1. An aromatic hydrocarbon A reacts with propene in the presence of anhydrous AlCl3 to give a compound B with a molecular formula C9H12. Further compound B undergoes oxidation in the presence of air to give hydro peroxide C. Compound C decomposes in HCl acid solution to give compound D and acetone. Identify A, B, C and D. Explain the reactions. J–12
ANSWER
|
(A)
Benzene
|
(B)
Cumene
|
(C)
Cumene hydro peroxide
|
(D)
Phenol
|
2. An organic compound A of molecular formula C6H6O gives violet colouration with neutral FeCl3. Compound A on treatment with metallic Na gives compound B. Compound B on treatment with CO2 at 400 K under pressure gives C. This product on acidification gives compound D (C7H6O3) which is used in medicine. Identify A, B, C and D and explain the reactions. O–06
ANSWER
|
(A)
Phenol
|
(B)
Sodium phenoxide
|
(C)
Sodium salicylate
|
(D)
o-Hydroxy benzoic acid /
Salicylic acid
|
3. An organic compound A (C6H6O) gives maximum of two isomers B and C when an alkaline solution of A is refluxed with Chloroform at 333 K. B on oxidation gives an acid D. The acid D is also obtained by treating sodium salt of A with CO2 under pressure followed by hydrolysis. Identify the compounds A, B, C and D and explain with proper chemical reactions.M–07, O–10
ANSWER
|
(A)
Phenol
|
(B)
o-Hydroxy benzaldehyde / Salicylaldehyde
|
(C)
p-Hydroxy benzaldehyde
|
(D)
o-Hydroxy benzoic acid /
Salicylic acid
|
4. Compound (A) with molecular formula C6H6O gives violet colour with neutral FeCl3, reacts with CHCl3 and NaOH and gives two isomers (B) and (C) with molecular formula C7H6O2. Compound (A) reacts with ammonia at 473 K in the presence of ZnCl2 and gives compound (D) with molecular formula C7H7N. Compound (D) undergoes carbylamine test. Identify (A), (B), (C) and (D) and explain the reactions.
ANSWER
|
(A)
Phenol
|
(B)
o-Hydroxy benzaldehyde / Salicylaldehyde
|
(C)
p-Hydroxy benzaldehyde
|
(D)
Aniline / Amino benzene
|
5. Compound A (C6H6O) gives violet colouration with neutral FeCl3. With CO2 at 400 K/4 to 7 atm. followed by acidification with HCl gives B (C7H6O3) also gives violet colouration with neutral FeCl3 and gives effervescence with NaHCO3 solution. Compound A reacts with NH3 at 473 K in the presence of anhydrous ZnCl2 to give compound C (C6H7N) which undergoes carbylamine test. Identify A, B, C and explain the reactions. O–11 / M–10
ANSWER
|
(A)
Phenol
|
(B)
o-Hydroxy benzaldehyde / Salicylaldehyde
|
(C)
p-Hydroxy benzaldehyde
|
(D)
Aniline / Amino benzene
|
6. An organic compound (A) of molecular formula C6H6O gives violet colour with neutral FeCl3. (A) gives maximum of two isomers (B) and (C) when an alkaline solution of (A) is refluxed with CCl4. (A) also reacts with C6H5N2Cl to give the compound (D) which is a red orange dye. Identify (A), (B), (C) and (D). Explain with suitable chemical reactions. O–07
ANSWER
|
(A)
Phenol
|
(B)
o-Hydroxy benzoic acid /
Salicylic acid
|
(C)
p-Hydroxy benzoic acid
|
(D)
p-Hydroxy azo benzene
|
