CrossxD
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chlorination of benzene
is possible to do chlorination of benzene with AlCl3 without any special condition?
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Pumukli
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Depends on how do you define "special condition".
It does not require microwaving, sonication, UV, VIS, IR, etc. lighting, no high-voltage discharge either.
But does require anhydrous reagents because AlCl3 is water sensitive.
The emitted HCl gas can cause unease in a (shared) kitchen environment, so proper venting is also useful.
Might require temperature control, depending on mass of materials used.
Why not consult e.g. Vogel or maybe Org.Syn. for a proper description of the process. Wait! They may not use AlCl3 but FeCl3
instead (or something similar), the quirks are roughly the same.
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Detonationology
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Here's what I found
![Screen Shot 2015-11-19 at 2.52.44 PM.png - 60kB](https://www.sciencemadness.org/whisper/files.php?pid=428363&aid=45570)
[Edited on 11-19-2015 by Detonationology]
“There are no differences but differences of degree between different degrees of difference and no difference.” ― William James
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CrossxD
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and is possible to chlorinate toluene to benzyl chloride react it with potassium cyanate and chlorinate benzyl cyanide in pozition 4?
[Edited on 22-11-2015 by CrossxD]
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JJay
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Hmm I have a big bag of FeCl3... I bought it for something else (and only needed a small quantity), but it might be fun to put some groups onto
benzene rings.
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kecskesajt
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But you could easily chlorinate with TCCA! Discussed on the site several times.
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Metacelsus
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Quote: Originally posted by CrossxD ![](images/xpblue/lastpost.gif) | and is possible to chlorinate toluene to benzyl chloride react it with potassium cyanate and chlorinate benzyl cyanide in pozition 4?
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You'd need KCN, not KCNO.
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Pumukli
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Quote: Originally posted by JJay ![](images/xpblue/lastpost.gif) | Hmm I have a big bag of FeCl3... I bought it for something else (and only needed a small quantity), but it might be fun to put some groups onto
benzene rings. |
If it is in a bag then chances are it is unsuitable for this purpose. Not because of the packaging material but I doubt that anhydrous ferrichloride
would survive in a plastic bag too long. If it is orange colored then it is unsuitable (hydrated). If the color is black and the powder is obviously
dry, then you are lucky.
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JJay
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It's black and appears dry.... I keep it triple bagged.
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UC235
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Adding some degreased steel wool is quite sufficient to form fresh, high-surface area FeCl3 in-situ. It works well with benzene bromination and I'm
sure it would work with chlorination (though I personally loathe working with gaseous chlorine).
[Edited on 23-11-2015 by UC235]
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