Alcohols, Phenols and Ethers

Match the reagents (List-I) with the product (List-II) obtained from phenol. Choose the correct answer from the options given below :

1. (a)-(iv), (b)-(ii), (c)-(i), (d)-(iii)
2. (a)-(iii), (b)-(iv), (c)-(i), (d)-(ii)
3. (a)-(ii), (b)-(i), (c)-(iv), (d)-(iii)
4. (a)-(iv), (b)-(iii), (c)-(ii), (d)-(i)

Which one of the following reaction sequence is incorrect method to prepare phenol?

1. [figure] , oleum, NaOH, H3O+
2. Aniline, NaNO2 + HCl, H2O, heating
3. Cumene, O2, H3O+
4. [figure] , NaOH, STP condition

What is the IUPAC name of the organic compound formed in the following chemical reaction? Acetone [(ii) H2O, H+](i) C2H5MgBr, Dry ether product

1. 2-methylbutan-2-ol
2. 2-methylpropan-2-ol
3. pentan-2-ol
4. pentan-3-ol

Anisole on cleavage with HI gives :

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

Reaction between acetone and methylmagnesium chloride followed by hydrolysis will give :

1. Sec. butyl alcohol
2. Tert. butyl alcohol
3. Isobutyl alcohol
4. Isopropyl alcohol

The compound that is most difficult to protonate is :

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

The structure of intermediate A in the following reaction, is : [figure]

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

The compound A on treatment with Na gives B, and with PCl5 gives C. B and C react together to give diethyl ether. A, B and C are in the order

1. C2H5OH, C2H6, C2H5Cl
2. C2H5OH, C2H5Cl, C2H5ONa
3. C2H5Cl, C2H6, C2H5OH
4. C2H5OH, C2H5ONa, C2H5Cl

In the reaction, [figure] the electrophile involved is

1. dichloromethyl cation ( CHCl2)
2. formyl cation ( CHO)
3. dichloromethyl anion ( CHCl2)
4. dichlorocarbene (:CCl2)

Identify the major products P, Q and R in the following sequence of reactions : [figure]

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