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All questions of Amines for NEET Exam

Hoffmann Bromamide Degradation reaction is shown by __________.
  • a)
     ArNH2
  • b)
    ArCONH2
  • c)
    ArNO2
  • d)
    ArCH2NH2
Correct answer is option 'B'. Can you explain this answer?

Hansa Sharma answered
The Correct answer is option B
Hoffman bromamide degradation reaction is shown by ArCONH2​.
Where the aryl amide is converted to aryl amine in the presence of Br2​ and NaOH

 Which of the following has highest boiling point?
  • a)
    (C2H5)2NH
  • b)
    C2H5N(CH3)2
  • c)
    C2H5NH(CH3)2
  • d)
    n-C4H9NH2
Correct answer is option 'D'. Can you explain this answer?

Krishna Iyer answered
The correct answer is Option D.
Because C4H9NH2 is primary amine and can form hydrogen bonding more than secondary amine (C2H5)2NH and tertiary amine C2H5N(CH3)2 . More hydrogen bonding  leads to strong bonding between the molecules, hence increases the boiling point.

 Nitro compounds are reduced to amines. The catalyst that is preferred is:
  • a)
    Sn + HCl
  • b)
    Fe + HCl
  • c)
    Ethanol
  • d)
    Mg + HCl
Correct answer is option 'B'. Can you explain this answer?

Top Rankers answered
Fe + HCl is preferred due to the following reasons:
- Scrap iron i.e Fe is cheap and commercially easily available
- FeCl2 formed will get hydrolysed and release HCl, so, HCl which is required in the reaction will be produced by itself
- Hence only small amount of HCl is required to initiate the reaction.

When hypophosphorous acid is treated with diazonium salts, it is reduced to:
  • a)
    Arenes
  • b)
    Methane
  • c)
    Ethyl alcohol
  • d)
    Amines
Correct answer is option 'A'. Can you explain this answer?

Mohit Rajpoot answered
The correct answer is option A
Hypophosphorous acid when treated with diazonium salts is reduced to arenes.
ArN2Cl + H3PO2 + H2O ⟶ ArH + N2 + H3PO3 +HCl

  • a)
    Sandmeyers reaction
  • b)
    Gattermanns reaction
  • c)
    Dehydrogenation reaction
  • d)
    Esterification reaction
Correct answer is option 'B'. Can you explain this answer?

Mohit Rajpoot answered
This reaction is called Gattermann reaction. In this reaction, Cl, Br and CN can be introduced into the benzene ring by simply treating diazonium salts with HCl, HBr, KCN. Respectively in presnce of copper powder instead of using Cu(I) salts.

 When Primary amide is treated with an aqueous solution of KOH and bromine, it gives a primary amine. The name of the reaction is:
  • a)
    Gabriel-phthalamine reaction
  • b)
    Reimer-Tiemann reaction
  • c)
    Ammonolysis
  • d)
    Hoffmann Bromamide reaction
Correct answer is option 'D'. Can you explain this answer?

Gunjan Lakhani answered
Hoffmann Bromamide reaction is Treatment of alkylamide with KOH and Bromine gas which converts it into alkylamine with one less carbon atom, this reaction is generally helpful in converting Carboxylic acids to amines with one less carbon atom . For reaction you may refer to internet but i can give you a hint .
 
Acetamide + KOH + Bromine gas —-> Alkylamine+ KBr + K2CO3 + H20 ( not sure about the products)

 Which of the following amine will form stable diazonium salt at 273-283 K ?
  • a)
    C6H5NH2
  • b)
    C6H5N(CH3)2
  • c)
    C2H5NH2
  • d)
    C6H5CH2NH2
Correct answer is option 'A'. Can you explain this answer?

Sushil Kumar answered
The correct answer is Option A.
Aromatic Primary amine will form the most stable diazonium salt because it releases water when it reacts with nitronium ions. If aliphatic primary amine reacts with nitrosonium ion it Also releases water but in this case water reacts with alkyl diazonium salt and it forms alcohol while benzene diazonium salt does not react with water at this temperature.

We can obtain ethylamine by Hoffmann bromamide reaction. The amide used in this reaction is:
  • a)
    Methanamide
  • b)
    Acetamide
  • c)
    Propanamide
  • d)
    Butanamide
Correct answer is option 'C'. Can you explain this answer?

Gunjan Lakhani answered
The correct answer is option C
CH3​CH2​CONH2​ (A)⟶ CH3​ − CH2 ​− NH2​ (B)⟶ ​CH3​ − CH2 ​− OH
In the above sequence A & B respectively are Br2​/KOH and HNO2
The first step is Hoffmann bromamide degradation reaction in which an amide (propanamide) is converted to an amine  (ethylamine) containing one carbon atom less. The reagent A is bromine in presence of KOH. In the second step, aliphatic primary amine (ethyl amine) reacts with nitrous acid (reagent B) to form aliphatic primary alcohol (ethyl alcohol).
 

