Question

I could use some help with this question, and a little explanation as well. Thank you!

a. Draw an approximate reaction-energy diagram for the acid–base reaction of phenol with 1-molar aqueous sodium hydroxide solution.
b. On the same diagram, draw an approximate reaction-energy diagram for the acid–base reaction of tert-butyl alcohol with 1-molar aqueous sodium hydroxide solution.

Answer 1

(a) Acid - base reaction of phenol with 1- molar e aqueous solution of sodium hydroxide'. 4 Phenol is a neak acid and sodium hydroxide is a strong base. when phenol react inith Sodium hydroxide it gives xodium Phenoxide. (Sodium salt of phenol). & the reaction takes place by removal of Htion from a Phenol by ohrions of NaOH which is eliminated as a water. later. The The Nation then combines with the a Phenoxide in to form sodium Phenoxide according a to the ginen reaction BÖH - ÖNat o + Nãoh - O + H2O (Phenol) Sodium | Sodium I (hydroxide) (Phenoxide) y the phenoxide ion formed during the reaction is stabilized by resonance :00 - - Resonating structure of phenoxicle ion

ܙܘ-& _wroto UUUUUUiTuuuuu TOH ENERGY + NaOH CH-C-ONa+H2O CH3 Onat + H2O REACTION COORDINATE ? Reaction - Energy diagram for reaction between Phenol and NaOH 3 and reaction of tert-butyl alcohol swith Naoh. (b) Reaclion of test - butyl alcohol with Podlim hydroxide | His っっっっっっっっ CH --GH + Na pH 대 > Cl-coat H, O CH3 by the confugate base of tertiary butanol is 3 not resonance stabilized and this a higher in energy as compared to that 5 f phenoxide ion, by The conjugate base of phenol will be more - Stable & therefore having lower energy 3 as compared to tert-butyl alcohol.