Here I will post everything that I try out.
Sometimes I ask myself: "what will happen if.....?"
And then this question is haunting me....not letting me to sleep until I have an answer.
Experiment no.1:
Today I tried to perform a bit modified version of a reaction of propiophenone with an alkyl nitrite.
This are the original examples:
http://www.freepatentsonline.com/3090812.html
http://www.orgsyn.org/orgsyn/prep.asp?prep=CV2p0363
My reaction was the following:
To a beaker was added 4,80g of propiophenone and 15ml of 37% HCl.
Enough of isopropanol was added to dissolve everything.
Then slowly 20ml of isopropyl nitrite was added using an eyedropper.
The mixture heat up and started refluxing. Isopropyl nitrite was added at such rate, that reaction boiled only gently. After all isopropyl nitrite was added, 5ml more of 37% HCl was added and let it sit over night. The result was an oily solution a bit darker in color than propiophenone. (orange-ish)
In the morning, 100ml of water was added to that oily residue which at first looked like a bit darkened, unreacted propiophenone. An oily bubble that sank to the bottom looked like nothing reacted at all. Disappointed I got dressed and went outside. After about 4 or 5 hours I came back to clean up, and dispose of the "failed experiment", but on my surprise, the oily mass at the bottom of the solution became needle-like crystals of orange-ish color sticked together as a single mass. Some sparkling crystals were also floating around in solution. And there were still some unreacted propiophenone.
After crystals were noticed, some more water was added.
Water was poured off and crystals were placed on a toilet paper, to absorb the remaining water and unreacted propiophenone. They were then placed on a second peace of toilet paper, paper was then folded in half, and pressed hard to absorb remaining liquids.
During drying some light lachrymatory properties of the product or of some impurity was observed.
(burning in the eyes and tearing) They were about 10x less severe than those of cool bromo-propiophenone.
Maybe some propiophenone got chlorinated with HCl, resilting chloro-propiophenone impurity?
Some pictures:
Sometimes I ask myself: "what will happen if.....?"
And then this question is haunting me....not letting me to sleep until I have an answer.
Experiment no.1:
Today I tried to perform a bit modified version of a reaction of propiophenone with an alkyl nitrite.
This are the original examples:
http://www.freepatentsonline.com/3090812.html
http://www.orgsyn.org/orgsyn/prep.asp?prep=CV2p0363
My reaction was the following:
To a beaker was added 4,80g of propiophenone and 15ml of 37% HCl.
Enough of isopropanol was added to dissolve everything.
Then slowly 20ml of isopropyl nitrite was added using an eyedropper.
The mixture heat up and started refluxing. Isopropyl nitrite was added at such rate, that reaction boiled only gently. After all isopropyl nitrite was added, 5ml more of 37% HCl was added and let it sit over night. The result was an oily solution a bit darker in color than propiophenone. (orange-ish)
In the morning, 100ml of water was added to that oily residue which at first looked like a bit darkened, unreacted propiophenone. An oily bubble that sank to the bottom looked like nothing reacted at all. Disappointed I got dressed and went outside. After about 4 or 5 hours I came back to clean up, and dispose of the "failed experiment", but on my surprise, the oily mass at the bottom of the solution became needle-like crystals of orange-ish color sticked together as a single mass. Some sparkling crystals were also floating around in solution. And there were still some unreacted propiophenone.
After crystals were noticed, some more water was added.
Water was poured off and crystals were placed on a toilet paper, to absorb the remaining water and unreacted propiophenone. They were then placed on a second peace of toilet paper, paper was then folded in half, and pressed hard to absorb remaining liquids.
During drying some light lachrymatory properties of the product or of some impurity was observed.
(burning in the eyes and tearing) They were about 10x less severe than those of cool bromo-propiophenone.
Maybe some propiophenone got chlorinated with HCl, resilting chloro-propiophenone impurity?
Some pictures:
I like this trend. 
