Organic 1

My first question is how bond angle is related to pKa values of a compound....Heres d question

Q1. Selected bond angles for five hydrocarbons are shown below. Arrange these hydrocarbons according to their pKa values, from lowest to the highest

3 Answers

591
Akshay Ginodia ·

Maybe after losing H+ , the angle between the lone pair of electron and the bond pair matters...te greater tha angle..more stable will be the conjugate base..so acid will be strong but i think we will also have to take into account resonance after removing the H+

  • Anurag Ghosh Resonance toh sab mein nhin hoga......so first of all should we eliminate d compounds in which resonance is possible as they will be d most acidic?.......and still didn't cleared d concept about d bond angle and pKa values.....
  • Akshay Ginodia Anurag ..sir sahi bol rhe h..reso and hybri se compare krte h..using bond angles for acidic characters is irrelevant
1357
Manish Shankar ·

Bond angles are not the main criteria for comparing acidic character. Use resonance and hybridization to compare

481
Anurag Ghosh ·

Shouldn't this be the order-
In terms of Ka values- 1>6>5>3>4>2
So,pKa must be- 2>4>3>5>6>1?????
Was confused between 2 and 4.....according to my logic 2 is more strained than 4,so bringing positive charge on 2 is of no use and makes it more unstable.....So,acidity of 4>2???

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