7. An organic compound A (C6H6O) gives violet colour with neutral FeCl3. A gives two isomers B and C, when an alkaline solution of A is refluxed with CCl4. A also reacts with formaldehyde and sodium hydroxide to give compound D. Identify A, B, C and D. Explain with suitable chemical reactions. J-11
ANSWER
|
(A)
Phenol
|
(B)
o-Hydroxy benzoic acid /
Salicylic acid
|
(C)
p-Hydroxy benzoic acid
|
(D)
p- Hydroxy phenyl methanol
|
8. Two isomers (A) and (B) have the same molecules formula C4H10O. (A) when heated with copper at 573 K gives an alkene (C) of molecular formula C4H8. (B) on heating with copper at 573 K gives (D) of molecular formula C4H8O which does not reduce Tollen's reagent but answers iodoform test. Identify (A), (B), (C) and (D) and explain the reactions.M–09
ANSWER
|
(A)
Tertiary Butyl alcohol
|
(B)
Secondary Butyl alcohol
|
(C)
Isobutylene
|
(D)
Ethyl methyl ketone
|
9. Compound (A) of molecular formula C3H8O liberates hydrogen with sodium metal. (A) with P/I2 gives (B). Compound (B) on treatment with silver nitrate gives (C) which gives blue colour with nitrous acid. Identify (A), (B), (C) and explain the reactions. O–09
ANSWER
|
(A)
iso-Propyl alcohol / 2-Propanol
|
(B)
2-Iodo propane
|
(C)
2-Nitro propane
|
10. An organic compound A (C3H8O) answers Lucas test within 5 - 10 min and on oxidation forms B (C3H6O). This on further oxidation forms C (C2H4O2) which gives effervescence with Na2CO3. B also undergoes iodoform reactions. Identify A, B and C. Explain the conversion of A to B and C. J–07
ANSWER
|
(A)
iso-Propyl alcohol / 2-Propanol
|
(B)
Acetone
|
(C)
Acetic acid
|
11. An organic compound A (C3H8O) answers Luca’s test within 5 - 10 min and on oxidation forms B (C3H6O). (B) on further oxidation forms C (C2H4O2) which gives effervescence with NaHCO3. (B) also undergoes iodoform reactions. Identify A, B and C. Explain the reactions involved. J–09
ANSWER
|
(A)
iso-Propyl alcohol / 2-Propanol
|
(B)
Acetone
|
(C)
Acetic acid
|
12. An organic compound (A) of molecular formula C3H8O gives turbidity within 5-10 min on reaction with anhydrous ZnCl2/HCl. Compound (A) on treatment with sodium hypochlorite gives a carbonyl compound (B) which on further chlorination gives compound (C) of molecular formula C3H3OCl3. Identify (A), (B) and (C). Explain the reactionsM-06
ANSWER
|
(A)
iso-Propyl alcohol / 2-Propanol
|
(B)
Acetone
|
(C)
Trichloro acetone
|
13. An organic compound (A) C2H6O liberates hydrogen on treatment with metallic sodium. (A) on mild oxidation gives (B) C2H4O which answers iodoform test. (B) when treated with conc. H2SO4 undergoes polymerisation to give (C), a cyclic compound. Identify (A), (B) and (C) and explain the reactions. J–06
ANSWER
|
(A)
Ethyl alcohol
|
(B)
Acetaldehyde
|
(C)
Paraldehyde
|
14. An organic compound C2H6O (A) liberates hydrogen with Al2O3 at 620K and gives (B) of molecular formula C2H4. (B) reacts with cold KMnO4 (Baeyer’s reagent) to give (C) of molecular formula C2H6O2. Identify (A), (B) and (C) and explain the reactions.
