That phase guessing gives me flashbacks to my crystal violet synthesis. Lamp standing next to the sep funnel and just hoping what you see is actually the layer
I've been taught to always secure the canula with one hand when injecting solvents or chemicals. This is just as an added safety in case you excert too much pressure on the stopper. Like at 6:30, you wouldn't want the canula to pop off and spray thionyl chloride everywhere.
7:56 This is a wonderful shade of pink :) I'm only 15 years old, so I don't know that much about chemistry, but it is interesting to me! Keep up the good work!
Also want to recommend an IR camera for seeing phase separation (like the ones used for security). I was doing a caffeine extraction where the emulsion layer thickness was unclear, and the IR camera was able to see it perfectly. Food for thought
If you want to see some more strong pink/purple chemistry, you should check a kind of macrocycles called Subphthalocyanines (or SubPcs). They have astonishing properties, but the synthesis is sooooo frustrating😅
Little tip when doing extractions or column chromatography and having trouble seeing the layers or bands you can use a flash light behind the sep funnel shined at it and it makes it more distinct. May be helpful for improving quality. Enjoyed keep it up.
I've always wondered where to find tetrahydrofurant even considered distillation from PVC cleaner.. Seems ultra versatile and crucial for Grignard Reactions. Beautiful synthesis.
You can just straight order THF from Amazon or eBay. Also I would be careful about distillation because it can form explosive peroxides. There's also a few 3D printing supply stores that carry it for post-processing. from what I remember you shouldn't boil dry THF due to the peroxide contamination risk.
A pretty final product, with interesting reactions, and a long, satisfying purification process that I didn't have to do. Exactly what I needed after college classes today. Thanks! What's the catalytic mechanism of DMAP? Is it a helpful ligand in this reaction?
I have one doubt,suppose your compounds having N-H bond and R-x also without protecting how to do O-arylation any best condition pls tell me sir(I try so many condition but minimum 7 to 8 spot came I want O-arylation only ) Your lectures and practical knowledge very good I am interested your video's. I hope you sir your giving best solutions Ok thank you sir
When using syringes: Always hold the connection between syringe and cannula. So you can both prevent accidents and also have a better handling of the syringe.
And yet I was thinking, "the fractions were gathered, dried over Na2SO4, concentrated under reduced pressure to afford a PINK oil" does sound a bit too weird....
They say the first thing to go if you're depressed is personal hygiene. But if you're a sulfur chemist, it is a natural state of mind to embrace the stink.
Yes the dithiobenzoic acid and impurities have a musky sulfur smell (and CS2 smells like garbage). The thiobenzoyl chloride smell is very muted, stings a little and lingers in the nose.
Isnt using both a fractioning column and a heat gun in the last distillation kinda contraproductive ? I mean if you use a heat gun, why not just use no fractioning column already ? also nice addition there with the costs, really interesting to see
It's not fully necessary, I used it more as a precaution against potential splashing and to keep an eye out if there is maybe something else coming over. Normally I would vac distill it directly with the shorth path.
@@Chemiolis well that kind sucks 😮💨 But thanks for the reply 🙂 And thanks for the awesome chemistry videos Anything involving colours, especially "bold" or "brilliant" ones always get my attention. Nothing quite like taking somethings one colour and changing it to a completely different one 🤯
AKTUALLY the acyl (or thioacyl) DMAPium species is a better electrophile than the corresponding (thio)acyl halide is, so it reacts better with the phenol (nucleophile). Additionally, the DMAP is a better leaving group than the chloride would be, so that when the phenol (or phenolate) attacks, the reaction happens more easily. Additionally, since the DMAP is a leaving group, it can go and activate more acylation reactions. Finally, the DMAP is a better nucleophile than phenol, so it can react and activate the acyl halide more quickly than the reaction of phenol without the DMAP.
