its me!
Harmless
Posts: 10
Registered: 23-8-2019
Location: Czech republic
Member Is Offline
Mood: visibly confused
|
|
how to syntetize chloroacetone?
My qestion is, how to syntetize chloroacetone? i have been trying to make it but due to lack of informations about its syntesis i wasnt able to make
anythink near pure chloroacetone.... and i think someone there may help.
|
|
its me!
Harmless
Posts: 10
Registered: 23-8-2019
Location: Czech republic
Member Is Offline
Mood: visibly confused
|
|
how to syntetize chloroacetone?
My qestion is, how to syntetize chloroacetone? i have been trying to make it but due to lack of informations about its syntesis i wasnt able to make
anythink near pure chloroacetone.... and i think someone there may help.
|
|
j_sum1
|
Threads Merged 23-8-2019 at 02:02 |
j_sum1
|
Thread Moved 23-8-2019 at 02:02 |
j_sum1
Administrator
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 6256
Registered: 4-10-2014
Location: Unmoved
Member Is Offline
Mood: Organised
|
|
I believe chemplayer has made it. Search his bitchute channel.
Or you could begin your research with this:
http://www.prepchem.com/synthesis-of-chloroacetone/
Disclaimer. I have not done this but it does not appear to b^ too difficult.
[Edited on 23-8-2019 by j_sum1]
|
|
wg48temp9
National Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 771
Registered: 30-12-2018
Location: not so United Kingdom
Member Is Online
|
|
If I remember correctly there is synthesis for chloroacetone in the first book on the "Laboratory Manual of Organic Chemistry" in the library.
[Edited on 8/23/2019 by wg48temp9]
I am wg48 but not on my usual pc hence the temp handle.
Thank goodness for Fleming and the fungi.
Old codger' lives matters, wear a mask and help save them.
Be aware of demagoguery, keep your frontal lobes fully engaged.
I don't know who invented mRNA vaccines but they should get a fancy medal and I hope they made a shed load of money from it.
|
|
TheMrbunGee
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 364
Registered: 13-7-2016
Location: EU
Member Is Offline
Mood: Phosphorising
|
|
Few years ago I dissolved some copper bromide in acetone, it become clear and lachrymatory, I think bromoacetone formed, maybe this can be done with
copper chloride?
Edit: There is a reaction between acetone and copper chloride hydrate.
[Edited on 23-8-2019 by TheMrbunGee]
|
|
Tsjerk
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 3026
Registered: 20-4-2005
Location: Netherlands
Member Is Offline
Mood: Mood
|
|
Quote: Originally posted by TheMrbunGee ![](images/xpblue/lastpost.gif) | Few years ago I dissolved some copper bromide in acetone, it become clear and lachrymatory, I think bromoacetone formed, maybe this can be done with
copper chloride?
[Edited on 23-8-2019 by TheMrbunGee] |
This works! It does need a little bit of water to start though.
[Edited on 23-8-2019 by Tsjerk]
|
|
its me!
Harmless
Posts: 10
Registered: 23-8-2019
Location: Czech republic
Member Is Offline
Mood: visibly confused
|
|
Quote: Originally posted by Tsjerk ![](images/xpblue/lastpost.gif) | Quote: Originally posted by TheMrbunGee ![](images/xpblue/lastpost.gif) | Few years ago I dissolved some copper bromide in acetone, it become clear and lachrymatory, I think bromoacetone formed, maybe this can be done with
copper chloride?
[Edited on 23-8-2019 by TheMrbunGee] |
This works! It does need a little bit of water to start though.
[Edited on 23-8-2019 by Tsjerk] |
Thanks! That sound much easier than the chlorine method.
|
|
CuReUS
National Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 928
Registered: 9-9-2014
Member Is Offline
Mood: No Mood
|
|
just electrolyse a mixture of salt water and acetone
|
|
fusso
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1922
Registered: 23-6-2017
Location: 4 ∥ universes ahead of you
Member Is Offline
|
|
Quote: Originally posted by Tsjerk ![](images/xpblue/lastpost.gif) | Quote: Originally posted by TheMrbunGee ![](images/xpblue/lastpost.gif) | Few years ago I dissolved some copper bromide in acetone, it become clear and lachrymatory, I think bromoacetone formed, maybe this can be done with
copper chloride?
[Edited on 23-8-2019 by TheMrbunGee] |
This works! It does need a little bit of water to start though.
[Edited on 23-8-2019 by Tsjerk] | What's the mechanism? Is there a name (like grignard rxn) for the rxn?
|
|
karlos³
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1520
Registered: 10-1-2011
Location: yes!