. When diazonium salt solution is treated with KI, it forms:
  • a)
    Bromobenzene
  • b)
    Iodobenzene
  • c)
    Phenol
  • d)
    Acid
Correct answer is option 'B'. Can you explain this answer?

Kshitij Pandey answered
This reaction is unique this is only reaction in which idobenzene formed by diaazonium salt , to make idobenzene first we make diaazonium salt by aniline then we treated diaazonium salt with ki
C6H5N2Cl(diaazonium salt)+KI=C6H5I

Replacement of diazo group by other groups is helpful in preparing those substituted aromatic compounds which cannot be prepared by
  • a)
    Direct elimination
  • b)
    Addition reaction
  • c)
    Direct substitution
  • d)
    Replacement reaction
Correct answer is option 'C'. Can you explain this answer?

Vikas Kumar answered
Replacement of diazo group by other groups is helpful in preparing those substituted aromatic compounds which cannot be prepared by direct substitution. ... The cyano group usually cannot be introduced by nucleophilic substitution of haloarenes, but such compounds can be easily prepared from diazonium salts.

The main product formed by treating an alkyl or benzyl halide with excess ammonia
  • a)
    Mixed
  • b)
    Tertiary
  • c)
    Secondary
  • d)
    Primary
Correct answer is option 'D'. Can you explain this answer?

Amita Das answered
The N in ammonia functions as the nucleophile and attacks the electrophilic C of the alkyl halide displacing the bromide and creating the new C-N bond. 
Step 2: An acid/base reaction. The base (excess ammonia) deprotonates the positive N (ammonium) center creating the alkylation product, the primary amine.

To convert methyl cyanide to ethylamine we use:
  • a)
    Br2
  • b)
    HNO3
  • c)
    KOH
  • d)
    LiAlH4
Correct answer is option 'D'. Can you explain this answer?

Riya Banerjee answered
LiAlH4 reduces all oxiginated functional groups to alcohol and all nitrogenated functional groups to amine thus cyanide is a nitrogenated functional group and to convert cyanide to amine LiAlH4 can be used.

 When diazonium salt solution is treated with water at a temperature of 283 K it forms?
  • a)
    Ester
  • b)
    Phenol
  • c)
    Amines
  • d)
    Alcohol
Correct answer is option 'B'. Can you explain this answer?

Vatturi Anjani answered
Yes as when the temperature of the diazonium salt is allowed to rise upto 283K then the salt is reduced to phenol releasing N2 and hydrochloric acid as the by-products.

Benzene diazonium chloride on reaction with phenol in weakly basic medium gives:
  • a)
    p-Hydroxyazobenzene
  • b)
    Benzene
  • c)
    Diphenyl ether
  • d)
    Chlorobenzene
Correct answer is option 'A'. Can you explain this answer?

Arka Das answered
**Benzene diazonium chloride**

Benzene diazonium chloride (C6H5N2Cl) is an organic compound that is commonly used in diazotization reactions. It is formed by the reaction of aniline (C6H5NH2) with nitrous acid (HNO2) in the presence of hydrochloric acid (HCl).

**Reaction with Phenol**

When benzene diazonium chloride reacts with phenol (C6H5OH) in a weakly basic medium, it undergoes a substitution reaction known as the Sandmeyer reaction. This reaction involves the replacement of the diazonium group (-N2Cl) with the phenolic group (-OH) to form a new compound.

**Formation of p-Hydroxyazobenzene**

The reaction between benzene diazonium chloride and phenol results in the formation of p-hydroxyazobenzene (C12H10N2O), which is the correct answer (option A).

The reaction proceeds as follows:

1. The weakly basic medium provides the necessary conditions for the reaction to occur. It helps in the deprotonation of phenol to form the phenoxide ion (C6H5O-).

2. The diazonium group of benzene diazonium chloride is highly reactive and undergoes nucleophilic substitution. The nitrogen atom of the diazonium group attacks the phenoxide ion, leading to the formation of a new carbon-nitrogen bond.

3. The chlorine atom attached to the nitrogen atom is replaced by the phenoxide group, resulting in the formation of p-hydroxyazobenzene.

The reaction can be represented by the following equation:

C6H5N2Cl + C6H5O- → C12H10N2O + Cl-

**Explanation of Other Options**

Option B: Benzenedoes not participate in the reaction. It remains unchanged.

Option C: Diphenyl ether is not formed in this reaction. It involves the formation of a carbon-oxygen bond between two phenyl groups, which is not observed in the given reaction.

Option D: Chlorobenzene is not formed in this reaction. The chlorine atom from the diazonium chloride is replaced by the phenoxide group, not by another chlorine atom.

Thus, the correct answer is option A: p-Hydroxyazobenzene.

By treating diazonium salts with cuprous cyanide or KCN and copper powder it forms:
  • a)
    Citric acid
  • b)
    Benzoic acid
  • c)
    Aryl nitrile
  • d)
    Oxalic acid
Correct answer is option 'C'. Can you explain this answer?

