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HARD chemistry question help plz

I know the answers as I can see them in the markscheme but how would you go about doing a question like this, how can you deduce the structures from the information?
https://s8.postimg.cc/mq086w7at/questionsnnsnsnsnnsnsns.png
Really appreciate any replies
Original post by chickenwing2291
I know the answers as I can see them in the markscheme but how would you go about doing a question like this, how can you deduce the structures from the information?
https://s8.postimg.cc/mq086w7at/questionsnnsnsnsnnsnsns.png
Really appreciate any replies


wheres this from?
Original post by chickenwing2291
I know the answers as I can see them in the markscheme but how would you go about doing a question like this, how can you deduce the structures from the information?
https://s8.postimg.cc/mq086w7at/questionsnnsnsnsnnsnsns.png
Really appreciate any replies


You need to interiorise the given information and then consider which groups of atoms are affected by hydrolysis and oxidation.

Each carbon is attached to one other carbon atom. This means that the chains of carbon atoms contain exactly two carbon atoms.

C-C

There are no double or triple carbon carbon bonds,

C-C

Hydrolysis affects ester linkages or amide linkages.

C-COOC-C

C-CONHC-C

Oxidation changes primary alcohol to aldehyde and then carboxylic acid

etc.
Original post by chickenwing2291
I know the answers as I can see them in the markscheme but how would you go about doing a question like this, how can you deduce the structures from the information?
https://s8.postimg.cc/mq086w7at/questionsnnsnsnsnnsnsns.png
Really appreciate any replies


OK piqued my curiosity.

You are told only C,H,O so R must contain ester linkages
You are told that hydrolysis of R produced two S and one T
and that S gets oxidised to T.

CH2OHCH2OOCCOOCH2CH2OH -- > 2CH2OHCH2OH + (COOH)2

is the only possibility ...

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