By making Thiobenzoyl Chloride you confirm that you are not Anish Kapoor, you are in no way affiliated to Anish Kapoor, you are not making this item on behalf of Anish Kapoor or an associate of Anish Kapoor. To the best of your knowledge, information and belief this chemical will not make it’s way into that hands of Anish Kapoor.
![[ ออกกอง ] วัยหนุ่ม 2544 โลกหลังลูกกรง..ทัวร์กองถ่ายหนังใน "คุกของจริง" | JUSTดูIT.](http://i.ytimg.com/vi/vB--aOkZCpw/mqdefault.jpg)
Not yellow is the best motivation for making a chemical.
Extractions and Ire taught us well.
or *TAR*
@@lukassorowka2672 delicious, delicious TAR
😂🤣
Whats up with this yellow chemistry meme? Saw it all over extraction&ire's channel
Just got accepted into a university in Korea as a Chem major
Your videos made me love chemistry ❤️ 💙 💜
화이팅!
ladies and gentlemen, we got em
Just got into a PhD in chem at Korea too. Good luck in your studies
@Rafi Muhammad wow a PhD that's amazing 👏
@кусь:3 thank you so much
Glad to see Explosions&Fire has taught everyone the sins of yellow chemistry
Hah! Hah! I love working with fool’s gold!
And after learning how evil yellow chemistry is from E&F, he overtook his teacher and made cubane before him xD
It looks the exact same as when I made it :D
Stalker ;-)
I wish someone would love me as much as Chemiolis loves his short path vacuum distillation apparatus.
he does not love it - he is trying his best to get a rotovap!
@@That_Chemist I'm using rotovaps during my pratical application courses in university. Literally one of the most useful things i've ever used.
Love the fact that you do a short demo using the new compound following the workup - really shows what it can do.
Thanks for the greatest to date organic chemistry videos content on the web.
It appears that Extractions&Ire is not alone in his fear of yellow chemistry lol.
That phase guessing gives me flashbacks to my crystal violet synthesis. Lamp standing next to the sep funnel and just hoping what you see is actually the layer
I think my soul died a bit inside through that long and winding purification process, dear god
I've been taught to always secure the canula with one hand when injecting solvents or chemicals. This is just as an added safety in case you excert too much pressure on the stopper. Like at 6:30, you wouldn't want the canula to pop off and spray thionyl chloride everywhere.
7:56 This is a wonderful shade of pink :)
I'm only 15 years old, so I don't know that much about chemistry, but it is interesting to me! Keep up the good work!
That Chemist wants to know your location
I like so much your channel, its the most motivational and the big masterpiece, regards master from 🇨🇱 Chile
0:55
Hey! Sulfur is one of my favorite elements, and along with chlorine, made me realize that I like yellow
Also want to recommend an IR camera for seeing phase separation (like the ones used for security). I was doing a caffeine extraction where the emulsion layer thickness was unclear, and the IR camera was able to see it perfectly. Food for thought
That would be really fucking cool. Sounds like a whole youtube channel but honestly it sound like a whole sub field of chemistry.
Amazing vids! Remind me of when i made thiobenzophenone. Pretty unstable sadly but have a amazing blue color!
That looks awesome! Love your videos!
Thank you kindly for helping me cleanse my system from all nasty yellow chemistry I've been exposed to lately. 😊
If you want to see some more strong pink/purple chemistry, you should check a kind of macrocycles called Subphthalocyanines (or SubPcs). They have astonishing properties, but the synthesis is sooooo frustrating😅
I have no clue what i just watched but i was worth all the while
Beautiful! Usually organic compounds are so dull in appearance.
Little tip when doing extractions or column chromatography and having trouble seeing the layers or bands you can use a flash light behind the sep funnel shined at it and it makes it more distinct. May be helpful for improving quality. Enjoyed keep it up.
I like to watch the tiny stir bar dance around as it stirs near the end.
Amazing video with one of my favorite compounds. Thank you!
Also would be interesting to see some thionation reactions)
Really entertaining.
