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HongKongALevelboy

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question
« on: September 22, 2004, 09:43:23 AM »
Below is a question from 2004 Nong Kong Advanced Level examination , i hope someone can give me a correct answer
( with the help of chemical equation , suggest why household bleach should not be usedtogether with nail vanish remover which contains propanone )
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Demotivator

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Re:question
« Reply #1 on: September 22, 2004, 10:37:24 AM »
bleach (NaOCl) reacts with propanone to produce chloroform
CH3COCH3 + 6NaOCl -> CHCl3 + CH3COONa + 2 NaOH + 3 NaCl
It happens with any ketone containing a a simple methyl group: CH3COR
« Last Edit: September 22, 2004, 10:41:40 AM by Demotivator »
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Offline Donaldson Tan

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Re:question
« Reply #2 on: September 23, 2004, 12:34:26 AM »
oooo.. so chlorination occurs instead of nucleophilic addition. I thought ClO- would add as a nucleophile.. but I didnt realise bleach is as good as chlorine water.. LOL..
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"Say you're in a [chemical] plant and there's a snake on the floor. What are you going to do? Call a consultant? Get a meeting together to talk about which color is the snake? Employees should do one thing: walk over there and you step on the friggin� snake." - Jean-Pierre Garnier, CEO of Glaxosmithkline, June 2006

Offline AWK

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Re:question
« Reply #3 on: September 23, 2004, 03:35:54 AM »
Thjs reaction is called - haloform reaction.
For mechanism, see, eg: http://www.mhhe.com/physsci/chemistry/carey5e/Ch18/ch18-3-2b.html
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