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Question : 26
Total: 26
(a) Write the product (s) in the following reactions:
CH 3 −
− O − CH 2 − CH 3
? ?
(iii)CH 3 − CH = CH − CH 2 − OH
?
(b) Give simple chemical tests to distinguish between the following pairs of compounds:
(i) Ethanol and phenol
(ii) Propanol and 2-methylpropan-2-ol
OR
(a) Write the formula of reagents used in the following reactions :
(i) Bromination of phenol to 2, 4, 6-tribromophenol
(ii) Hydroboration of propene and then oxidation to propanol.
(b) Arrange the following compound groups in the increasing order of their property indicated:
(i) p-nitrophenol, ethanol, phenol (acidic character)
(ii) Propanol, Propane, Propanal (boiling point)
(c) Write the mechanism (using curved arrow notation) of the following reaction :
CH 3 − CH 2 −
H 2
CH 3 − CH 2 −
− CH 2 − CH 3 + H 2 O
(ii)
(iii)
(b) Give simple chemical tests to distinguish between the following pairs of compounds:
(i) Ethanol and phenol
(ii) Propanol and 2-methylpropan-2-ol
OR
(a) Write the formula of reagents used in the following reactions :
(i) Bromination of phenol to 2, 4, 6-tribromophenol
(ii) Hydroboration of propene and then oxidation to propanol.
(b) Arrange the following compound groups in the increasing order of their property indicated:
(i) p-nitrophenol, ethanol, phenol (acidic character)
(ii) Propanol, Propane, Propanal (boiling point)
(c) Write the mechanism (using curved arrow notation) of the following reaction :
Solution:
(a) (i) Acetylation of salicylic acid:
(ii)CH 3 −
− O − CH 2 − CH 3
+
Hence, the products are Isopropyl alcohol and iodoethane.
(iii)CH 3 − CH = CH − CH 2 − OH
Hence, the product is But-2-enal.
(b) (i) Distinguish between ethanol and phenol:
(ii) Distinction between propanol and 2-methylpropan-2-ol
By Lucas test
Turbidity appears after heating
Turbidity appears very quickly
OR
(a) (i)Br 2 ∕ H 2 O ( BH 3 ) 2 , H 2 O 2 ∕ OH −
CH 3 − CH = CH 2
CH 3 − CH 2 − CH 2 − OH
(b) (i) p-nitrophenol> phenol > ethanol
(ii) propanol> propanal > propane
Hence, the products are aspirin and acetic acid.
(ii)
Hence, the products are Isopropyl alcohol and iodoethane.
(iii)
Hence, the product is But-2-enal.
(b) (i) Distinguish between ethanol and phenol:
Test | Ethanol | Phenol |
---|---|---|
Coupling reaction | Negative test | Positive test Reaction will be : |
Iodoform test | Positive test Reaction will be : | Negative test |
By Lucas test
OR
(a) (i)
(ii)
(b) (i) p-nitrophenol
(ii) propanol
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