At 6:38, why did you put on the stopper for a reaction that has gas as a product?
I love the "crusty sulphur chemist" 😂 cool video too 👍👍
Oh and that stir bar at the end was so small! Smallest I think I've seen 😀
nice i did not know you could do the same thing with a carbon disulfide and grignard as carbondioxide learned somethin new great video
it usually needs to be the grignard btw - organolithiums attack at the sulfur of CS2 a lot of the time, so you get thiols through a cursed mechanism
Grignard reaction AND pink chemistry? What a time to be alive! 😁
Pink chemistry is so good💕💕💕
Chemiolis the GOATEST
I totally forgot that besides doing the chemistry you are responsible for camera work - those exposure comments reminded me of that
all of the non-chemistry parts of making chemistry videos actually make up like 90% of what we do
This was so pretty and interesting, thank you
thats quite a unique substance,
Thios can be tricky. Liked that you used dry N2.
May i ask, what does dithiobenzoic acid smell like?
"my bloody valentine - loveless" chemical doesn't exist it cannot hurt you
"my bloody valentine - loveless" chemical:
the yassifying chemical
chemiolis always got the craziest stir bars
Great job, can you purify the resulting material in the last step? By chromatography, that would be great work, please accept my thanks
"becose its not yellow"-giga chad
Well done!
I've always wondered where to find tetrahydrofurant even considered distillation from PVC cleaner.. Seems ultra versatile and crucial for Grignard Reactions. Beautiful synthesis.
You can just straight order THF from Amazon or eBay. Also I would be careful about distillation because it can form explosive peroxides. There's also a few 3D printing supply stores that carry it for post-processing. from what I remember you shouldn't boil dry THF due to the peroxide contamination risk.
If you first dissolve socl2 in pyridine and then add acid, the efficiency will increase even more.
You could’ve probably improved your yield with adding a small amount of DMF in there to form the Vilsmeier reagent and catalyze the reaction.
Wait a minute! Is there any other color in organic chemistry besides yellow and crap color?
CALLING ALL GIRLIES, CALLING ALL GIRLIES, HE'S SYNTHESIZING THE PINK THING!!!!
I remember in my 4th year undergrad qualitative organic class I dropped thionyl Chloride on the ground and we had to evacuate the lab.
A pretty final product, with interesting reactions, and a long, satisfying purification process that I didn't have to do. Exactly what I needed after college classes today. Thanks! What's the catalytic mechanism of DMAP? Is it a helpful ligand in this reaction?
en.m.wikipedia.org/wiki/Steglich_esterification
@@Correct_Opinion thanks!
Girls:its not pink,its magenta💅
Now is the pink substance made in the film flammable
hahahahahaha yellow is the root of all evil
I have one doubt,suppose your compounds having N-H bond and R-x also without protecting how to do O-arylation any best condition pls tell me sir(I try so many condition but minimum 7 to 8 spot came I want O-arylation only )
Your lectures and practical knowledge very good I am interested your video's.
I hope you sir your giving best solutions
Ok thank you sir
Super! Thank you very much! It is soluble in water?
7:47 🤣classic distillation
Where do you get your sigma aldrich chemicals ?
where do you buy the small square bottles with blue cap?
love the videos!!!!
Thanks! I bought them from Carl Roth
No stench description?
Boy, with THAT sulphur Layout!
Oncebhad to deal with thiophenol....
When using syringes: Always hold the connection between syringe and cannula. So you can both prevent accidents and also have a better handling of the syringe.
Oof that burn on that chemist roast
👀
*"because it's not yellow, thats why"*
hell yeah, fuck yellow chemistry
Why doesn't this chemical have a wikipedia page?
Why 2 Eq. of SOCl2 ? One is enough, isn't it?
Do I smell... Chain Transfer Agents for RAFT Polymerization?
And yet I was thinking, "the fractions were gathered, dried over Na2SO4, concentrated under reduced pressure to afford a PINK oil" does sound a bit too weird....