ANSWER
|
(A)
Ethyl alcohol
|
(B)
Ethylene
|
(C)
Ethylene glycol
|
15. An organic compound A (C2H6O) liberates hydrogen with Sodium metal. A when heated with alumina at 620K gives an alkene B which when passed through Bayer's reagent gives C (C2H6O2). C reacts with PI3 and gives back B. Identify A, B and C. Write the reactions. M-11 / J–10
ANSWER
|
(A)
Ethyl alcohol
|
(B)
Ethylene
|
(C)
Ethylene glycol
|
16. An organic compound (A) of molecular formula C2H6O liberates hydrogen with metallic sodium. Compound (A) on heating with excess of conc. H2SO4 at 440 K gives an alkene (B). Compound (B) when oxidised by Baeyer's reagent gives compound (C). Identify A, B, C and explain the above reactions. J–09
ANSWER
|
(A)
Ethyl alcohol
|
(B)
Ethylene
|
(C)
Ethylene glycol
|
17. An organic compound A (C2H6O2) liberates hydrogen with metallic sodium. Compound A when heated with anhydrous Zinc chloride ultimately gives B (C2H4O)) whereas when heated with conc. phosphoric acid gives C (C4H10O3). A on oxidation with acidified K2Cr2O7 gives compound D (CH2O2). Identify A, B, C and D. Explain the reactions involved. O – 2012
ANSWER
|
(A)
Ethylene glycol
|
(B)
Acetaldehyde
|
(C)
Diethylene glycol
|
(D)
Formic acid
|
18. Compound A with molecular formula C3H6 is obtained from petroleum. When A is treated with chlorine at 773 K compound B of molecular formula C3H5Cl is obtained. When B is treated with Na2CO3 solution at 773 K/12 atm. it gives the compound C with molecular formula C3H6O, C on treatment with HOCl followed by hydrolysis with NaOH gives D having molecular formula C3H8O3. Find A, B, C and D. Explain the reaction.
ANSWER
|
(A)
Propylene
|
(B)
Allyl chloride
|
(C)
Allyl alcohol
|
(D)
Glycerol
|
19. Compound A of molecular formula C7H8 is treated with chlorine and then with NaOH to get compound B of molecular formula C7H8O. B on oxidation by acidified K2Cr2O7 gives compound C of molecular formula C7H6O. Compound C on treatment with 50% caustic soda gives the compound B and also D. Find A, B, C and D. Explain the reactions. J–08
ANSWER
|
(A)
Toluene / Methyl benzene
|
(B)
Benzyl alcohol
|
(C)
Benzaldehyde
|
(D)
Sodium benzoate
|
20. An organic compound A of molecular formula C7H8 reacts with C12 and NaOH to give an aromatic alcohol B of molecular formula C7H8O which liberates H2 with metallic sodium. Compound B on reaction with CH3COOH in the presence of conc. H2SO4 forms compound C of molecular formula C9H10O2 which has the fragrance of jasmine. Identify A, B and C. Explain the reactions. M–12
ANSWER
|
(A)
Toluene / Methyl benzene
|
(B)
Benzyl alcohol
|
(C)
Benzyl acetate
|
21. An organic compound (A) C7H8O liberates hydrogen with metal sodium. (A) on treatment with acidic potassium dichromate gives (B) (C7H6O). Compound (B) when treated with N2H4 & NaOH / KOH gives (A). (B) with acetic anhydride in the presence of sodium acetate gives (C) with molecular formula (C9H8O2). Identify (A), (B) and (C). Explain the reactions involved. O–08
ANSWER
|
(A)
Benzyl alcohol
|
(B)
Benzaldehyde
|
(C)
Cinnamic acid
|
Unit – 16 Hydroxy Derivatives
1. Compare the acid strength in 1o, 2o and 3o alcohol giving reason.
2. Explain oxidation reactions of Ethylene glycol.
3. How is glycerol obtained commercially? State its
uses.
4. How does Glycerol react with i) PCl5 ii)
KHSO4?
5. Give a brief account of the following reaction.
i) Esterification ii) Riemer Tiemann reaction
6. Account for the following: i) Phenol have a
smaller dipole moment than methanol.
ii)
Phenols do not give protonation reaction readily.
7. What are monohydric alcohols? How are they
classified? Give any three methods of preparing Ethyl alcohol.
8. How will you distinguish the primary, secondary
and tertiary alcohols by Victor Meyer’s method?
