Question

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2. (4 pts total, 2 pts each) Rank the following compounds in order of increasing Brönsted acidity (1 = strongest acid, 3 = weakest acid and 2 = the one in the middle) a. CH3CO2H CH3CH2CHO CH3CH2OH b. CH3CH2NH2 CH3CH2OH CH3CH2SH

Answer 1

for acid to be stronger ite Conjugate base mud be stable ② CH₃COH -H CH CH₂ Co Acid Conjugate base As Conjugate base il resonance stablised. CH₃ CH₂OH -47 Chacho -ul charge is present on moce electronegative Oxygen atom. 80 more stable than last one CH₂ CH2 CH -H CH₂CH2H -lee Charge is present on less electronegative Carbon atom. : CH₂ CO2H ② Strongest acid CH₃ CH₂OH @ middle CH₃CH₂ CHO - ② weakest aced ② CH₃ CH₃NH₂ H3 CH₂ CH₂NH CH₃CH₂OH -H1 CH₂ CH₂O As electronegativity of Oxygen atom is more than Nitrogen atom 80 CH₂ CH OH is more acidic than CH₃ CH₂NH₂. Сн, сн ѕн -н, снен In this case charge density is less dueto bigger Sulfur atom. So charge on otom is dispersed so it stablised the the charge . CH₂ CH₂ S41 0 strongest. CH₃CH₂OH - ② middle CH₂ CH₃NH2 ③ weakest.