefully...you should use equal volumes of nitro benzo, that in your picture is unreacted benzaldehyde ofcourse

 

[777m]

So what do you think the real rates should be?

 

[UWe9o12jkied91d]

proportions? equal volumes aldehyde alkene

 

[777m]

When I do it, an orange color comes out and the crystals do not form at all. And I definitely think it's because of the nitroethane purity she synthesized from sodium ethyl sulfate.

 

[JoshL1221]

someone know about try catalyst with ammonium carbonate? in presence of acetic acid, how much acetic acid is used if the book say "an excess", thanks

 

[flyhigh2]

1) use open glass which has access to air
2) rub the walls of glass by a stick to initiate crystallization
3) Add some crystalls of P2NP if you have it

 

[GhostChemist]

1) use open glass which has access to air
2) rub the walls of glass by a stick to initiate crystallization
3) Add some crystalls of P2NP if you have it

 

[MisterAnonymous]

I bought 50L of Nitroethane I'll have it in 2 weeks i will add it to the Reagents section so everyone can buy it for the people who want

 

[Manisj@1290]

I Successfully synthesized nitroethane but not pure can I make p2np with impure nitroethane.

 

[HIGGS BOSSON]

Depends on how dirty your nitroethane is. Try putting a few grams in the microwave as an experiment.

 

[Manisj@1290]

After diatalltion I neither wash it with water nor dry it, because I have not a fractional condenser. That's why I feel that my distal relation is not pure.

Can I make p2np with nitroethane

 

[Manisj@1290]

My nitroethane is like this can I make p2np with us

 

[wael gano]

The picture shows nitroethane suspended in the middle
Nitroethane is heavier than water and is supposed to sink to the bottom. This indicates that there is alcohol dissolved in the water. Did you use non-dry sodium ethyl sulfate crystals moistened with some alcohol?
How much did you get?

 

[Manisj@1290]

I was used ethanol for purify my sodium ethyl Sulfate.

If the bottom part is ethanol, will there be any problem with P2np synthesis ?

 

[wael gano]

In theory there is no problem with ethanol with P2NP
But here you find the problem: ethanol and impure nitroethane cause a problem when distilling the nitroethane after separating it from water. The second distillation, in which you find a colorless, transparent liquid.
But in the presence of ethanol, you will not be able to purify nitroethane because the dirt remains after the second distillation
Note: In the presence of ethanol, you will not be able to determine the amount of nitroethane in the reaction of p2np with benzaldehyde

 

[wael gano]

This was not the case in your work
You use a lot of solvents and they are expensive
Why do you clean sodium ethyl sulfate? Did you use sodium carbonate for neutralization? Is it sodium sulfate impurities? It does not matter in cleaning. Just keep it with sodium ethyl sulfate and calculate the double quantity. Get rid of the ethanol before distilling the nitroethane. Put the sodium chloride salt in the water. Separate the nitroethane and dry it with silica gel or any. Dryer and re-distillation will come to 116 degrees
You can extract the water phase as diethyl ether
By doing this you will save more solvent

 

[Manisj@1290]

I will try to separate

 

[Manisj@1290]

Thanks for guidance

 

[wael gano]

This is necessary to get rid of the ethanol, use a drying agent to get rid of the water droplets, and re-distill the nitroethane. A transparent, colorless liquid with an evaporation point of 116 will emerge.

 

[wael gano]

This is an effort and a small amount of experience. You can modify some things

 

[wael gano]

Add 215ml absolute ethanol
Add 108 ml (2 moles) of sulfuric acid slowly after the addition is complete. Heat to 80 degrees for 2.5 hours.
Turn off the heat and cool the mixture
Place it in a plate, then take 200 grams of sodium carbonate and add it until it equals the pH 8
After that, wait hours for the sodium carbonate to react well. Without adding water, there is a little ethanol. Allow it to evaporate into the air
The yield is 290 grams
Mixed moles of sodium ethyl sulfate
Mole of sodium sulfate
I used 2 moles of sulfuric acid, producing one mole of ethyl sulfate
One mole of sulfuric acid remains unreacted
Sodium sulfate, it doesn't matter, don't separate anything. Put everything and add 1 mole of sodium nitrite 103 grams with 50 ml of water and start distillation.

 

[wael gano]

Yes, you can, but you will get a very dirty p2np. The reaction becomes black and the crystals are dirty. They need to be washed with isopropyl alcohol. It is better to clean the nitroethane before working.

 

[Manisj@1290]

I try to separate pure Nitroethane.
First I put diethy ether in nitroethane and saw 2 layer in my separating funnel upper layer put in flask and dry with calcium chloride after that I distilled 45 c when bubble stop than change the receiving flask and set the temperature 116 c but all liquid distilled at 70-75c .

 

[wael gano]

Hold the temperature for a while at 50/60 degrees to get rid of any impurities or solvent