[emek]

if you chlorinate an organic compound like acetone the chlorine atom replace allways the same hydrogen molecule and the chloroacetone produced allways has that structure
http://en.wikipedia.org/wiki/File:Chloroacetone-3D-balls.png
or the chlorine atoms replace different hydrogen atoms randomaly??.

and how you can chlorinate and replace specific hydrogen atom with chlorine atom and create specific isomer of chloroacetone??.

i have many questions about that and i hope i could learn something about it befor i start to learn chemistry seriously in university.

[sjb]

if you chlorinate an organic compound like acetone the chlorine atom replace allways the same hydrogen molecule and the chloroacetone produced allways has that structure
http://en.wikipedia.org/wiki/File:Chloroacetone-3D-balls.png
or the chlorine atoms replace different hydrogen atoms randomaly??.

and how you can chlorinate and replace specific hydrogen atom with chlorine atom and create specific isomer of chloroacetone??.

i have many questions about that and i hope i could learn something about it befor i start to learn chemistry seriously in university.

Consider if a different hydrogen was replaced. Would this be the same molecule?

What about chlorination of butanone?

[Altered State]

Not sure if you could really understand what would occur without university knowledge, but you can check out "Haloform reaction".
The most favoured thing to occur is chlorine to replace another hydrogen of the same carbon, giving 2,2-dichloroacetone. That step can occur again, and if you have basic media, chloroform will be produced.

[emek]

if you chlorinate an organic compound like acetone the chlorine atom replace allways the same hydrogen molecule and the chloroacetone produced allways has that structure
http://en.wikipedia.org/wiki/File:Chloroacetone-3D-balls.png
or the chlorine atoms replace different hydrogen atoms randomaly??.

and how you can chlorinate and replace specific hydrogen atom with chlorine atom and create specific isomer of chloroacetone??.

i have many questions about that and i hope i could learn something about it befor i start to learn chemistry seriously in university.

Consider if a different hydrogen was replaced. Would this be the same molecule?

What about chlorination of butanone?

it would be an isomer i think,am i right?.
the chlorine atom replace allways the same hydrogen in the methyl group in chloroacetone like its shown in the picture? or when acetone get chlorinated the chlorine atom replace random hydrogen atom in the methyl group?.

i hope i explained my question well cause i don't have serious knowledge in chemistry and my english is also not pretty good.

[discodermolide]

It is random. The chloroacetone will always be formed by exchange of one of the H atoms for chlorine. But it does not matter.

[spirochete]

Acidic conditions favor monohalogenation of alpha positions. Basic conditions favor polyhalogenation of alpha positions.

Got any idea why this might be?