Alcohols, Phenols and Ethers Test

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Alcohols, Phenols and Ethers Test - 10

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Weekly Quiz Competition

Question 1
4 / -1

Only One Option Correct Type
Direction (Q. Nos. 1-8) This section contains 8 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONLY ONE is correct.
Q.
The correct order of acidic strength of the following alcohols is

A

B

C

D

Solution

Electron donating (+ / -effect) alkyl groups decreases the acidic strength.
Question 2
4 / -1

Among the alkenes which one produces tertiary butyl alcohol on acid hydration

A
(CH₃)₂C = CH₂

B
CH₃ – CH = CH – CH₃

C
CH₃ – CH₂ – CH = CH₂

D
CH₃ – CH = CH₂
Question 3
4 / -1

Which compound given below has the highest solubility in water ?

A
CH₃OH

B
CH₃CH₂OH

C
HO—CH₂CH₂—OH

D
HO—CH₂—CH(OH)—CH₂OH

Solution

Greater the number of hydroxy groups , greater its a bility to form H-bonds with water, hence greater solubility.
Question 4
4 / -1

What is the correct increasing order of acidity of the following?

A
I < II < III < IV

B
IV < III < II < I

C
I < II < IV < III

D
II < I < IV < III

Solution

Both (I) and (II) are 2° alcohols, less acidicthan (I) and (IV) where there is electron withdrawing chloride group is present. Between (I) and (II), (I) is less acidic as ring is considered here equivalent to two ethyl groups attached to α-carbon. (Ill) is more acidic than (IV) because in (III) Cl is at α-carbon while it is at β-carbon in (IV).
Question 5
4 / -1

What is the order of solubility of the following in water?

A
I< ll< III

B
Ill < II < I

C
Ill < I < II

D
II < I < III

Solution

Dihydric alcohols are always more soluble in water than monohydric alcohol. Between (I) and (II), (I) is more soluble as it forms intermolecular H-bonds with water while (II) forms intramolecular H-bonds which decreases its ability to form intermolecular H-bonds with water.
Question 6
4 / -1

Which of the following can be used for the distinction of ethanol from phenol?

A
NaHCO₃

B
Na

C
CH₃MgBr

D
NaOH

Solution

Phenol forms salt with NaOH while a liphatic alcohols do not.
Question 7
4 / -1

Consider the following reaction,
The above reaction can best be brought about by

A
Conc. H₂SO₄ / heat followed by the treatment with CH₃OH/H⁺

B
Treatment with CH₃OH/H⁺ only

C
Treatment with p-toluene sulphonic acid chloride followed by CH₃ONa/CH₃OH

D
Treatment with Na metal followed by addition of CH₃I

Solution

In the below reaction , no bond with chiral carbon is disturbed, hence, configuration is retained in product.
Question 8
4 / -1

Consider the following reaction,
The major product is

A

B

C

D

Solution

Phenolic—OH is neutralised here
Question 9
4 / -1

One or More than One Options Correct Type
Direction (Q. Nos. 9-12) This section contains 4 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONE or MORE THAN ONE are correct.
Consider the compound shown below,
Select the correct statement(s).

A
It is more acidic than methanol

B
It is more acidic than acetic acid

C
It reacts very fast with Lucas reagent

D
It is diacidic

Solution

Methanol is a liquid chemical with the formula CH3OH. It is colourless, volatile, flammable and poisonous.
Methanol is made from the destructive distillation of wood and is chiefly synthesized from carbon monoxide and hydrogen.
It is more acidic compound bc2 this molecule loss H+ ions very easily. as compared to compound [A]
It reacts very difficult to lucas reagent process via SN1 mechanism which depends on carbocation stability.
It is diacid base loss H+ easily.
Question 10
4 / -1

Ethers may be used as solvents because they react only with which of the following reactants?

A
Acids

B
Bases

C
Oxidising agent

D
Reducing agents

Solution

Ethers resist the attack of nucleophiles and bases. However, they are very good solvents in many organic reactions due to their ability to solvate cations by donating the electron pair from oxygen atom. Ethers are generally less reactive and react only with acids.
Question 11
4 / -1

Ethers are :

A
Basic

B
Amphoteric substances

C
Acidic

D
Neutral

Solution

Ethers are compounds which are basic in nature. There is no acidic H in the compound while it has a donor O atom.
Question 12
4 / -1

What is the IUPAC name of di-isopropyl ether

A
Salicyaldehyde

B
Ethyl acetate

C
Iso propoxy propane.

