Alcohol, Phenol and Ether Test

Result

Alcohol, Phenol and Ether Test - 4

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Weekly Quiz Competition

Question 1
1 / -0

The reagent that cannot be used to distinguish between phenol and benzyl alcohol is:

A
NaOH

B
NaHCO₃

C
Br₂

D
FeCl₃

Solution

Both phenol and benzyl alcohol do not react with NaHCO₃; hence, NaHCO₃ cannot be used to distinguish between the two.
But the other options can be used for the distinction, as:
(1) Only phenol dissolves in NaOH.
(3) Phenol gives a white precipitate of 2,4,6-tribromo phenol with bromine.
(4) Phenol gives a violet colouration with FeCl₃.
Question 2
1 / -0

Consider the following match pairs:

Alcohol α -Hydrogen Colour with Victor Mayer Test

I 2 Colourless

II 1 Blue

III 0 Red

The correct match pair(s) is/are:

A
(I) and (II)

B
(II) and (III)

C
Only (III)

D
Only (II)

Solution

Primary Alcohol – Red Colour with Victor Mayer Test
Secondary Alcohol – Blue Colour with Victor Mayer Test

Tertiary Alcohol – Remains Colourless in Victor Mayer Test
Hence, the correct match is as follows:

Alcohol α -Hydrogen Colour with Victor Mayer Test

I 2 Red

II 1 Blue

III 0 Colourless
Question 3
1 / -0

Consider the following statements:

(I) Hydration of 3-phenylbut-1-ene in dil. H₂SO₄ yields 3-phenylbutan-2-ol.
(II) S_N¹ substitution of ROH brings both inversion of geometry and rearrangement of the carbon skeleton.
(III) S_N¹ substitution of ROH leads only rearrangement of the carbon skeleton.
(IV) Reaction of pentan-2-ol with HBr gives a mixture of 2-bromopentane and pent-2-ene as the reaction occurs via both S_N¹and S_N² mechanisms.

The correct order of initials T (true) and F (false) for the above statements is:

A
T, T, F, F

B
T, F, T, F

C
F, F, T, T

D
T, T, F, T

Solution

Statements III and IV are true, while statements I and II are false.

(I) Hydration of 3-phenylbut-1-ene in dil. H₂SO₄ yields 2-phenylbutan-2-ol.
(II) S_N¹ substitution of ROH brings about racemisation and rearrangement of the carbon skeleton if possible.
(III) The carbocation formed undergoes rearrangement in going from the less stable carbocation to more stable carbocation.
(IV) The reactions of 2^o substrate occurs via both S_N¹ and S_N² mechanisms. S_N¹ yields primarily an elimination product, whereas S_N² yields a substitution product.