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Chemistry help please iodoform

Hi, please could I have help on structure h, I thought a sodium salt will be formed but the ms says it’s a carboxylic acid? Is this always the case?
Question: https://ibb.co/VYQWvMz9
Thanks!

Reply 1

Original post
by anonymous56754
Hi, please could I have help on structure h, I thought a sodium salt will be formed but the ms says it’s a carboxylic acid? Is this always the case?
Question: https://ibb.co/VYQWvMz9
Thanks!

Same problem as your other thread. Perhaps try linking the paper as that link doesn’t work

Reply 2

Original post
by TypicalNerd
Same problem as your other thread. Perhaps try linking the paper as that link doesn’t work

It seems the link now works, so again it probably was my internet being shite.

You do make a sodium salt in an iodoform reaction because it is carried out under strongly alkaline conditions. If they had specified an acidic workup had been carried out afterwards, I would have agreed that a carboxylic acid is produced. But alas, the MS is a load of codswallop...

Also, both carboxylate groups on the product would be expected to deprotonate, so you would make a disodium salt.

Reply 3

Original post
by TypicalNerd
It seems the link now works, so again it probably was my internet being shite.
You do make a sodium salt in an iodoform reaction because it is carried out under strongly alkaline conditions. If they had specified an acidic workup had been carried out afterwards, I would have agreed that a carboxylic acid is produced. But alas, the MS is a load of codswallop...
Also, both carboxylate groups on the product would be expected to deprotonate, so you would make a disodium salt.

Thanks, the ms can be so annoying bc they don’t make sense and keep changing it every paper

Reply 4

Original post
by anonymous56754
Thanks, the ms can be so annoying bc they don’t make sense and keep changing it every paper

almost certain you'd get the mark for the sodium salt/carboxylate. mark schemes are looked at by examiners and there's a meeting and all sorts - any experienced examiner would give you the mark.

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