Alcohols, Phenols and Ethers

A hydroxy compound (X) with molar mass 122 g mol-1 is acetylated with acetic anhydride, using a large excess of the reagent ensuring complete acetylation of all hydroxyl groups. The product obtained has a molar mass of 290 g mol-1. The number of hydroxyl groups present in compound (X) is:

1. 2
2. 4
3. 3
4. 5

From the following, how many compounds contain at least one secondary alcohol? [figure] Choose the correct answer from the options given below :

1. Three
2. Two
3. Four
4. Five

A mixed ether (P), when heated with excess of hot concentrated hydrogen iodide produces two different alkyl iodides which when treated with aq. NaOH give compounds (Q) and (R). Both (Q) and (R) give yellow precipitate with NaOI. Identify the mixed ether (P) :

1. [figure]
2. [figure]
3. [figure]
4. [figure]

Given below are two statements : In the light of the above statements, choose the correct answer from the options given below

1. Statement I is true but Statement II is false
2. Both Statement I and Statement II are true
3. Both Statement I and Statement II are false
4. Statement I is false but Statement II is true

3,3-Dimethyl-2-butanol cannot be prepared by : Choose the correct answer from the options given below :

1. B and E Only
2. B, C and E Only
3. B and C Only
4. B Only

Which one of the following reactions will not lead to the desired ether formation in major proportion? (iso-Bu isobutyl, sec-Bu sec-butyl, n-Pr n-propyl, tBu tert-butyl, Et ethyl)

1. [figure]
2. iso-Bu O Na + sec-BuBr sec-Bu–O–iso-Bu
3. [figure]
4. tBu O Na + EtBr tBu-O-Et

Given below are two statements : In the light of given statements, choose the correct answer from the options given below

1. Statement I is false but Statement II is true
2. Statement I is true but Statement II is false
3. Both Statement I and Statement II are true
4. Both Statement I and Statement II are false

Benzene is treated with oleum to produce compound (X) which when further heated with molten sodium hydroxide followed by acidification produces compound (Y). The compound Y is treated with zinc metal to produce compound (Z). Identify the structure of compound (Z) from the following options.

1. [figure]
2. [figure]
3. [figure]
4. [figure]

An organic compound (X) with molecular formula C3H6O is not readily oxidised. On reduction it gives C3H8O (Y) which reacts with HBr to give a bromide (Z) which is converted to Grignard reagent. This Grignard reagent on reaction with (X) followed by hydrolysis gives 2,3-dimethylbutan-2-ol. Compounds (X), (Y) and (Z) respectively are:

1. CH3CH2CHO, CH3CH2CH2OH, CH3CH2CH2Br
2. CH3COCH3, CH3CH(OH)CH3, CH3CH(Br)CH3
3. CH3COCH3, CH3CH2CH2OH, CH3CH(Br)CH3
4. CH3CH2CHO, CH3CH=CH2, CH3CH(Br)CH3

A toxic compound "A" when reacted with NaCN in aqueous acidic medium yields an edible cooking component and food preservative "B". "B" is converted to "C" by diborane and can be used as an additive to petrol to reduce emission. "C" upon reaction with oleum at 140 C yields an inhalable anesthetic "D". Identify "A", "B", "C" & "D", respectively :

1. Methanol; acetic acid; ethanol; diethyl ether
2. Ethanol; acetonitrile; ethylamine; ethylene
3. Methanol; formaldehyde; methyl chloride; chloroform
4. Acetaldehyde; 2-hydroxypropanoic acid; propanoic acid; dipropyl ether