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| Subject:
Acids and Bases
Category: Science > Chemistry Asked by: raad-ga List Price: $3.00 |
Posted:
03 May 2003 21:22 PDT
Expires: 02 Jun 2003 21:22 PDT Question ID: 199082 |
Sort the following from weakest to strongest, and explain Why briefly: 1.CFH2CO2H , CClH2CO2H 2.NH3 , CH3NH2 , (CH3)2NH , NF3 |
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| Subject:
Re: Acids and Bases
Answered By: synarchy-ga on 04 May 2003 16:01 PDT Rated: ![]() |
Hello
1) The two acids listed here in order of strongest acid first
(rewritten to show the structures) :
O O
|| ||
Fl - C - C - O - H > Cl - C - C - O - H
the reason for the order has to do with the stabilization of the
conjugate base:
O
||
R - C - C - O - (negatively charged)
F is more electrophillic than Cl - therefore F stabilizes the negative
charge On the Carboxyl group through inductive effects through the
carbon backbone (Withdraws negative charge).
2) From strongest base to weakest base : (CH3)2NH, CH3NH2, NH3, NF3
the explanation here is much the same as above - inductive effects
through the backbone allow for stabilization of a positive charge on
the Nitrogen - methyl groups are slightly negative inductive donors
(Stabilizes positive Charge on N), whilst F withdraws electrons from
the N-thereby , making a positive charge on the N less stable.
References:
Nice section on acids:
http://www.chemguide.co.uk/basicorg/acidbase/acids.html
Nice Section on bases:
http://www.chemguide.co.uk/basicorg/acidbase/bases.html#top
http://www.cm.utexas.edu/bauld/teach/acidsbases.html#str (See section
on inductive effects)
Google search: "organic chemistry acids bases" |
raad-ga
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