Aldehydes Ketones and Carboxylic Acids Test

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Aldehydes Ketones and Carboxylic Acids Test - 52

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Weekly Quiz Competition

Question 1
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For the following reaction, which of the following statements is correct?

A
Ring (A) is oxidised

B
Ring (B) is oxidised

C
Both are oxidised

D
None is oxidised

Solution

Ring A is oxidized because $$N{ O }_{ 2 }$$ Electron withdrawing group is present on B so it is difficult to oxidize.
Question 2
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In the following sequence of reactions, products (A) to (H) are formed. Then the Compound (H) is :

A

B

C

D

Solution

Compound (H) is represented by the option (A).
The compound (H) is Hex-1-yn-2-ol. It is obtained by the reaction of sodium ethynide with butanal followed by acid hydrolysis.
Question 3
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What is the final product (B) of this sequence?

A

B

C

D

Solution

The products (A) and (B) are as shown.
In the first step, the methyl group of toluene is brominated in presence of bromine and light to obtain benzyl bromide (A). In the second step, the Br atom of benzyl bromide is displaced with cyano group by treatment with KCN. In the last step, cyano group is hydrolyzed to carboxylic group in acidic medium (B).
Question 4
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Directions For Questions

Hydrocarbon (A) $$C_6H_{10}$$ on treatment with $$H_2/Ni, H_2$$/Lindlar's catalyst or Na/liq. $$NH_3$$ forms three different reduction products (B), (C), (D) respectively.
(A) does not form any salt with ammonical $$AgNO_3$$ solution, but (E) forms salt on heating with $$NaNH_2$$ in an inert solvent. Compound (E) reacts with $$CH_3I$$ to give (F).
Compound (D) on oxidative ozonolysis gives n-butanoic acid along with other product.

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$$\text{(F)}$$ on ozonolysis will produce:

A
acetic aicd

B
formic acid

C
propanoic acid

D
formaldehyde
Question 5
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Reagent (C) is :

A
$$O_3/Ph_3P$$

B
$$O_3/NaBH_4$$

C
$$O_3/H_2O_2$$

D
$$KMnO_4/\overset{\ominus }{O}H$$

Solution

Reagent (C) is $$\displaystyle O_3/H_2O_2$$
Since an acid (5-Oxohexanoic acid) is obtained, so it is oxidative ozonolysis. Reagent (C) will give this product.
Question 6
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Directions For Questions

Hydrocarbon (A) $$C_6H_{10}$$ on treatment with $$H_2/Ni, H_2$$/Lindlar's catalyst or Na/liq. $$NH_3$$ forms three different reduction products (B), (C), (D) respectively.
(A) does not form any salt with ammonical $$AgNO_3$$ solution, but (E) forms salt on heating with $$NaNH_2$$ in an inert solvent. Compound (E) reacts with $$CH_3I$$ to give (F).
Compound (D) on oxidative ozonolysis gives n-butanoic acid along with other product.

...view full instructions

(D) and (C) are :

A
Isomeric alkane

B
Isomeric alkene

C
Not isomers

D
(C) is an alkene and (D) is salt

Solution

(D) and (C) are Isomeric alkene.
D is trans-2-hexene.
C is cis-2-hexene.
Question 7
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$$\displaystyle RCOCl + H_2 \overset{Pd + BaSO_4}{\longrightarrow} A \overset{HCN}{\longrightarrow} B \overset{H_3O^{\oplus}}{\longrightarrow} C$$

In the reaction sequence A, B and C are given by the set:-

A
$$RCHO, \quad RCH(OH)CN, \quad RCH(OH)CH_2NH_2$$

B
$$RCHO, \quad RCH(OH)CN, \quad RCH(OH)COOH$$

C

D
$$RCHO, \quad R-CH_2-CN, \quad R-CH_2-COOH$$

Solution

In the reaction sequence

$$\displaystyle RCOCl + H_2 \overset{Pd + BaSO_4}{\longrightarrow} A \overset{HCN}{\longrightarrow} B \overset{H_3O^{\oplus}}{\longrightarrow} C$$

