A hard A2 question that I wrote

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#1
If you can work it out, please don't just blurt the answer out here as it will spoil the fun for others.

http://postimg.org/image/hqukcle0b/

Each H-NMR peak has the integration ratios above and a magnified version to the right.

Some of the reactions may not be familiar to some specification followers, but are easily found.
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5 years ago
#2
(Original post by Pigster)
If you can work it out, please don't just blurt the answer out here as it will spoil the fun for others.

http://postimg.org/image/hqukcle0b/

Each H-NMR peak has the integration ratios above and a magnified version to the right.

Some of the reactions may not be familiar to some specification followers, but are easily found.
Could be wrong but not convinced by this question. Give us a molecular formula of final.
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#3
I suspect the multiplet @ 4.4 is the sticking point.

If I suggested it were a quintet (it does have five peaks (also Pascal's triangle vs peak areas?)))... would that help?
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5 years ago
#4
(Original post by Pigster)
I suspect the multiplet @ 4.4 is the sticking point.

If I suggested it were a quintet (it does have five peaks (also Pascal's triangle vs peak areas?)))... would that help?
Not really.

My problem is that once the aromatic protons at 7.5 are included with the solitary benzyl hydrogen you are left with an odd number of protons to be equally divided by two R groups ...
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5 years ago
#5
(Original post by Pigster)
I suspect the multiplet @ 4.4 is the sticking point.

If I suggested it were a quintet (it does have five peaks (also Pascal's triangle vs peak areas?)))... would that help?
No doesn't help.
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#6
(Original post by charco)
Not really.

My problem is that once the aromatic protons at 7.5 are included with the solitary benzyl hydrogen you are left with an odd number of protons to be equally divided by two R groups ...
The only conclusion to draw, therefore, is that one of the steps in the synthesis of A to J must have introduced or removed one hydrogen from one of the two R groups.
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5 years ago
#7
What's NMR again?
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#8
(Original post by langlitz)
What's NMR again?
http://www.nmr.co.uk/
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5 years ago
#9
http://bullsemen.com/
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#10
A bloke I went to school with sells bull spunk for a living.

It's good money, I hear.

He doesn't even have to gather it for himself, or anything.

Hang on! Off topic. This was meant to be a dead hard synthesis!
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5 years ago
#11
(Original post by Pigster)
A bloke I went to school with sells bull spunk for a living.

It's good money, I hear.

He doesn't even have to gather it for himself, or anything.

Hang on! Off topic. This was meant to be a dead hard synthesis!
A friend used to work for the Pig Improvement Company in Oxfordshire artificially inseminating sows with a big curly todger
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