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Carbon nmr

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Reply 1
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draw the structure of an optically active carboxylic acid having the molecular formula (C6H12O2). with five peaks in its 13C n.m.r. spectrum.

mark scheme shows Capture.PNG

but why it cant be drawn like that
Attachment not found
Capture.PNG1.6KB
Reply 2
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@Pigster
Original post by Qer
draw the structure of an optically active carboxylic acid having the molecular formula (C6H12O2). with five peaks in its 13C n.m.r. spectrum.

mark scheme shows Capture.PNG

but why it cant be drawn like that
Attachment not found


Your diagram only has four environments ...
Reply 4
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Capture.PNG
how?
Original post by charco
Your diagram only has four environments ...
Original post by Qer
Capture.PNG
how?


sorry I was looking at 1H NMR

BUT your molecule is not optically active
(edited 6 years ago)
Reply 6
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Original post by charco
sorry I was looking at 1H NMR

BUT your molecule is not optically active



thanks
Reply 7
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Original post by charco
sorry I was looking at 1H NMR

BUT your molecule is not optically active



would you please also help in this part
Capture.PNG
Original post by Qer
would you please also help in this part
Capture.PNG


There are two equivalent protons on the carbon to the RHS which will split the "a" protons into a triplet.
Reply 9
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Original post by charco
There are two equivalent protons on the carbon to the RHS which will split the "a" protons into a triplet.



thanks:h:
hydroxyl protons are usually hydrogen bonded to other hydroxy groups and do not tend to split or be split.
Reply 11
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Attachment not found

Attachment not found


This is the route that mark scheme suggest

But why we cant do in that way

react with HCN to get phenylnitrile and then use LiAlH4 in ether to reduce it into amine?





Spoiler

Capture.PNG16.2KB
Capture.PNG19.6KB
Capture.PNG10.0KB
Reply 12
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Original post by Qer
Attachment not found

Attachment not found


This is the route that mark scheme suggest

But why we cant do in that way

react with HCN to get phenylnitrile and then use LiAlH4 in ether to reduce it into amine?





Spoiler





question 8 c
Reply 13
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will post in a min
Reply 14
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Capture.PNG


the possible way to do it is to first react with HCL by electrophilic addition and then react by NH3 by nucleophilic addition to form the amine.

Is this possible that we first react it with HCN and then reduce HCN by LIALh4 in ether to amine ????
Original post by Qer
Attachment not found

Attachment not found


This is the route that mark scheme suggest

But why we cant do in that way

react with HCN to get phenylnitrile and then use LiAlH4 in ether to reduce it into amine?





Spoiler




alkenes do not react with HCN ...

and anyway it's cyclohexene not benzene
Original post by Qer
Capture.PNG


the possible way to do it is to first react with HCL by electrophilic addition and then react by NH3 by nucleophilic addition to form the amine.

Is this possible that we first react it with HCN and then reduce HCN by LIALh4 in ether to amine ????


No,

see your other thread ...
Reply 17
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Original post by charco
No,

see your other thread ...



I dont know why I cant be able to open that now
Original post by Qer
I dont know why I cant be able to open that now


I've merged the threads as they were asking the same question ...
Reply 19
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Original post by charco
I've merged the threads as they were asking the same question ...


ohh that's fine


Can you explain to me why HCN cant undergo reaction?

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