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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" |
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