D
Ethyl methyl ether

Solution

IUPAC name of diisopropyl ether is Iso propoxy propane.
Question 13
4 / -1

Comprehension Type
Direction (Q. Nos. 13-15) This section contains a paragraph, describing theory, experiments, data, etc. Three questions related to the paragraph have been given. Each question has only one correct answer among the four given options (a), (b), (c) and (d).
Passage
An organic compound X (C₁₀H₁₂O₃) is not soluble in water or NaHCO₃. A solution of Br₂ in CCI₄ is decolourised by X forming C₁₀H₁₂O₃Br₂. X on controlled ozonolysis followed by the treatm ent with (CH₃)₂S gives Y (C₈H₈O₃) and C₂H₄O₂. Y can also be obtained by reaction between ortho methoxy phenol with CHCI₃ in KOH solution followed by acid hydrolysis.
Q.
What is the correct structure of X?

A

B

C

D

Solution

The key point is formation of Y from ortho methoxy phenol by Reimer-Tiemann reaction.
Question 14
4 / -1

An organic compound X (C₁₀H₁₂O₃) is not soluble in water or NaHCO₃. A solution of Br₂ in CCI₄ is decolourised by X forming C₁₀H₁₂O₃Br₂. X on controlled ozonolysis followed by the treatm ent with (CH₃)₂S gives Y (C₈H₈O₃) and C₂H₄O₂. Y can also be obtained by reaction between ortho methoxy phenol with CHCI3 in KOH solution followed by acid hydrolysis.
Q.
If X is treated with cold HBr, the major product would be

A

B

C

D

Solution

The key point is formation of Y from ortho methoxy phenol by Reimer-Tiemann reaction.
Question 15
4 / -1

An organic compound X (C₁₀H₁₂O₃) is not soluble in water or NaHCO₃. A solution of Br₂ in CCI₄ is decolourised by X forming C₁₀H₁₂O₃Br₂. X on controlled ozonolysis followed by the treatm ent with (CH₃)₂S gives Y (C₈H₈O₃) and C₂H₄O₂. Y can also be obtained by reaction between ortho methoxy phenol with CHCI₃ in KOH solution followed by acid hydrolysis.
Q.
What would be the major product if X is treated with cold concentrated H2SO₄?

A

B

C

D

Solution

The key point is formation of Y from ortho methoxy phenol by Reimer-Tiemann reaction.
Question 16
4 / -1

One Integer Value Correct Type

Direction (Q. Nos. 16-19) This section contains 4 questions. When worked out w ill result in an integer from 0 to 9 (both inclusive).

Q.

How many reagents from the list given below, gives visible change when treated with 2-propanol?

A
5

B
6

C
7

D
9

Solution

(i) IHCI/ZnCI₂ (Lucas reagent) gives white turbidity.
(ii) NaOH does not give any visible change.

(iv) MnO₂ does not oxidises 2-propanol.
(v) NaNH2 gives effervescence of NH₃,
(vi) C₂H₅ MgBrgives C₂H₆(g)
(vii) NaH gives H₂(g)
(viii), (ix) and (x) all react with 2-propanol but no visible change would be observed.
Hence, only (i), (iii), (v), (vi) and (vii) gives visible change.
Question 17
4 / -1

If 4-methyl-2-pentene is refluxed with dilute H₂SO₄, hydration reaction takes place. In principle, how many different alcohols are formed ?

A
1

B
2

C
3

D
5

Solution
Question 18
4 / -1

Consider the following reaction, how many different organic products are formed at the end of the reaction?

A
4

B
3

C
7

D
8

Solution

Three stereomers of final product are formed, a meso and a pair of enantiomers.
Question 19
4 / -1

If pentane-2, 4-diol is treated with excess of p-toluene sulphonyl chloride followed by C₂H₅ONa/C₂H₅OH, dienes are formed by E2 elimination reaction. In principle, how many different dienes are formed ?

A
5

B
9

C
8

D
3

Solution