Alcohol, Phenol and Ether MCQ Questions & Answers in Organic Chemistry | Chemistry

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141. $$p$$ - Nitrophenol is a stronger acid than phenol while $$p$$ - cresol is a weaker acid. This can be explained as

A $$ - C{H_3}$$  group decreases the electron density on oxygen of $$O-H$$  group making $$p$$ - cresol a weaker acid
B $$ - N{O_2}$$  group decreases electron density on oxygen of $$O - H$$  group making $$p$$ - nitrophenol a stronger acid
C $$ - C{H_3}$$  group increases the electron density on oxygen of $$O - H$$  group making release of $${H^ + }$$ easier
D $$ - N{O_2}$$  group increases the electron density on oxygen of $$O - H$$  group making release of $${H^ + }$$ easier.
Answer :   $$ - N{O_2}$$  group decreases electron density on oxygen of $$O - H$$  group making $$p$$ - nitrophenol a stronger acid

142. Which are not cleaved by $$HI{O_4}?$$
(i) glycerol
(ii) glycol
(iii) 1, 3 propenediol
(iv) methoxy - 2 - propanol

A (i), (ii), (iii), (iv)
B (i), (ii)
C (ii), (iii)
D (iii), (iv)
Answer :   (iii), (iv)

143. Among the following the one that gives positive iodoform test upon reaction with $${I_2}$$ and $$NaOH$$  is

A \[\overset{\begin{smallmatrix} C{{H}_{3}} \\ |\,\,\,\,\,\, \end{smallmatrix}}{\mathop{C{{H}_{3}}-CHC{{H}_{2}}OH}}\,\]
B $$PhCHOHC{H_3}$$
C $$C{H_3}C{H_2}CH\left( {OH} \right)C{H_2}C{H_3}$$
D $${C_6}{H_5}C{H_2}C{H_2}OH$$
Answer :   $$PhCHOHC{H_3}$$

144. Out of benzene and phenol, phenol is more easily nitrated because

A presence of $$-OH$$  group in phenol increases the electron density at $$ortho$$  and $$para$$  - position
B presence of $$-OH$$  group in phenol decreases the electron density at $$ortho$$  and $$para$$  - position
C nitration being electrophilic substitution requires less density at $$ortho$$  and $$para$$  - position
D phenol is more reactive than benzene due to $$-R$$  effect.
Answer :   presence of $$-OH$$  group in phenol increases the electron density at $$ortho$$  and $$para$$  - position

145. Match the column I with column II and mark the appropriate choice.
Column I Column II
a. Methanol 1. Ethyl alcohol
b. Fermentation 2. Heated copper at 573 $$K$$
c. Conversion of 2° alcohol to ketone 3. Reaction of alkyl halide with sodium alkoxide
d. Williamson's synthesis 4. Wood spirit

A a - 1, b - 3, c - 2, d - 4
B a - 2, b - 3, c - 4, d - 1
C a - 4, b - 1, c - 2, d - 3
D a - 4, b - 2, c - 3, d - 1
Answer :   a - 4, b - 1, c - 2, d - 3

146. Which of the following statements is correct?

A The reaction of methyl magnesium iodide with acetone followed by hydrolysis gives secondary butanol.
B Primary alcohols are dehydrated easily than secondary and tertiary alcohols.
C Tertiary alcohol is more acidic than primary alcohol.
D Tertiary butyl alcohol gives turbidity fastest with Lucas reagent.
Answer :   Tertiary butyl alcohol gives turbidity fastest with Lucas reagent.

147. Consider the following reaction,
\[\text{Ethanol}\xrightarrow{PB{{r}_{3}}}X\xrightarrow{Alc.\,KOH}\]       \[Y\xrightarrow[\left( \text{ii} \right)\,{{H}_{2}}O,\,\text{heat}]{\left( \text{i} \right)\,{{H}_{2}}S{{O}_{4}},\,\text{room temperature}}Z\]
The product $$Z$$ is

A $$C{H_2} = C{H_2}$$
B $$C{H_3}C{H_2}OC{H_2}C{H_3}$$
C $$C{H_3}C{H_2}OS{O_3}H$$
D $$C{H_3}C{H_2}OH$$
Answer :   $$C{H_3}C{H_2}OS{O_3}H$$

148. The compound that will react most readily with $$NaOH$$  to form methanol is

A $${\left( {C{H_3}} \right)_4}{N^ + }{I^ - }$$
B $$C{H_3}OC{H_3}$$
C $${\left( {C{H_3}} \right)_3}{S^ + }{I^ - }$$
D $${\left( {C{H_3}} \right)_3}CCI$$
Answer :   $${\left( {C{H_3}} \right)_4}{N^ + }{I^ - }$$

149. The most suitable reagent for the conversion of $$RC{H_2}OH \to RCHO$$     is

A $${K_2}C{r_2}{O_7}$$
B $$Cr{O_3}$$
C $$KMn{O_4}$$
D $$PCC$$
Answer :   $$PCC$$

150. Consider the following alcohols,
Alcohol, Phenol and Ether mcq question image
The order of decreasing reactivities of these alcohols towards nucleophilic substitution with $$HBr$$  is :

A III > I > IV > II
B III > I > II > IV
C I > III > IV > II
D I > III > II > IV
Answer :   III > I > IV > II