Member Is Offline
Mood: oxazolidinic 8)
|
|
Quote: Originally posted by fusso ![](images/xpblue/lastpost.gif) | Quote: Originally posted by Tsjerk ![](images/xpblue/lastpost.gif) | Quote: Originally posted by TheMrbunGee ![](images/xpblue/lastpost.gif) | Few years ago I dissolved some copper bromide in acetone, it become clear and lachrymatory, I think bromoacetone formed, maybe this can be done with
copper chloride?
[Edited on 23-8-2019 by TheMrbunGee] |
This works! It does need a little bit of water to start though.
[Edited on 23-8-2019 by Tsjerk] | What's the mechanism? Is there a name (like grignard rxn) for the rxn?
|
It's a simple alpha-halogenation of ketones.
Best would be to use a solvent system of 1:1 ethyl acetate and chloroform for the CuCl2.
[Edited on 23-8-2019 by karlos³]
|
|
Metacelsus
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 2537
Registered: 26-12-2012
Location: Boston, MA
Member Is Offline
Mood: Double, double, toil and trouble
|
|
Ethyl acetate may also be chlorinated under those conditions, so I wouldn't use it.
|
|
TheMrbunGee
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 364
Registered: 13-7-2016
Location: EU
Member Is Offline
Mood: Phosphorising
|
|
I am actually exited for these reactions, can other substances be halogenated by this process? This could be more useful than you can imagine.
[Edited on 24-8-2019 by TheMrbunGee]
|
|
AvBaeyer
National Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 646
Registered: 25-2-2014
Location: CA
Member Is Offline
Mood: No Mood
|
|
CuCl2 does chlorinate acetone quite slowly. It works best with a LiCl catalyst which works through the Li2CuCl4 complex. Jay Kochi published initial
studies on this reaction in JACS in the 1950's or 60's. There were a number of follow on papers by Kochi and others. A Google scholar search will lead
you to the references. [Just saw that Tsjerk posted a link to the initial paper above.]
CuBr2 is a much more reactive halogenation reagent for ketones though its expense is a drawback except in special cases. I used it quite a bit in
years past. Ethyl acetate is a useful solvent and suffers no detectable halogenation. CCl4 was a preferred solvent for the reaction. If you search
cupric bromide ketone halogenations on Google you should find several pertinent references.
Perhaps the best halogenation (bromination) process for ketones in the home lab is 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) in CH2Cl2 using a trace
of acid catalysis. I have run many of these reactions and they work well. N-Bromosuccinimide will also work. TCCA reportedly works for chloroketones
though I have not had great success. Again, several useful references can be found with a Google search.
AvB
|
|
Simoski
Hazard to Self
![*](images/xpblue/star.gif)
Posts: 82
Registered: 24-12-2017
Location: Johannesburg South Africa
Member Is Offline
Mood: No Mood
|
|
At the simplest level, bubble elemental chlorine gas through acetone until it will accept no more.
It can be used as an area denial weapon, stinks like hell and hangs around for days.
To neuteralise / capture strategic facilities. Not sure the exact death rate but the guy who told me about it said very low, like almost zero
fatalities but all civilians would exit the area from the terrible choking fumes. More like teargas on steroids than a banned chemical weapon.
[Edited on 24-8-2019 by Simoski]
|
|
Metacelsus
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 2537
Registered: 26-12-2012
Location: Boston, MA
Member Is Offline
Mood: Double, double, toil and trouble
|
|
If you do that, the reaction won't stop at monochloroacetone.
|
|
its me!
Harmless
Posts: 10
Registered: 23-8-2019
Location: Czech republic
Member Is Offline
Mood: visibly confused
|
|
How do i know when to stop then?
|
|
S.C. Wack
bibliomaster
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 2419
Registered: 7-5-2004
Location: Cornworld, Central USA
Member Is Offline
Mood: Enhanced
|
|
Reading through 3 existing chloroacetone threads was a sad nostalgic parade of people who are gone.
When the correct amount of CaCl2 has formed.
Quote: Originally posted by wg48temp9 ![](images/xpblue/lastpost.gif) | If I remember correctly there is synthesis for chloroacetone in the first book on the "Laboratory Manual of Organic Chemistry" in the library.
|
I've been waiting for a reason to bring up this unique little book (An Advanced Laboratory Manual of Organic Chemistry, 1923) for some time:
https://books.google.com/books?id=zB5IAAAAIAAJ&pg=PA19
|
|
karlos³
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1520
Registered: 10-1-2011
Location: yes!
Member Is Offline
Mood: oxazolidinic 8)
|
|
I can vouch for the use of NBS for the bromination of ketones, it is a very simple, well to handle, and is quick and thorough, quantitative yields can
even be had when p-toluenesulfonic acid is used as catalyst(10% as molar equivalent to NBS), either in acetonitrile as solvent or without(but then
sudden exothermia can occur, so cooling is advised at the start).
I have brominated many ketones with this method, always in high to quantitative yields.
The use of other acid catalysts will result in lower yields(also experienced that, using methanesulfonic acid).
|
|