Sciencemadness Discussion Board

Uses of NaClO?

Fantasma4500 - 13-6-2021 at 00:21

hey so, im making sodium chromate by electrolyzing chromium hydroxide with NaCl present, and it can be done with H2O2 also, but its much less effective. so i got to think.. what else can you create with in-situ formed ClO-? or Cl2?

sadly chloroform by electrolysis isnt doable, but using trichloroisocyanuric acid and NaOH does yield a lot of NaClO and can then be utilized like that
what reactions can be done with H2O2 solely?

ammonium compounds are dangerous to make with electrolysis as you can end up with CCl3, any general rules for donts with organic compounds in electrolysis?

mysteriusbhoice - 13-6-2021 at 07:04

why wouldnt chloroform with electrolysis work??
you need to use CaCl2 not NaCl for that one bud because chloroform reaction with NaOCl will make NaOH which is soluble but Ca(OH)2 is not.

BauArf56 - 13-6-2021 at 08:17

but would electrolysis of a solution of calcium chloride give calcium hypochlorite?

mysteriusbhoice - 13-6-2021 at 13:12

Quote: Originally posted by BauArf56  
but would electrolysis of a solution of calcium chloride give calcium hypochlorite?

yea but then it reacts with the acetone to make chloroform or if not add sodium chloride to catalyze the reaction since that species is more likely.
either way you end up with Ca(OH)2 precipitating out in the brine.

Fantasma4500 - 15-6-2021 at 08:34

you could end up with COCl2, phosgene, very poisonous. by adding acetone to an electrolysis cell

njl - 15-6-2021 at 10:41

Aqueous phosgene...

mysteriusbhoice - 16-6-2021 at 03:31

Quote: Originally posted by Antiswat  
you could end up with COCl2, phosgene, very poisonous. by adding acetone to an electrolysis cell

U have a source for this well its not unreasoable but id like to see a source for this.
The more likely byproduct would be chloroacetone from what I read in the past.

Phosgene would not occur during chlorine evolution and a porous split cell can also isolate the acetone from the anode chamber which will prevent any direct oxidation.
IEM wouldnt work because it wont make NaClO but instead NaOH.

[Edited on 16-6-2021 by mysteriusbhoice]

Fantasma4500 - 18-6-2021 at 10:36

im not quite sure that would work, if the NaClO can get out, the acetone should also be able to get in, i might be ignorant to the ionic "particle" size of acetone vs NaClO however.

macckone - 22-6-2021 at 14:52

Acetone and HCl yield chloroacetone products, if you take it far enough you get trichloroacetone.
Adding sodium hydroxide to trichloroacetone yields sodium acetate and chloroform.
There is a russian paper on it.
Russian Chemical Bulletin Volume 38 issue 2 1989 [doi 10.1007%2Fbf00953639] V. G. Malaev; V. A. Ilyushin -- Study of the electrochemical chlorination of acetone

They produced trichloroacetone using a diaphram cell with sodium bicarbonate.

Here is a thread on electrolysis of acetone on sciencemadness:
http://www.sciencemadness.org/talk/viewthread.php?tid=936&am...


BromicAcid - 22-6-2021 at 16:10

@njl Phosgene reacts shockingly slow with water, not speaking to if you'd make phosgene with this rxn but aqueous phosgene is a thing.

Fantasma4500 - 26-6-2021 at 04:38

dichloroacetic acid can be used to make nitromethane iirc, reacted with NaNO2
trichloroacetic acid can be reacted with NaOH to make chloroform, destructive distillation
TCAA is also very sellable online, they charge lots of money as its used for skin peeling

from the paper

Conclusions
1.
The electrochemical chlorination of acetone in aqueous hydrochloric acid leads to a mixture of mono- and dichloro derivatives, the ratio of which is a function of the current passed.

2.
The electrochemical chlorination of monochloroacetone and 1,1-dichloroacetone in carbonate buffer solution leads to 1,1,1-trichloroacetone in good yield.

so first up HCl + acetone electrolysis, current decides ratio of mono/di
then monochloroacetone and dichloroacetone in carbonate to make trichloroacetone

i would kinda say, as diabolic as chloroacetone is to handle it kinda slips out of DIY
at least it put the phosgene acetone electrolysis thing in the grave, very nice.