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

[Xiao hua]

Please tell me if it is cyclohexene or cyclohexamine? P2np synthesis video. Thanks

 

[UWe9o12jkied91d]

Please tell me if it is cyclohexene or cyclohexamine? P2np synthesis video. Thanks

Xiao huacyclohexene is not an amine

 

[flyhigh]

what chemical are instead of cyclohaxamine. cyclohaxamine is to get hard from my country. Asian

Xiao huayou may uses n-butlyamine if you are aisan

 

[UWe9o12jkied91d]

you may uses n-butlyamine if you are aisan

flyhighwhat if I'm black?

 

[flyhigh]

what if I'm black?

UWe9o12jkied91dammonium acetate output is so racemic

 

[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]

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? View attachment 20179

wael ganohow much heat and with what? stirring?

 

[wael gano]

how much heat and with what? stirring?

UWe9o12jkied91dThe temperature is 60/80
I don't use a stirrer, I stir it from time to time

 

[UWe9o12jkied91d]

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? View attachment 20179

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

 

[UWe9o12jkied91d]

youre right its a equimolar ratio of both but considering densities of benzaldehyde and nitroethane calculate the values of both appropriately

flyhighno, equimolar is wasting reagents, I've tried, equal volumes simple as and it's the best yielding

 

[UWe9o12jkied91d]

youre right its a equimolar ratio of both but considering densities of benzaldehyde and nitroethane calculate the values of both appropriately

flyhighAnyways @wael gano I would just add ipa and freeze, see whats what and go from there

 

[flyhigh]

no, equimolar is wasting reagents, I've tried, equal volumes simple as and it's the best yielding

UWe9o12jkied91d10ml nitro and 10ml benzo .. how much GAA and how much n-butlyamaine you would use in this case ? how's the yeild btw in the equi volume ?

 

[flyhigh]

Anyways @wael gano I would just add ipa and freeze, see whats what and go from there

UWe9o12jkied91dUpdate it, I'm curious

 

[wael gano]

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

UWe9o12jkied91dYou are correct, it seems that benzaldehyde is an excess
And if undistilled nitro ethane was used from the synthesis of ethyl sodium sulfate
I did it before and got a dirty p2np product. I washed it with isopropanol alcohol and it came as yellow crystals.

 

[UWe9o12jkied91d]

You are correct, it seems that benzaldehyde is an excess
And if undistilled nitro ethane was used from the synthesis of ethyl sodium sulfate
I did it before and got a dirty p2np product. I washed it with isopropanol alcohol and it came as yellow crystals.

wael ganowell there you go, excess benzaldehyde, probably less than assumed nitroethane, mystery solved

 

[wael gano]

well there you go, excess benzaldehyde, probably less than assumed nitroethane, mystery solved

UWe9o12jkied91dEqual volumes are true but excess benzaldehyde does not cause complete failure of the reaction
I'm supposed to get p2np crystals, a little product on the amount of nitro ethane and excess benzaldehyde, unreacted, washed with isopropanol
The product of the reaction now contains something unreacted, but I doubt that the reaction contains water
I've run a reaction before without adding acetic acid and haven't seen the water produced

 

[UWe9o12jkied91d]

Equal volumes are true but excess benzaldehyde does not cause complete failure of the reaction
I'm supposed to get p2np crystals, a little product on the amount of nitro ethane and excess benzaldehyde, unreacted, washed with isopropanol
The product of the reaction now contains something unreacted, but I doubt that the reaction contains water
I've run a reaction before without adding acetic acid and haven't seen the water produced

wael ganoit's hard to say when you said yourself nitroethane was unpurified from synthesis, try to isolate product and do purification on that I guess
and again like you said, it might be the acetic acid, it is used a solvent and buffer in this reaction so it is normal to have it left over

 

[flyhigh]

it's hard to say when you said yourself nitroethane was unpurified from synthesis, try to isolate product and do purification on that I guess
and again like you said, it might be the acetic acid, it is used a solvent and buffer in this reaction so it is normal to have it left over

UWe9o12jkied91dMy guess from the picture is the clear solution is unreacted benzo and GAA. heat it to evaporate out the GAA and then add IPa and freeze it overnight, we will see tomm what happens

 

[UWe9o12jkied91d]

10ml nitro and 10ml benzo .. how much GAA and how much n-butlyamaine you would use in this case ? how's the yeild btw in the equi volume ?

flyhighI always go by 1 part nitro 1 part benzo , 0.4 parts gaa (or less, whatever) , 0.05 parts catalyst (usulay ciclohexilo), first crop usually yields about as much grams as you put in volume of nitro benzo if a little less maybe, next crop another 10-15% at most of initial at which point it's not worth to milk anymore

 

[flyhigh]

I always go by 1 part nitro 1 part benzo , 0.4 parts gaa (or less, whatever) , 0.05 parts catalyst (usulay ciclohexilo), first crop usually yields about as much grams as you put in volume of nitro benzo if a little less maybe, next crop another 10-15% at most of initial at which point it's not worth to milk anymore

UWe9o12jkied91di've got no cycclohex , ive got n-butlyamine , always confused what part to use, i wrote to ghost and other no reply

 

[UWe9o12jkied91d]

i've got no cycclohex , ive got n-butlyamine , always confused what part to use, i wrote to ghost and other no reply

flyhighit works just the same, in the same amounts

 

[wael gano]

it's hard to say when you said yourself nitroethane was unpurified from synthesis, try to isolate product and do purification on that I guess
and again like you said, it might be the acetic acid, it is used a solvent and buffer in this reaction so it is normal to have it left over

UWe9o12jkied91dI am confused about this
I've done tuning before and had success with borates
used
3 ml of undistilled nitro ethane
3ml of benzaldehyde is good
0.5ml cyclohexylamine
A temperature of 50 degrees Celsius
5 hour reaction time
After that, cooling to room temperature, it became a black mass. I added water to it immediately. P2np crystals appeared in a dirty brown color.
She underwent biisopropanol lavage
The crystals are yellow with a good light orange

 

[UWe9o12jkied91d]

I am confused about this
I've done tuning before and had success with borates
used
3 ml of undistilled nitro ethane
3ml of benzaldehyde is good
0.5ml cyclohexylamine
A temperature of 50 degrees Celsius
5 hour reaction time
After that, cooling to room temperature, it became a black mass. I added water to it immediately. P2np crystals appeared in a dirty brown color.
She underwent biisopropanol lavage
The crystals are yellow with a good light orange

wael ganopossibly too long reaction time and amine degraded, plus it's about 3x the amine needed for that scale

 

[wael gano]

possibly too long reaction time and amine degraded, plus it's about 3x the amine needed for that scale

UWe9o12jkied91dThe reaction time is 3.5 hours, I don't think it hurts

 

[777m]

possibly too long reaction time and amine degraded, plus it's about 3x the amine needed for that scale

UWe9o12jkied91dSo what do you think the real rates should be?