They say the first thing to go if you're depressed is personal hygiene. But if you're a sulfur chemist, it is a natural state of mind to embrace the stink.
Shots fired at "That Chemist"
I have the means to turn this into oil paint.
the chemical slayed
Have fun with 1L CS2. Any plans with that?
I will find something to do one day
Video on the most yellow chemical when?
fantastic
Grignard 💜
now THAT is a bong.
Was this a smelly procedure?
Yes the dithiobenzoic acid and impurities have a musky sulfur smell (and CS2 smells like garbage). The thiobenzoyl chloride smell is very muted, stings a little and lingers in the nose.
Isnt using both a fractioning column and a heat gun in the last distillation kinda contraproductive ? I mean if you use a heat gun, why not just use no fractioning column already ?
also nice addition there with the costs, really interesting to see
You are right, in this Case the column did essentially nothing besides prolonging the destillation time.
its mostly to make sure all the S2Cl2 comes over afaik
It's not fully necessary, I used it more as a precaution against potential splashing and to keep an eye out if there is maybe something else coming over. Normally I would vac distill it directly with the shorth path.
Awesome, now i wanna see thiocuboyl chloride.. Altho i guess no pi electrons
It's so pretty! But alas, I know when my knowledge is insufficient to safely make it
How much of 37% HCl you used before extraction or to what pH ?
I didn’t measure out volume or check pH, I did it visually until the product separated out which indicates the pH is low enough
How does one substitute Cl with CH2CONH2?
lithiate the corresponding acetamide, but you may need to protect the NH2 group
Can it be crystalized to make pink crystals?
Its freezing point is too low to crystallize normally at room and freezer temp. Maybe with dry ice or liquid N2.
@@Chemiolis well that kind sucks 😮💨
But thanks for the reply 🙂
And thanks for the awesome chemistry videos
Anything involving colours, especially "bold" or "brilliant" ones always get my attention.
Nothing quite like taking somethings one colour and changing it to a completely different one 🤯
You really need a rotovap...
😭
If its not thionbenzoyl chloride pink then i dont want it
That compound is not that far away from becoming an amphetamine
very cool
love the TC flash haha xD
Sulphur... How stinky was synthesis? Just curious :P And probably you had bucket of bleach on side?
See my comment earlier, it wasn't that bad ;)
you dont need dmap here and it is certainly not a catalyst. dmap is used when reacting a nucleophile with an anhydride.
AKTUALLY the acyl (or thioacyl) DMAPium species is a better electrophile than the corresponding (thio)acyl halide is, so it reacts better with the phenol (nucleophile). Additionally, the DMAP is a better leaving group than the chloride would be, so that when the phenol (or phenolate) attacks, the reaction happens more easily. Additionally, since the DMAP is a leaving group, it can go and activate more acylation reactions. Finally, the DMAP is a better nucleophile than phenol, so it can react and activate the acyl halide more quickly than the reaction of phenol without the DMAP.
It is a catalyst, since it forms a very reactive n-acyl piridinium ion
Was thinking to try it, but then the thionyl chloride came up and that complicates things haha
You had so much yellow chemistry, cyan chemistry is needed, to fully complement it.
no, red chemistry, which this is
@@chri-k A lot of red chemistry, so.
is it pink in the gas phase?
I don't think so
If ain’t pink as thiobenzoyl chloride, I ain’t hitting
Very based!
Tom has his own muppet? Awesome.
bro has so much ether
Forbidden Lipstick
It's pink, which is loads better than y*llow.
By making Thiobenzoyl Chloride you confirm that you are not Anish Kapoor, you are in no way affiliated to Anish Kapoor, you are not making this item on behalf of Anish Kapoor or an associate of Anish Kapoor.
To the best of your knowledge, information and belief this chemical will not make it’s way into that hands of Anish Kapoor.
Nice ref
Awesome! I just subscribed to your content. Please do som N-arylation reactions
the starting was like titration