Nitrotyrosine. Watch

lucyhol1012
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Okay so I've done an experiment in which I've synthesised Nitrotyrosine.
It was done via tyrosine reacting with the nitronium ion via electrophilic aromatic substitution to get 3-nitrotyrosine.

So H2SO4 and HNO3 was added with L-tyrosine and I came out with 3-nitrotyrosine.
For the write up I need to work out the theoretical yeild so I'm needing the equation.

C9H11O3N is the molecular formula for L-tyrosine.

Any help would be really appreciated.
I'm just looking for the full equation, if its possible to be done in one or whether it requires two seperate equations.

Thank you
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charco
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(Original post by lucyhol1012)
Okay so I've done an experiment in which I've synthesised Nitrotyrosine.
It was done via tyrosine reacting with the nitronium ion via electrophilic aromatic substitution to get 3-nitrotyrosine.

So H2SO4 and HNO3 was added with L-tyrosine and I came out with 3-nitrotyrosine.
For the write up I need to work out the theoretical yeild so I'm needing the equation.

C9H11O3N is the molecular formula for L-tyrosine.

Any help would be really appreciated.
I'm just looking for the full equation, if its possible to be done in one or whether it requires two seperate equations.

Thank you
It can be represented simply as one equation:

C9H11O3N + NO2+ --> C9H10O5N2 + H+

The nitrating agent will be in excess, so your yield is based on the moles of tyrosine
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lucyhol1012
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(Original post by charco)
It can be represented simply as one equation:

C9H11O3N + NO2+ --> C9H10O5N2 + H+

The nitrating agent will be in excess, so your yield is based on the moles of tyrosine
Thank you
This makes a lot more sense now. I've already got my moles of tyrosine so I'll carry on with that.

Thanks again.
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lucyhol1012
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Also I was wondering...

It will be 3-nitrotyrosine that will be made won't it? The OH group is the stronger donating group and so the addition of NO2 will be added at position 3 if we call OH 4 and the alkyl group position 1.

Thanks again.
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charco
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(Original post by lucyhol1012)
Also I was wondering...

It will be 3-nitrotyrosine that will be made won't it? The OH group is the stronger donating group and so the addition of NO2 will be added at position 3 if we call OH 4 and the alkyl group position 1.

Thanks again.
yes, 3-nitrotyrosine
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