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    SO im unsure about base hydrolysis of esters...

    Ok say NaOH is the base and methyl ethanoate is the ester, what would be the products?
    The nelson thornes book has confused me (page76) as it looks like 2 equations have been put together and Im not sure which one i need to know :confused:

    Someone please help!
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    It would be CH3OH (Methanol) and CH3C=OO-Na+

    I think that's right, but I'm not too sure...
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    (Original post by TheStudent18)
    It would be CH3OH (Methanol) and CH3C=OO-Na+

    I think that's right, but I'm not too sure...
    Thanks and would the reaction go to completion?
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    (Original post by Commando1)
    Thanks and would the reaction go to completion?
    In all honesty, I don't know. I haven't covered this topic fully yet (I'm doing A2 chemistry too haha).

    But I would like to know if you find out.
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    (Original post by TheStudent18)
    In all honesty, I don't know. I haven't covered this topic fully yet (I'm doing A2 chemistry too haha).

    But I would like to know if you find out.
    hahah no worries mate

    what grade are you aiming for?
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    (Original post by Commando1)
    hahah no worries mate

    what grade are you aiming for?
    An A :P You?
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    The reaction goes to completion because the sodium ethanoate salt cannot react with the methanol

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    (Original post by TheStudent18)
    An A :P You?
    A, though maybe an A*
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    (Original post by Commando1)
    SO im unsure about base hydrolysis of esters...

    Ok say NaOH is the base and methyl ethanoate is the ester, what would be the products?
    The nelson thornes book has confused me (page76) as it looks like 2 equations have been put together and Im not sure which one i need to know :confused:

    Someone please help!
    The products would be sodium ethanoate and methanol. Right?


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    What does the book say?

    How did it confused you?
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    (Original post by Pigster)
    What does the book say?

    How did it confused you?
    The book showed this equation:

    CH3COOCH3 + H20 CH3COOH + CH3OH ---> CH3COO-NA+ + H20

    I was like : :confused:

    I wasnt sure what this equation showed. It the nelson thornes book btw, page 76
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    (Original post by ET247)
    The reaction goes to completion because the sodium ethanoate salt cannot react with the methanol

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    is that because the methanol is a very weak nucleophile?
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    See if you can follow the two mechanisms:

    http://tinyurl.com/nt9tqss

    For the alkaline hydrolysis, the last step is non-reversible due to the comparative acid strength of the acid and alcohol, i.e. the alcohol is not a proton donor.
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    (Original post by Commando1)
    The book showed this equation:

    CH3COOCH3 + H20 CH3COOH + CH3OH ---> CH3COO-NA+ + H20

    I was like : :confused:

    I wasnt sure what this equation showed. It the nelson thornes book btw, page 76
    Isn't the first equation for acid hydrolysis H+ and the second one for base hydrolysis with Na? What's so confusing?

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    In a way, it is incorrect as it suggests alkaline hydrolysis involves the reverse mechanism of acid esterification, followed by neutralisation of the carboxylic acid formed. It also isn't balanced, where has the methanol gone on the far right?
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    thanks everyone for your help!
 
 
 
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