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Topic: Help with Organic Chemistry Theoretical Yields!  (Read 7444 times)

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Offline phoenixrising

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Help with Organic Chemistry Theoretical Yields!
« on: February 27, 2013, 09:59:01 PM »


Ok so I'm not sure I know how to find theoretical yield :(
I need help

Offline discodermolide

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #1 on: February 27, 2013, 10:02:51 PM »
You have 10mmol of benzaldehyde, therefore you would expect 10mmol of the benzyl alcohol if the yield is 100%, what is that in grams?
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Offline phoenixrising

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #2 on: February 27, 2013, 10:04:09 PM »
You have 10mmol of benzaldehyde, therefore you would expect 10mmol of the benzyl alcohol if the yield is 100%, what is that in grams?

0.0106 g

Offline discodermolide

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #3 on: February 27, 2013, 10:12:59 PM »
1.08 grams.
You are not using the molecular weights in your calculations.
In fact I'm not even sure what you have done in your calculations.
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Offline phoenixrising

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #4 on: February 27, 2013, 10:13:46 PM »
1.08 grams.
You are not using the molecular weights in your calculations.
In fact I'm not even sure what you have done in your calculations.

Wait how did you get that :(

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #5 on: February 27, 2013, 10:20:49 PM »
1.06 grams benzaldehyde is 10mmol or 0.010mol if the yield is 100% (Theoretical yield) then you get 0.010 mol of benzyl alcohol.
Benzyl alcohol has a MWt. of 108, therefore 0.010 mol = 1.08grams.
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Offline phoenixrising

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #6 on: February 27, 2013, 10:32:38 PM »
1.06 grams benzaldehyde is 10mmol or 0.010mol if the yield is 100% (Theoretical yield) then you get 0.010 mol of benzyl alcohol.
Benzyl alcohol has a MWt. of 108, therefore 0.010 mol = 1.08grams.

Ohh...So 1.08 g is the answer right?

Offline discodermolide

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #7 on: February 27, 2013, 10:42:01 PM »
Yes, but do you understand how I got it?
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Offline phoenixrising

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #8 on: February 27, 2013, 10:50:36 PM »
Yes, but do you understand how I got it?

Yes.

So essentially: If theoretical yield is 100%, theoretical yield = MW of Product x Amount of Moles of Limiting Reagent

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #9 on: February 27, 2013, 10:57:11 PM »
The theoretical yield is what you would expect if the reaction goes to 100%, that is A is transformed to B, 1 mol of A gives 1 mole of B.
Now if you have 10grams of A with a MWt. of 100, that is 0.1 mol of A. As we just said 100% yield means you get 100% B, in this case 0.1 mol B. If the MWt of B is 200 then the yield in grams is 20g because you will get 0.1mol of B.
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Offline phoenixrising

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #10 on: February 27, 2013, 11:04:56 PM »
The theoretical yield is what you would expect if the reaction goes to 100%, that is A is transformed to B, 1 mol of A gives 1 mole of B.
Now if you have 10grams of A with a MWt. of 100, that is 0.1 mol of A. As we just said 100% yield means you get 100% B, in this case 0.1 mol B. If the MWt of B is 200 then the yield in grams is 20g because you will get 0.1mol of B.

Ohh! that makes more sense! Thanks!!

Offline phoenixrising

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #11 on: February 27, 2013, 11:05:10 PM »
I have 2 more questions :(

Back to Aldol + NaOH chemistry...I can't get this one...



I made OH- attack the alpha carbon on the right of the ketone molecule (the ketone on the left)  and that made a carbanion/nucleophilic C. H2O was produced

I then tried to make that nucleophilic C attack the carbonyls carbon on the right side of the molecule to kick out 2 electrons in that C=O bond to make C-O-. Then after that, I didn't know what t do exactly.
I proceeded to protonate that oxygen with H2O and after doing that, I used the OH- that was produced to attack that one alpha hydrogen sticking out and eventually kick out OH- and produce H2o and a Ketone structure with CH3 attached to the left and a triangle shape attached to the right...

CC(=O)C1CC1 I didn't submit this structure because I thought it looked wrong and so I guessed again what the structure would look like and I submitted the one above

:(:(

Offline discodermolide

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #12 on: February 27, 2013, 11:11:15 PM »
Well this is another aldol condensation. The product you are talking about is this one?
OC(C(C)CC1)C1=O

Draw out the steps to this product and complete the aldol condensation.
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Offline phoenixrising

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #13 on: February 27, 2013, 11:29:23 PM »
Well this is another aldol condensation. The product you are talking about is this one?
OC(C(C)CC1)C1=O

Draw out the steps to this product and complete the aldol condensation.

Is this the answer?


Offline discodermolide

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Re: Help with Organic Chemistry Theoretical Yields!
« Reply #14 on: February 27, 2013, 11:32:06 PM »
Not quite, compare it with mine.
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