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Thread: Bases

  1. #1 Bases 
    New Member
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    Mar 2010
    I'm having a hard time understanding why OC(CH3)3 is a stronger base than OH.

    I understand that the conjugate acid of OC(CH3)3 is more stable than the conjugate acid of OH, but I don't understand what makes it more stable.

    Also, is it possible to do subscripts and superscripts on these forums?

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  3. #2  
    Moderator Moderator TheBiologista's Avatar
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    Aug 2008
    Tex maybe?

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  4. #3  
    Moderator Moderator AlexP's Avatar
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    Jul 2006
    TeX wouldn't be bad to learn...there's a sticky in the mathematics forum that shows how it works. But since subscripts and superscripts are often sufficient for chemistry...

    H<sub.>2</sub.>O gives H<sub>2</sub>O

    Ca<sup.>+2</sup.> gives Ca<sup>+2</sup>

    NH<sub.>4</sub.><sup.>+</sup.> gives NH<sub>4</sub><sup>+</sup>.

    All without the periods, of course.

    And we do need clarification on what OC(CH<sub>3</sub>)<sub>3</sub> is. I'm guessing you mean to have a negative charge on the oxygen, making it <sup>-</sup>OC(CH<sub>3</sub>)<sub>3</sub>, correct?

    And in that case... The conjugate acid of <sup>-</sup>OC(CH<sub>3</sub>)<sub>3</sub> is more stable/less reactive because there's a bunch of electrons in those methyl groups, and they will have an inductive effect on the bond formed between the O and the H, pushing the electrons in the bond more toward the H, thus making it more difficult to ionize and thus less reactive/more stable.
    "There is a kind of lazy pleasure in useless and out-of-the-way erudition." -Jorge Luis Borges
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