Ochem Question help

[Rook]

Which statement CORRECTLY explains the following acid-base reaction at equilibrium?
CH3H2C:- + HOC(CH3)3 <==> CH3CH3 + -:Ö:C(CH3)3

A. Weaker acid, HOC(CH3)3, and weaker base, CH3H2C:-, will be present in abundance.
B. Stronger acid, HOC(CH3)3, and stronger base, CH3H2C:-, will be present in abundance.
C. Weaker acid, CH3CH3, and stronger base, -:Ö:C(CH3)3, will be present in abundance.
D. Stronger acid, CH3CH3, and weaker base, -:Ö:C(CH3)3, will be present in abundance.
E. Weaker acid, CH3CH3, and weaker base, -:Ö:C(CH3)3, will be present in abundance.

Could somone Please explain this to me! Thanks!
Sorry for all the questions but DAT is coming up!!!

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[Gasedo]

Which statement CORRECTLY explains the following acid-base reaction at equilibrium?
CH3H2C:- + HOC(CH3)3 <==> CH3CH3 + -:Ö:C(CH3)3

A. Weaker acid, HOC(CH3)3, and weaker base, CH3H2C:-, will be present in abundance.
B. Stronger acid, HOC(CH3)3, and stronger base, CH3H2C:-, will be present in abundance.
C. Weaker acid, CH3CH3, and stronger base, -:Ö:C(CH3)3, will be present in abundance.
D. Stronger acid, CH3CH3, and weaker base, -:Ö:C(CH3)3, will be present in abundance.
E. Weaker acid, CH3CH3, and weaker base, -:Ö:C(CH3)3, will be present in abundance.

Could somone Please explain this to me! Thanks!
Sorry for all the questions but DAT is coming up!!!

The answer is E because the reactants are very strong, (strong acid + strong base). So the reaction tends to move to the left. The only way to keep it in equilibrium is to get more of the products (weak acid + weak base). They need to be present in abundance. Hope that makes sense.
When are you taking your DAT by the way?

 

[Rook]

The answer is E because the reactants are very strong, (strong acid + strong base). So the reaction tends to move to the left. The only way to keep it in equilibrium is to get more of the products (weak acid + weak base). They need to be present in abundance. Hope that makes sense.
When are you taking your DAT by the way?

Hey Gasedo,
Actually One week before you take yours !! Wish me luck
About the Ochem..
I can understand how CH3H2C:- is a strong Base but how is
HOC(CH3)3 a strong acid? I thought that its conjugate -OC(CH3)3
is a strong Base and thus its conjugate a weak acid. Make sense? If you could clarify I would really appreciate it! THank u for being such a big help!!!

 

[dat_student]

Hey Gasedo,
Actually One week before you take yours !! Wish me luck
About the Ochem..
I can understand how CH3H2C:- is a strong Base but how is
HOC(CH3)3 a strong acid? ...

who said HOC(CH3)3 is a very strong acid????!!!
Be careful, the question uses relative terms "weaker & "stronger"

tert-butoxide is a strong bulky base. CH2H2C:- is also pretty strong. CH2H2C:- is a stronger base.

The pKa of an alkane is ~ 60 (not a very strong acid)
The pKa of an alcohol is ~ 16 (not a very strong acid but stronger than alkanes)
So CH2CH3 is the weaker acid.

 

[L8DYV]

who said HOC(CH3)3 is a very strong acid????!!!
Be careful, the question uses relative terms "weaker & "stronger"

tert-butoxide is a strong bulky base. CH2H2C:- is also pretty strong. CH2H2C:- is a stronger base.

The pKa of an alkane is ~ 60 (not a very strong acid)
The pKa of an alcohol is ~ 16 (not a very strong acid but stronger than alkanes)
So CH2CH3 is the weaker acid.

u go dat student!

 

[Rook]

who said HOC(CH3)3 is a very strong acid????!!!
Be careful, the question uses relative terms "weaker & "stronger"

tert-butoxide is a strong bulky base. CH2H2C:- is also pretty strong. CH2H2C:- is a stronger base.

The pKa of an alkane is ~ 60 (not a very strong acid)
The pKa of an alcohol is ~ 16 (not a very strong acid but stronger than alkanes)
So CH2CH3 is the weaker acid.

Ooh!!
So, CH2CH3 is the weaker acid than the alcohol, and -:Ö:C(CH3)3 is a weaker base than CH2H2C:- !!!
That makes much more sense!
THANKS DAT STUDENT!!

 

[Gasedo]

Hey Gasedo,
Actually One week before you take yours !! Wish me luck
About the Ochem..
I can understand how CH3H2C:- is a strong Base but how is
HOC(CH3)3 a strong acid? I thought that its conjugate -OC(CH3)3
is a strong Base and thus its conjugate a weak acid. Make sense? If you could clarify I would really appreciate it! THank u for being such a big help!!!

Yes, DAT student is right , a stronger acid not a very strong one. But the first thing to realize is that the products are weak acid + weak base. It insn't that important how strong are the reactants. If you can determine strong left, weak right, the only correct choice remains E because you need to get a large quantity of the products in order to obtain the equilibrium
Hey Rook good luck on your DAT. So are you going to take it this tuesday?
Good luck!!!

 

[Rook]

Yes, DAT student is right , a stronger acid not a very strong one. But the first thing to realize is that the products are weak acid + weak base. It insn't that important how strong are the reactants. If you can determine strong left, weak right, the only correct choice remains E because you need to get a large quantity of the products in order to obtain the equilibrium
Hey Rook good luck on your DAT. So are you going to take it this tuesday?
Good luck!!!

yes! Thank you so much!!