JEE PYQ: Alcohols Phenols And Ethers Question 14
Question 14 - 2020 (02 Sep Shift 2)
Two compounds A and B with same molecular formula ($\text{C}_3\text{H}_6\text{O}$) undergo Grignard’s reaction with methyl-magnesium bromide to give products C and D. Products C and D show following chemical tests.
| Test | C | D |
|---|---|---|
| Ceric ammonium nitrate Test | Positive | Positive |
| Lucas Test | Turbidity obtained after five minutes | Turbidity obtained immediately |
| Iodoform Test | Positive | Negative |
C and D respectively are:
(1) $\text{C} = \text{H}_3\text{C}-\text{CH}_2-\text{CH}-\text{CH}_3$ (with OH); $\text{D} = \text{H}_3\text{C}-\text{C}(\text{CH}_3)_2-\text{OH}$
(2) $\text{C} = \text{H}_3\text{C}-\text{CH}_2-\text{CH}_2-\text{OH}$; $\text{D} = \text{H}_3\text{C}-\text{CH}_2-\text{CH}-\text{CH}_3$ (with OH)
(3) $\text{C} = \text{H}_3\text{C}-\text{CH}_2-\text{CH}_2-\text{CH}_2-\text{OH}$; $\text{D} = \text{H}_3\text{C}-\text{C}(\text{CH}_3)_2-\text{OH}$
(4) $\text{C} = \text{H}_3\text{C}-\text{C}(\text{CH}_3)_2-\text{OH}$; $\text{D} = \text{H}_3\text{C}-\text{CH}_2-\text{CH}-\text{CH}_3$ (with OH)
BETA
