Alcohols Phenols and Ethers Test

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Alcohols Phenols and Ethers Test - 29

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Weekly Quiz Competition

Question 1
1 / -0

Ethanol on reaction with acetic anhydride gives:

A
acetic ester

B
formic ester

C
ethanoic acid

D
ethyl acetate and ethanoic acid

Solution

The reaction of acetic anhydride with ethanol yields ethyl acetate and ethanoic acid.
$$(CH_3CO)_2O + CH_3CH_2OH \rightarrow CH_3COOCH_2CH_3 + CH_3COOH$$
Question 2
1 / -0

Which one of the following on heating gives unsaturated acid?

A
$$\displaystyle \alpha -$$ Hydroxy acid

B
$$\displaystyle \beta -$$ Hydroxy acid

C
$$\displaystyle \gamma -$$ Hydroxy acid

D
$$\displaystyle \delta -$$ Hydroxy acid

Solution

Hydroxy acid on heating loses a molecule of water to give unsaturated acid. The carbon-carbon double bond is in conjugation with carbon oxygen double bond.
$$RCH(OH)CH_2COOH \xrightarrow {heat} RCH=CHCOOH + H_2O$$
Question 3
1 / -0

What is IUPAC name of the following compound?
C$$H_3$$ - C$$H_2$$ - C$$H_2$$ - OH

A
Propane-1-ol

B
Propane-2-ol

C
Ethane-1-ol

D
Ethane-2-ol

Solution

$${ CH }_{ 3 }^{ 3 }{ CH }_{ 2 }^{ 2 }{ CH }_{ 2 }^{ 1 }{ OH }$$
Carbon with functional group gets position 1. Therefore, IUPAC name is Propan-1-ol.
Question 4
1 / -0

$$\displaystyle EtO-CH_2-C_6H_5+HI\rightarrow D$$
Name the product D in the given reaction.

A
Diethyl ether

B
Benzyl iodide

C
ethane

D
none of these

Solution
Question 5
1 / -0

Number of 1,2-hydride shifts occur while converting $$1-$$methylcyclohexanol to $$1-$$bromo$$-1-$$methylcyclohexane is:

A
1

B
0

C
2

D
3

Solution
Question 6
1 / -0

Acid-catalysed dehydration of which of following compounds is fastest?

A
t-Butanol

B
sec-Butanol

C
n-Butanol

D
All dehydrate at similar rate

Solution

These compounds who formed more stable carbocation undergo acid-catalyzed dehydration fastly. Hence, $$t-Butanol$$ from tertiary carbocation which has $$9- \alpha$$ hydrogen undergo fast acid - catalyzed dehydration.
Question 7
1 / -0

Which of the following has a higher boiling point?

A
Butanol

B
Butanal

C
Both of them have similar boiling point

D
Cannot say anything

Solution

There is a large difference between boiling points of butanol and butanal, although they have almost the same solubility in water. Butanol contains -OH group and can form hydrogen bonds. Hence, the molecules are associated. A large amount of energy is required to break the association. Hence, butanol has a higher boiling point. Hydrogen bonding is not possible in butanal.
Question 8
1 / -0

Acid-catalysed dehydration of which of following compounds is slowest?

A
t-Butanol

B
sec-Butanol

C
n-Butanol

D
All of them dehydrate at similar rate

Solution

Compounds which form less stable carbocation undergo slow dehydration or we can say primary carbocation. Hence, $$n-Butanol$$ form primary carbocation which is less stable, so undergo slow dehydration.
Question 9
1 / -0

Among the three isomers of the nitrophenol, the one that is least soluble in water is:

A
m-nitrophenol

B
o-nitrophenol

C
p-nitrophenol

D
none of these

Solution

Intramolecular hydrogen bonding in ortho-substituted nitrophenol reduces water solubility and increases volatility. Thus, o-nitrophenol is steam distillable while the isomeric p-nitrophenol is soluble in water.
Question 10
1 / -0

In the synthesis of n-alkyl tert-alkyl ether by Williamson's method the reactants used are:

A
$$\displaystyle 3^{\circ}RX$$ and $$1^{\circ} RONa $$

B
$$\displaystyle 1^{\circ}RX$$ and $$3^{\circ} RONa$$

C
$$\displaystyle 3^{\circ}RX$$ and $$3^{\circ} RONa $$

D
$$\displaystyle 1^{\circ}RX$$ and $$1^{\circ} RONa $$

Solution

In the synthesis of n-alkyl tert-alkyl ether by Williamson's method, $$\displaystyle 1^{\circ}RX $$ and $$3^{\circ} RONa$$ are used.
If $$\displaystyle 3^{\circ}RX$$ is used, it will undergo dehydrohalogenation to form an alkene.

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Alcohols Phenols and Ethers Test - 29

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Alcohols Phenols and Ethers Test - 29

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Question 1

acetic ester

formic ester

ethanoic acid

ethyl acetate and ethanoic acid

Solution

Question 2

$$\displaystyle \alpha -$$ Hydroxy acid

$$\displaystyle \beta -$$ Hydroxy acid

$$\displaystyle \gamma -$$ Hydroxy acid

$$\displaystyle \delta -$$ Hydroxy acid

Solution

Question 3

Propane-1-ol

Propane-2-ol

Ethane-1-ol

Ethane-2-ol

Solution

Question 4

Diethyl ether

Benzyl iodide

ethane

none of these

Solution

Question 5

1

0

2

3

Solution

Question 6

t-Butanol

sec-Butanol

n-Butanol

All dehydrate at similar rate

Solution

Question 7

Butanol

Butanal

Both of them have similar boiling point

Cannot say anything

Solution

Question 8

t-Butanol

sec-Butanol

n-Butanol

All of them dehydrate at similar rate

Solution

Question 9

m-nitrophenol

o-nitrophenol

p-nitrophenol

none of these

Solution

Question 10

$$\displaystyle 3^{\circ}RX$$ and $$1^{\circ} RONa $$

$$\displaystyle 1^{\circ}RX$$ and $$3^{\circ} RONa$$

$$\displaystyle 3^{\circ}RX$$ and $$3^{\circ} RONa $$

$$\displaystyle 1^{\circ}RX$$ and $$1^{\circ} RONa $$

Solution

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