Acid & Bases Sheet Solution
Acid & Bases Sheet Solution
Acid & Bases Sheet Solution
2. (a) (b) CH3–CH=CH–O resoanance
NO2
(–R)
O– O–
4.
< (d-orbital resonance)
F Cl
[–NH2 is (+M)]
5. (B) Form aromatic anion after removed of H
6. (B) Is less acidic due to (+R) of OH while in (C) –OH shows but in (D) H-bonding
7. More acidic less pH value
8. Check series of (–I)
III > I > II
Here –NH– is (–I) and distance dependent.
1
10. Acidic
pKa
Acidic EWG group
– R –I
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ACID & BASE
11. (a) in phenoxide resonance present
(b) (–I) > = > –
NO2
NH2
12. (i) O-Nitro phenol is less acidic than p-Nitro phenol due to formation of intramolecular H-bonding
in C two (–R)
in D three (–R)
(ii) –NO2 (–R)
–Cl (–I)
–CH3 (+H)
(iv) –CH3 (+H) at O and P position but in meta only (+I) operate.
But in (a) and (c) +H is same and at artho-position more +I operate than para.
(v) –Cl is only (–I) and distance dependent
(vi) Check ortho effect
(vii) in C artho effect
in B –NO2 is only (–I)
in A –NO2 is only (–R)
1 1 1
13. Acidity –R –I
I H R
(i) –CH3 (+H)
–NO2 (–R)
–Cl (–I)
–NH2 (+R)
(ii) Note: Resonance and hyperconjugation do not work at meta position only inductive
effect will operate
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ACID & BASE
(iii) –OMe
in a +R > –I
in b Only –I in both case resonance same than check inductive
in d +R > –I because inductive effect is distance dependent
CH3
CH3
HCOOH >
COOH
> R–COOH
O O
(ii) > H2O > R–OH > CCH > H2 > NH2
2 3 1 NH3 R = Et
In gas phase only check electron density.
Amide are weaken base due to
O
R–C–NH2
(vi) in a N is down atom while O cause (–I)
(vii) in B LP is delocalized and C is 2°
(viii) –NO2 (–I)
–CH3 (+I)
–F (–I)
(ix) Check series of inductive effect
3. (i) d is strongest base N is sp3 and ‘S’ have less (–I) than ‘O’
(ii) b sp3N
H
N
1
12. (b) EN O N C EN
Basicity
13. in ‘C’ Lp repulsion between two nitrogen is very high therefore protonate easily.
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ACID & BASE
O
C–O–
1 1
16. Acidic strength Ka pKb
pKa Kb
17. (A) Aromatic and 3 resonance
Aromatic and + 3 H
Aromatic
H
N–H N
.. .. 3 equal R–S
(B) NH2 NH2 N
..
H
(But not in Pyridine)
18. (C)
3 eq PS after protonation > 2 eq. PS > localised > delocalised on 'O'
19. (3)
–O–, N , –NH2
(Ring)
20. (6)
All are more acidic than given str.
H.O. 92, Rajeev Gandhi Nagar, Kota (Raj.) Mob. 97831-97831, 70732-22177, Ph. 0744-2423333 156
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ACID & BASE
EXERCISE # III
O
R–COO–H 14
HCO3 14 14
1. C CO2+H2O
R–SO3–H
HO OH
unstable carbonic
acid
2. After removed of H2 compound become aromatic but not in case of H1.
3. If H attached with more electronegative atom give metallic test and follow. Follow this order
4. Squaric acid is an aromatic acid and follow following order.
5. In case of –NO2 SIR present but not in case of –CN (linear group)
6. In case of 1st (NO-Resonance bread’t rule) but in IInd resonance is present.
NH2
aromatic
1
8. Acidity Ka
pKa
12. And reaction goes in that direction where weak acid is present.
O O
> H2O > R–OH > CCH > H2 > NH3
H.O. 92, Rajeev Gandhi Nagar, Kota (Raj.) Mob. 97831-97831, 70732-22177, Ph. 0744-2423333 157
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ACID & BASE
EXERCISE # IV (JEE MAINS)
2. (1) NH3 + N NH4
NH3 NH2 H
O O O
H
(3) HO–S–OH HO–S–O– –
O–S–O– + H
O O O
4. Ortho substituted acid are more acidic than without Ortho substituted
in III –NO2 (–R)
in IV –NO2 (–I)
COOH
1
6. Acidic HCOOH > > R–COOH
pK a
CH2–NH2
7. Benzyl amine
—
8.
OH O H
–2
12. Acidity HCCH > H2O > ROH > H2 > NH3 reverse this
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ACID & BASE
13. Is more acidic due to (–I) of Cl and inductive effect is distance dependent.
15. I and III N having sp3 but in III O cause (–I), IV is aromatic due to Lp (least basic).
1
21. Basic
pK b
O
22. O–C–O ClO3 ClO2
O
4 identical R.S 3 R.S 2 R.S
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ACID & BASE
N
N
sp2 localised H
2
sp delocalised
Lp is a part of aromaticity
25. NC—C—CN
N
26. In aqueous solutions :
2° > 1° > 3° NH3 (for methyl amine)
2 > 3 > 1° > NH3 (for ethyl amine)
27. In (B) –NO2 –R
(C) –NO2 (–I)
(D) –OMe +R
Acidic strength EWG – R > –I
28. After protonution of b and C nitrogen conjugated acid will form and stabilised by (LP) but in C
LP of N is localised
H.O. 92, Rajeev Gandhi Nagar, Kota (Raj.) Mob. 97831-97831, 70732-22177, Ph. 0744-2423333 160
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ACID & BASE
EXERCISE # V (JEE ADVANCED)
1. Formation of equal R.S in benzoic acid.
4. (I) Form 2 equal R.S after protonation (amidine) (IV) is weakleast organic base.
O
C—OH intramolecular hydrogen bonding
O
H
5.
(more volatile)
While p-derivative is less volatile due to formation of intermolecular H-bonding.
6. Acidity Ka
7. IInd having –I of F
O O
8. > H2O > R–OH > CHCH > H2 > NH3
R–COOH > –OH attached with –NO2
9. Ans. (B)
in II –Cl (–I)
IV –CH3 (+H)
NO2 NO2
OH OH OH
NO2
> > > H2O > R–OH
NO2
H.O. 92, Rajeev Gandhi Nagar, Kota (Raj.) Mob. 97831-97831, 70732-22177, Ph. 0744-2423333 161
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ACID & BASE
–
OH O Na
+ NaHCO3 + H2CO3
W.A
S.A
(feasible)
H2CO3 is highly unstable and liberate CO2 + H2O
O H–O
15. R–C C–R
O–H O
(exist in dimeric form)
O O
18. (A) O– (B) O–
More solvation due to linear arrangement of ( bond)
O O–
..
CH3O C–O– O
.. (Less solvation due to 3D
(Charge by + M of –OCH3) structure of Alkyl group)
H.O. 92, Rajeev Gandhi Nagar, Kota (Raj.) Mob. 97831-97831, 70732-22177, Ph. 0744-2423333 162
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