9. Write equation for the following conversions.
a) Ethyl
alcohol -----------> Ethylene b) Ethyl alcohol ----------->
Diethyl
ether
c) Ethyl
alcohol -----------> Ethyl amine
10. Explain the mechanism of Esterification.
11. Explain the action of Glycerol with
i) Oxalic
acid at 383 K ii) Oxalic acid at 530 K iii)
Concentrated HNO3 and H2SO4
12. What are the oxidation products of glycerol?
13. How is ethylene glycol prepared? Give three
methods.
14. Starting from phenol how would you obtain the
following compounds?
a) p-Quinone b)
Picric acid c) Anisole
15. Give any four methods of preparing benzyl
alcohol.
16. Write a note on the ‘Acidic nature of phenol’.
17.
What happens when? - give equation.
KHSO4
i) Ethylene + Alkaline permanganate -----------> ii) Glycerol ----------->
D
KOH
(aq)
iii)
Ethylene + Chlorine -----------> Product ----------->
18. How can the following conversion be effected?
i)
Glycerol ------> Acrolein ii)
Glycol ------> Dioxin iii) Oxalic
acid ------> Formic acid
19. What is the action of? i) Anhydrous ZnCl2 on Glycol
ii) Con. HI on Glycerol
iii)
Heat on a mixture of Glycerol and Oxalic acid (533 K)
20. Complete the following:
O2/Ag
H2SO4/H2O
i) C2H4 -----------> A -----------> B
523 K 473K
HNO3
HNO3
ii) Glycerol -----------> A -----------> B
(O) (O)
Na2CO3/H2O HOCl
NaOH
iii)
Allyl chloride -----------> A ----------->
B -----------> C
21. Convert the following:
i) Glycol ------> Formaldehyde ii) Glycerol ------>
TNG iii) Glycerol ------>Glycerol Triacetate
22. How can the following be obtained?
a)
Phenol from Benzene diazonium chloride
b) 2, 4, 6-Tribromo
phenol from Phenol
23. How will you convert? a) Chloro benzene to Phenol b) Phenol to 2-Acetoxybenzoic acid
24. How can the following conversion be effected?
a)
Phenol to phenolphthalein
b) Phenol
to benzene
25. Write the reaction which takes place when
i)
Sodium phenoxide is treated with CO2 and the product is acidified
ii)
Phenol is heated with Chloroform and NaOH iii)
Phenol is reacted with dilute HNO3.
26. Account for the following:
i)
Phenol exhibits acidic character
ii) Phenol does
not get protonated readily
iii)
Phenol, Benzene diazonium chloride and NaOH solution gives red dye.
27. How are the following conversions done?
i)
Phenol to Phenyl ethanoate ii) Aniline to Phenol and iii)
Phenol to Anisole
28. Account for the following: i) Phenol is soluble in NaOH and
regenerated on adding HCl.
ii)
Phenol is insoluble in NaHCO3 solution while Acetic acid is soluble
iii)
Ethyl alcohol and Phenol are miscible in all proportions
29. What happens i) when Phenol is warmed with CCl4 in presence of NaOH?
ii)
When Phenol is treated with Benzoyl chloride in presence of NaOH?
iii)
When phenol is treated with con. H2SO4?
30. Distinguish between Ethanal and Phenol
31. Distinguish between Phenol and Acetic acid
32. Distinguish between Phenol and Aniline
33. Distinguish between Phenol and Anisole
hi sir, is this enough to sturdy these problems alone for exam???? i also read your article about the tips for easy identification of the organic salts given under the q.no 70.(a)& (c)
ReplyDelete. it seems to be great.. your posts in the blog really seem to worth a lot and and of greater help for smart preparation for exam sir.. thanks a lot...
Advance wishes to you.
DeleteExpect more and Try to learn more.
It is only an initiation & NOT ENOUGH to study these problems alone for exam.
Thank you for your feedback.
I feel happy for the success of the blog.
Sir,
ReplyDeleteYour guidance in this chem brains is really very much useful.It is in a very simplified way that any student can remember like formulas.Thank you for providing this material.
its quite informative but i need molecular formula of ur problems
ReplyDeletethe image you have given for hydroxy derivatives was awesome.
ReplyDelete