acid

AIEEE Online › Organic Chemistry questions › acid

H₃N⁺ (2)
N⁺H_3. (3)
COOH
(1)

WRITE ORDER OF ACIDITY FOR 1,2&3

a) 3>1>2 b) 1>2>3
c) 1>3>2 d) 2>1>3

#Chemistry #Organic Chemistry

UP 0 DOWN 0 0 6
Post on FacebookPost anonymously?

6 Answers

39

Pritish Chakraborty ·2010-09-21 08:26:16

I'm not being able to explain this on basis of conjugate bases...so I'll just be direct.
The -I effect of -COOH increases the acidity of -NH₃⁺ and the same for -NH₃⁺ on -COOH.
Now the inductive effect of (1) on (2) is stronger than that of (2) on (1). Hence (2) is more acidic than (1). (3) is obviously the weakest acid.
So the acidity order is 2 > 1 > 3.

UP 0 DOWN 0
Post on FacebookPost anonymously?

23

qwerty ·2010-09-22 03:01:53

i go with 1 > 2 > 3

carboxylic acids are more acidic than -NH₃+ ( as R-NH₂ are more basic than RCOO-)

so 1 will be most acidic

now due to -I of COOH grp , 2 is more acidic than 3

so 1 > 2 > 3

wats the ans given ?

UP 0 DOWN 0
Post on FacebookPost anonymously?

39

Pritish Chakraborty ·2010-09-22 06:33:00

Possibly so...even I'm a bit confused about this one.

UP 0 DOWN 0
Post on FacebookPost anonymously?

23

qwerty ·2010-09-22 22:43:33

i think 1> 2> 3 hi hona chahiye, harry ans to batade

UP 0 DOWN 0
Post on FacebookPost anonymously?

1

nihal raj ·2010-09-22 23:04:14

i will go with 1>2>3 becoz obviously due to -i effect 2>3 but -i effect is a weak effect and so much change in acidity of cooH should not take place.

UP 0 DOWN 0
Post on FacebookPost anonymously?

1

harrys ·2010-09-22 23:39:20

ans is 1>2>3

UP 0 DOWN 0
Post on FacebookPost anonymously?

Your Answer

Basic Integral Calculus Operators Symbols Matrix Cases

√ √ || {} [] () → ~ ^ x x x → → ln log lg lim lim cos sin tan cot arcsin arccos arctan

∫ ∫ ∫ ∫ ∫ ∬ ∬ ∬ ∬ ∬ ∭ ∭ ∭ ∭ ∭ ⨌ ⨌ ⨌ ⨌ ⨌

∑ ∑ ∑ ∑ ∑ ∮ ∮ ∮ ∮ ∮ ∏ ∏ ∏ ∏ ∏ ∐ ∐ ∐ ∐ ∐

+ - × ÷ ± ∓ = ∪ ∩ ≠ ∼ ≈ ∅ ∀ ∃ ∈ ∋ ∝ ≤ ≥ ≃ ≅ ≡ < > ≪ ≫ ⊂ ∉ ⊃ ⊆ ⊇ ⇒ ⇐ ⇔ ⇒ ⇐ ⇔ ⇑ ⇓ ⇕ → ← ↔ → ← ↔ ↑ ↓ ↕ ↖ ↗ ↘ ↙ ↪ ↩ ⇀ ↼ ⇁ ↽

° ∂ ∞ α β γ δ θ λ μ ν ξ π ρ σ φ ω ε ƒ κ τ υ Γ Δ Λ Σ Π Ω