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Topic: organic chemistry mixtures  (Read 9677 times)

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Offline Moneyking

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organic chemistry mixtures
« on: November 08, 2012, 10:30:18 PM »
Explain why it would be difficult to prepare methoxyethane by reacting a mixture of CH3OH and CH3CH2OH with H2SO4. What physical method can be used to prepare the required product?

I know that methoxyethane is C3H8O.

Offline orgopete

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Re: organic chemistry mixtures
« Reply #1 on: November 09, 2012, 12:20:30 AM »
If you attempted the reaction, would you form dimethyl ether also?
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Offline Borek

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Re: organic chemistry mixtures
« Reply #2 on: November 09, 2012, 03:49:58 AM »
Try to list all possible products.
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Offline Moneyking

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Re: organic chemistry mixtures
« Reply #3 on: November 09, 2012, 12:18:16 PM »
Try to list all possible products.
How can i list the products? is there like an example or tutorial?

Offline Borek

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Re: organic chemistry mixtures
« Reply #4 on: November 09, 2012, 12:24:35 PM »
How can i list the products? is there like an example or tutorial?

None required, all you need is just some logic.

Do you know anything about the reaction taking place? Anything about mechanism, or at least reaction equation? Can you draw structural formulas of all substances mentioned so far?
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Offline Moneyking

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Re: organic chemistry mixtures
« Reply #5 on: November 09, 2012, 03:40:38 PM »
How can i list the products? is there like an example or tutorial?

None required, all you need is just some logic.

Do you know anything about the reaction taking place? Anything about mechanism, or at least reaction equation? Can you draw structural formulas of all substances mentioned so far?
I can draw the structural formula:
CH3OH:
    H
    |
H-C-OH
    |
    H

C2H5OH:
    H  H
    |  |
H-C-C-OH
    |  |
    H  H

H2SO4:
      O
      ||
H-O-S-O-H
      ||
      O

WHAT DO I DO NEXT?

Offline Borek

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Re: organic chemistry mixtures
« Reply #6 on: November 09, 2012, 04:05:12 PM »
Methoxyethane?
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Offline Moneyking

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Re: organic chemistry mixtures
« Reply #7 on: November 09, 2012, 04:32:23 PM »
Methoxyethane?
    H    H  H
    |     |  |
H-C-O-C-C-H
    |     |  |
    H    H  H

Offline Borek

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Re: organic chemistry mixtures
« Reply #8 on: November 09, 2012, 04:53:07 PM »
Do you see how methoxyethane can be made from methanol and ethanol?
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Offline Moneyking

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Re: organic chemistry mixtures
« Reply #9 on: November 09, 2012, 11:01:36 PM »
Do you see how methoxyethane can be made from methanol and ethanol?
is that correct?
methanol+ethanol = methoxyethane + H2O

Offline orgopete

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Re: organic chemistry mixtures
« Reply #10 on: November 09, 2012, 11:48:52 PM »
What would happen if you forgot to add ethanol?
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Offline Moneyking

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Re: organic chemistry mixtures
« Reply #11 on: November 10, 2012, 02:19:58 PM »
What would happen if you forgot to add ethanol?
umm nothing, no reaction would happen... it would still be methanol... right?

Offline orgopete

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Re: organic chemistry mixtures
« Reply #12 on: November 10, 2012, 04:30:03 PM »
No, the product would be dimethyl ether, CH3OCH3. Do you understand now?
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Offline Moneyking

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Re: organic chemistry mixtures
« Reply #13 on: November 12, 2012, 09:15:07 PM »
No, the product would be dimethyl ether, CH3OCH3. Do you understand now?
how can methanol=dimethyl ether?
i think it should be ethanol=dimethyl ether
am i correct?
because
(ethanol)CH3CH2OH=CH3OCH3
(methanol)CH3OH=CH2OCH2

Offline orgopete

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Re: organic chemistry mixtures
« Reply #14 on: November 13, 2012, 03:08:11 AM »
Dimethyl ether is the product of methanol plus mineral acid. This is because the oxygen is protonated and becomes a leaving group. The oxygen of another methanol will substitute the protonated oxygen to product water and dimethyl ether. You need to know that is how the reaction works. Therefore, if two different alcohols were used, you would get a mixture.
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

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