> chemistry > composés-halogénés > benzyl-chloride > synthesis-of-benzyl-chloride-from-benzyl-alcohol-full-modern-alchemist

Synthesis Of Benzyl Chloride from Benzyl Alcohol

Full Modern Alchemist - 2018-01-27

In this video, I prepare Benzyl Chloride, an Aryl Halide. The procedure I am doing is a simple acid chlorination of the aromatic alcohol Benzyl Alcohol. 

This compound can be used to prepare a Grignard Reagent, it can be cross coupled with acrylates, thus it can be used as an arylating agent. 

Another interesting reaction which I just found out about after completing this video is The Sommelet Reaction. This reaction yeilds Benzaldehyde in what's described as "good yeilds" whatever that means. Caviat Emptor I'm sure. (1)

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1.Nature International Journal of Science: 

IN 1913 Sommelet1 observed that when the quaternary compound from benzyl chloride and hexamine is heated in water, or in aqueous alcohol, it is converted in good yield to benzaldehyde. This reaction has become general for the preparation of aromatic aldehydes. Sommelet isolated methylamine as a by-product, and suggested that the reaction mechanism is such that the quaternary compound first hydrolyses to methylene-benzylamine, which then isomerizes to benzylidene methylamine ; and that the benzaldehyde and methylamine are derived from the hydrolysis of the latter

https://www.nature.com/articles/161723b0

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Music Credits:

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Michael - 2018-01-29

Fantastic video man! Love the channel. Subscribed! 😀

Full Modern Alchemist - 2018-01-30

Michael thanks! I appreciate the kind comment!

Petko Tzvetkov - 2018-05-12

The best video on the tube on this particular synthesis!

Full Modern Alchemist - 2018-05-12

Petko Tzvetkov thank you! That’s very nice of you to say 🙂 I’m glad you enjoyed it.

Edy Smetsers - 2021-02-10

Sorry wrong button

Dominik Ďurčo - 2020-04-25

What concentration of hcl did you used ? Depending of clear colour i guess it is 35 % p.a. ?

Full Modern Alchemist - 2020-04-25

Dominik Ďurčo yes you’re correct it’s technical grade acid from the hardware store which is around 35%.

Rhodanide - 2018-02-20

Nice one! :)

Lukáš Stibůrek - 2019-03-05

Can I also produce benzyl bromide? That I would use hydrobromic acid instead of hydrogen chloride? But I do not know whether to use too much acid...


Thanks.

Full Modern Alchemist - 2019-03-05

Lukáš Stibůrek yes the analogous procedure should work.

JOHN BLACK SUPER CHEMIST - 2021-09-11

GREAT VIDEO

kieran O'dea - 2019-01-24

Benzyl chloride and piperazine what might you be doing with those two ? I like where this is going

Full Modern Alchemist - 2019-01-24

kieran O'dea hey now, let’s not insinuate anything illegal here. I don’t do illegal things on the channel, only skate reeeealy close by illegal things. 😎

kieran O'dea - 2019-01-24

@Full Modern Alchemist Of course, neither do I, I Just operate really close to the line. Like your channel by the way hopefully it will get more viewers.

Full Modern Alchemist - 2019-01-24

kieran O'dea thank you! I am glad you’re enjoying the videos! I’m actually blown away by how many people have subscribed so far. The channel has only been around for a year and some change now.

Darell Roasa - 2019-02-03

Full Modern Alchemist who’s making you think that were making a wrong turn here, to illegirl ill-ell, im sorry i cant even pronounce it. Hey i learn alot from ur channel, everything were doing here are purely for educational purposes. For any reason if where heading towards hurting politicians business 😏 yep 👍 u’ll get what i mean ( kids will get it too, when they grow up) Hey i live by this rule and i think everyone agrees “ don’t bother people and they do the same. never be bias regardings to their race, religions, age, gender orientation ( lke gender synthesis gay, super gay, bisexual, trisexsualanal-analine gay or just simply lovely beautiful gaybwish she’s a girl lol. I watch lots of chemistry in you tube, and I love all the chemistry tutors, im 34yo and just started learning. knowledge i gain is super useful. thank 4 all youe hard work

Space Marine - 2020-01-05

I ve read you can make Acetylchlorid or acetic Acid Anhydrid with the Benzyl Chloride have you tryd it? But i m not sure if you net benzyltrichloride for it.