A, B and C are given by the set $$RCHO, RCH(OH)CN, RCH(OH)COOH$$

$$\displaystyle RCOCl + H_2 \overset{Pd + BaSO_4}{\longrightarrow} \underset {A}{RCHO} \overset{HCN}{\longrightarrow} \underset {B}{RCH(OH)CN} \overset{H_3O^{\oplus}}{\longrightarrow} \underset {C}{RCH(OH)COOH}$$

Hydrogenation of the acid chloride with hydrogen in the presence of Pd supported on barium sulphate gives an aldehyde. On treatment with HCN, aldehyde gives cyanohydrin. Acid hydrolysis of cyanohydrin gives alpha hydroxycarboxylic acid.
Question 8
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In the given sequence of reactions, predict $$(X)$$.
$$(X)\xrightarrow [ { H }_{ 2 }O ]{ KOH } (Y) \xrightarrow [ 433K ]{ { Al }_{ 2 }O_{ 3 } } (Z) \xrightarrow [ ]{ [O] } 2mol {CH}_{3}COOH$$

A
$${CH}_{3}{CH}_{2}CH(I){CH}_{3}$$

B
$${CH}_{3}{CH}_{2}{CH}_{2}{CH}_{2}I$$

C
$${CH}_{3}CH(I)CH(I){CH}_{3}$$

D
$${CH}_{3}CH(I){CH}_{2}{CH}_{2}I$$

Solution

$$(Z)\xrightarrow{[O]}2\,mol \,CH_3COOH$$
$$(Z)\Rightarrow CH_3-CH=CH_2-\overset{\uparrow}{CH_3}$$
$$(Y)\Rightarrow CH_3-\underset{OH}{\underset{|}{CH}}-CH_2-CH_3$$
$$(X)\Rightarrow CH_3-\underset{I}{\underset{|}{Ch}}-CH_2-CH_3$$
Hence the answer is (a)
Question 9
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A hydrocarbon $$(A)$$ has the molecular formula $$({C}_{8}{H}_{10})$$. (A) is oxidized by a strong oxidizing agent to (B). (B) on dehydration and subsequent reaction with ammonia forms an imide, (C). (C) is then reacted with a strong inorganic base to form a compound that undergoes Hoffman bromamide reaction to give (D). (D) is treated with sodium nitrite in an ice cold acidic solution to form the product (E). (E) is a steam volatile compound and on nitration gives two mononitro derivatives. (E) is treated with sodium hydroxide to form the salt (F). On heating a solution of (F), bubble are formed due to release of gas. This gas does not burn. On analysis it was found that the gas has two components, one lighter than air and one heavier than air.

Compound $$(B)$$ is :

A
Phthalic acid

B
Isophthalic acid

C
Terephthalic acid

D
Benzoic acid

Solution

Degree of unsaturation in $$(A)=\cfrac { \left( 2{ n }_{ C }+2 \right) -{ n }_{ H } }{ 2 } =\cfrac { \left( 8\times 2+2 \right) -10 }{ 2 } ={ 4 }^{ o }$$
4 degree of unsaturation and $$C:H=1:1$$ suggest that $$(A)$$ contains benzene ring with two extra C atoms (i.e., two $$(Me)$$ groups]. Since compound $$(A)$$ is steam volatile and on nittration gives two nitro-derivatives, so $$(A)$$ is ortho-xylene.
Question 10
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Directions For Questions

Hydrocarbon (A) $$C_6H_{10}$$ on treatment with $$H_2/Ni, H_2$$/Lindlar's catalyst or Na/liq. $$NH_3$$ forms three different reduction products (B), (C), (D) respectively.
(A) does not form any salt with ammonical $$AgNO_3$$ solution, but (E) forms salt on heating with $$NaNH_2$$ in an inert solvent. Compound (E) reacts with $$CH_3I$$ to give (F).
Compound (D) on oxidative ozonolysis gives n-butanoic acid along with other product.

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If (E) is reacted with acetaldehyde followed by acidification, product is.

A
acid

B
ketone

C
ether

D
alcohol