Q 1 :

Given below are two statements:

Statement I: Propene on treatment with diborane gives an addition product with the formula ((CH3)2-CH3B).

Statement II: Oxidation of ((CH3)2-CH3B) with hydrogen peroxide in presence of NaOH gives propan-2-ol.

In the light of the above statements, choose the most appropriate answer from the options given below:             [2024]

  • Statement I is correct but Statement II is incorrect.

     

  • Statement I is incorrect but Statement II is correct.

     

  • Both Statement I and Statement II are correct.

     

  • Both Statement I and Statement II are incorrect.

     

(2)

Diborane (BH3)2 reacts with alkenes to give trialkyl boranes as addition product. This is oxidised to alcohol by hydrogen peroxide in the presence of aqueous sodium hydroxide.

Hence, statement I is incorrect but statement II is correct.

 



Q 2 :

Identify D in the following sequence of reactions.           [2024]

  • n-Propyl alcohol

     

  • Isopropyl alcohol

     

  • Propanal

     

  • Propionic acid

     

(1)

 



Q 3 :

Which one of the following alcohols reacts instantaneously with Lucas reagent?         [2024]

  • CH3-CH2-CH2-CH2OH

     

  •  

  •  

  •  

(4)

Tertiary (3°) alcohols react immediately with Lucas reagent.

 



Q 4 :

R-COOH(ii)H2O/HCl(i)"X"R-CH2OH

R-CH=CH2(ii)H2O, NaOH, H2O2(i)"X"R-CH2-CH2-OH

Identify 'X' in above reactions.                                               [2023]

  • B2H6

     

  • LiAlH4

     

  • NaBH4

     

  • H2/Pd

     

(1)

 



Q 5 :

Consider the following reaction and identify the product (P).        [2023]

  •  

  •  

  •  

  • CH3CH=CH-CH3

     

(3)

 



Q 6 :

Which amongst the following will be most readily dehydrated under acidic conditions?          [2023]

  •  

  •  

  •  

  •  

(4)

 



Q 7 :

Given below are two statements :

Statement-I: The acidic strength of monosubstituted nitrophenol is higher than phenol because of electron withdrawing nitro group.

Statement-II: o-Nitrophenol, m-nitrophenol and p-nitrophenol will have same acidic strength as they have one nitro group attached to the phenolic ring.

In the light of the above statements, choose the most appropriate answer from the options given below:                         [2022]

  • Both statement-I and statement-II are correct.

     

  • Both statement-I and statement-II are incorrect.

     

  • Statement-I is correct but statement-II is incorrect.

     

  • Statement-I is incorrect but statement-II is correct.

     

(3)

Electron withdrawing groups (e.g. NO2) stabilise the phenoxide ion more by dispersing the negative charge relative to phenol (i.e. release of proton becomes easy) and thus, increase the acidic strength of phenols. The particular effect is more when the substituent is present on o- and p- positions than in m- position to the phenolic group. Thus, acidic strength of nitrophenols decreases in the order:

p-nitrophenol > o-nitrophenol > m-nitrophenol > phenol.

pKa IncreasesAcidic strength decreases

 



Q 8 :

Given below are two statements :

Statement I : In Lucas test, primary, secondary and tertiary alcohols are distinguished on the basis of their reactivity with conc. HCl + anhydrous ZnCl2, known as Lucas Reagent.

Statement II : Primary alcohols are most reactive and immediately produced turbidity at room temperature on reaction with Lucas Reagent.

In the light of the above statements, choose the most appropriate answer from the options given below:                     [2022]

  • Both statement I and statement II are correct.

     

  • Both statement I and statement II are incorrect.

     

  • Statement I is correct but statement II is incorrect.

     

  • Statement I is incorrect but statement II is correct.

     

(3)

Tertiary alcohols are most reactive and immediately produce turbidity at room temperature while primary alcohols do not react with Lucas reagent at room temperature.



Q 9 :

Reaction between acetone and methyl magnesium chloride followed by hydrolysis will give               [2020]

  • iso-propyl alcohol

     

  • sec-butyl alcohol

     

  • tert-butyl alcohol

     

  • iso-butyl alcohol

     

(3)

 



Q 10 :

The structure of intermediate A in the following reaction is             [2019]

  •  

  •  

  •  

  •  

(3)

 



Q 11 :

When vapours of a secondary alcohol is passed over heated copper at 573 K, the product formed is           [2019]

  • a carboxylic acid

     

  • an aldehyde

     

  • a ketone

     

  • an alkene

     

(3)

 



Q 12 :

In the reaction,

the electrophile involved is                    [2018]

  • dichloromethyl cation (C+HCl2)

     

  • formyl cation (C+HO)

     

  • dichloromethyl anion (C¯HCl2)

     

  • dichlorocarbene (:CCl2)

     

(4)

It is Reimer–Tiemann reaction. The electrophile formed is dichlorocarbene (:CCl2) which is formed according to the following mechanism:

 



Q 13 :

Compound A, C8H10O, is found to react with NaOI (produced by reacting Y with NaOH) and yields a yellow precipitate with characteristic smell. A and Y are respectively       [2018]

  •  

  •  

  •  

  •  

(3)

As the compound is giving yellow precipitate with NaOI that shows it is undergoing haloform reaction. Haloform reaction is shown by the compounds having

 



Q 14 :

Identify the major products P, Q and R in the following sequence of reactions:              [2018]

  •  

  •  

  •  

  •  

(4)

 



Q 15 :

Which one is the most acidic compound?             [2017]

  •  

  •  

  •  

  •  

(3)

Electron withdrawing groups increase the acidity while electron donating groups decrease the acidity of phenol.

 



Q 16 :

Reaction of phenol with chloroform in presence of dilute sodium hydroxide finally introduces which one of the following functional group?         [2015]

  • –COOH

     

  • CHCl2

     

  • –CHO

     

  • CH2Cl

     

(3)

This is Reimer–Tiemann reaction.

 

 



Q 17 :

Which of the following reaction(s) can be used for the preparation of alkyl halides?             [2015]

(I)  CH3CH2OH+HClAnh. ZnCl2
(II)  CH3CH2OH+HCl
(III)  (CH3)3COH+HCl
(IV)  (CH3)2CHOH+HClAnh. ZnCl2

  • (I) and (II) only

     

  • (IV) only

     

  • (III) and (IV) only

     

  • (I), (III) and (IV) only

     

(4)

1° and 2° alcohols react with HCl in presence of anhydrous ZnCl2 as catalyst while in case of 3° alcohols anhydrous ZnCl2 is not required.

 



Q 18 :

Which of the following will not be soluble in sodium hydrogen carbonate?        [2014]

  • 2,4,6-Trinitrophenol

     

  • Benzoic acid

     

  • o-Nitrophenol

     

  • Benzenesulphonic acid

     

(3)

The reaction is as follows :

Acid+NaHCO3  Sodium salt of acid(soluble)+H2CO3

Among all the given compounds, o-nitrophenol is weaker acid than HCO3-. Hence, it does not react with NaHCO3.