Petko Tzvetkov - 2018-04-09

Great video! I'm happy to find your chanell and immediately I will subscribE!

Full Modern Alchemist - 2018-04-09

Thanks! I'm glad you're enjoying it.

Dollar Projects - 2018-01-27

Nice 👌👍

Full Modern Alchemist - 2018-01-27

Thanks I'm glad you enjoyed the video!

Pszny Klefedron Boży - 2018-06-06

Record how to make phenylacetone fom benzylchloride and acetonitrithle :D PLZZZZ

Full Modern Alchemist - 2018-06-11

VelocityBeats you mean my email? It’s my channel name at gmail,com.

Maggie P - 2018-11-30

How To Get Your Door Kicked In 101

David Reed - 2020-08-08

Quenching with methanol instead of water and then dropping in sodium borohydride would be more practical. The methyl group just increases lipophilicity. I've been prescribed both compounds (Desoxyn and Adderall) and at least orally their effects are identical, just a difference in dosage. I would steer clear of that though. I've had my place raided 4 times now just from the suspicion generated by possession of chemical equipment in and of itself. Just get a script.

Мамаев курган - 2021-11-05

@Full Modern Alchemist This benzyl chloride probably still contains a lot of benzyl alcohol even after distillation and is not good enough for Grignard reaction. Did you check the conversion and final purity of it by GC?

Full Modern Alchemist - 2021-11-05

@Мамаев курган lol no do not have access to GC. Im on a small budget here.

The Chemical Workshop - 2018-01-27

i hope that benzyl cyanide isn't next...

David Reed - 2020-08-08

@Full Modern Alchemist They make a pretty inert antidote for cyanide now that you should be able to get a script for, its essentially just a special form of B12. Remember you can also get nitriles by dehydrating amides with thionyl chloride or phosphorus pentoxide.

Full Modern Alchemist - 2020-08-08

@David Reed Thanks for the tips! I do know of the thionyl chloride and phosphorus pentoxide route, but I currently have neither in the lab. I figured if I could make a synth of acetonitrile work with more pedestrian reagents it could be really useful to the amateur. Currently I'm following an old patent:
http://www.sciencemadness.org/talk/viewthread.php?tid=4815

David Reed - 2020-08-08

@Full Modern Alchemist I know a chem manufacturer that will sell those types of reagents to amateurs if you need a reference. Thionyl chloride can be made fairly easily however: 1.) Sulfur dichloride via the action of chlorine gas on sulfur (HCL on bleach to generate Cl2), then 2.) dehydrate sodium bisulfate to sodium pyrosulfate via heat and finally 3.) decompose sodium pyrosulfate under heat to sulfur trioxide and sodium sulfate, the sulfur trioxide is either bubbled through the SCl2 or passed over it, can't remember off the top of my head. Anhydrous conditions are needed.

sweetpurplegurl - 2021-03-12

@Full Modern Alchemist Isn't Benzyl Cyanide in the same illigel class as Phenyl Acetone?

Full Modern Alchemist - 2021-03-13

@sweetpurplegurl it varies from state to state in the USA, but the DEA classifies some chemicals as scheduled precursors which require record keeping and licensing if you sell them commercially. This is not the same thing as a scheduled controlled substance however, possession alone is not necessarily a crime with chemicals on that list. Keep in mind that this is not legal advice though and it’s probably a bad idea to have things like phenylacetone unless you have a very good reason to anyway.