Rishika Patel answered
Formation of Aryl Nitrile from Diazonium Salts

Diazonium salts are compounds containing a positively charged nitrogen atom that is linked to an aromatic ring. These salts are often used in organic synthesis as a source of the aryl group. When treated with cuprous cyanide or KCN and copper powder, diazonium salts undergo a reaction known as Sandmeyer reaction, which forms aryl nitriles.

Reaction Mechanism

The reaction mechanism involves several steps:

1. Formation of Copper(I) Salt

First, cuprous cyanide or KCN is added to the diazonium salt solution to form a copper(I) salt. The copper(I) salt plays a crucial role in the reaction by catalyzing the formation of the aryl nitrile.

2. Formation of Aryl Copper(I) Intermediate

Next, copper powder is added to the reaction mixture, which reduces the copper(I) salt to copper metal. The copper metal then reacts with the diazonium salt to form an aryl copper(I) intermediate.

3. Formation of Aryl Cyanide

The aryl copper(I) intermediate then reacts with the cyanide ion from the cuprous cyanide or KCN to form the aryl cyanide. The reaction releases copper metal, which can then react with more diazonium salt to form more aryl copper(I) intermediate.

Overall Reaction

The overall reaction can be represented as follows:

ArN2+X- + CuCN/KCN → [CuX] + N2 + ArCu + HX
ArCu + CN- → ArCN + Cu

Where Ar represents the aryl group, X represents the anion of the diazonium salt, and HX represents the acid formed in the reaction.

Conclusion

In conclusion, the treatment of diazonium salts with cuprous cyanide or KCN and copper powder forms aryl nitriles through the Sandmeyer reaction. This reaction is an important method for the synthesis of aryl nitriles, which have a variety of applications in organic synthesis and industry.

The Hofmann elimination proceeds via a(n) __________ pathway.
  • a)
    SN2
  • b)
    E2
  • c)
    E1
  • d)
    SN1
Correct answer is option 'B'. Can you explain this answer?

Rajat Kapoor answered
The Hofmann Elimination is an elimination reaction that forms C-C double (pi) bonds that specifically occurs when the leaving group is NR3 [note] It proceeds through an E2 mechanism. Although the key concepts are no different than one learns in the chapter on elimination from way back in Org 1, it is often included in Org 2 as part of the grab-bag chapter on amines. Because, well… nitrogen.

p-amino azo benzene is obtained by treating diazoniumchloride with:
  • a)
    Phenol
  • b)
    Aniline
  • c)
    Alcohol
  • d)
    Benzoic acid
Correct answer is option 'B'. Can you explain this answer?

Lavanya Menon answered
p-amino azo benzene is obtained by treating diazonium chloride with aniline. The reactions are specifically acid catalyzed and involve pre‐equilibrium formation of amine and diazonium salt followed by rate‐limiting attack of the diazonium ion at a C‐atom (C‐coupling) to give the corresponding amino azo compounds.

Diazonium salts are used in the preparation of
  • a)
    Hormones
  • b)
    Vitamins
  • c)
    Dyes
  • d)
    Proteins
Correct answer is option 'C'. Can you explain this answer?

Vijay Bansal answered
A diazonium salt is an organic compound that contains a nitrogen-nitrogen triple bond and some other generic side group that could be either alkyl (an alkane derivative) or aryl (benzene ring). The 'salt' portion of the name comes from the fact that the diazo (meaning 'di-nitrogen') portion of the compound is present as its ionic salt, with a chloride ion being a typical counter-ion for the positively charged nitrogen atom.

Directions: These questions consist of two statements, each printed as Assertion and Reason. While answering these questions, you are required to choose any one of the following four responses.
Assertion : Nitrating mixture used for carrying out nitration of benzene consists of conc. HNO3+ conc. H2SO4
Reason : In presence of H2SO4, HNO3 acts as a base and produces NO2+ ions.
  • a)
    If both Assertion and Reason are correct and the Reason is a correct explanation of the Assertion.
  • b)
    If both Assertion and Reason are correct but Reason is not a correct explanation of the Assertion.
  • c)
    If the Assertion is correct but Reason is incorrect.
  • d)
    If both the Assertion and Reason are incorrect.
Correct answer is option 'A'. Can you explain this answer?

Kirti Kaur answered
Assertion: Nitrating mixture used for carrying out nitration of benzene consists of concentrated HNO3 and concentrated H2SO4.
Reason: In the presence of H2SO4, HNO3 acts as a base and produces NO2 ions.

Explanation:
The nitration of benzene is a chemical reaction in which a nitro group (-NO2) is introduced into the benzene ring. This reaction is carried out using a nitrating mixture, which typically consists of concentrated nitric acid (HNO3) and concentrated sulfuric acid (H2SO4).

Reasoning:
The presence of concentrated sulfuric acid (H2SO4) in the nitrating mixture is crucial for the nitration reaction. H2SO4 acts as a catalyst and plays a vital role in the reaction. When HNO3 is mixed with H2SO4, it forms an intermediate species called nitronium ion (NO2+). This nitronium ion is highly reactive and serves as an electrophile in the nitration reaction.

Assertion Explanation:
The assertion states that the nitrating mixture used for benzene nitration consists of concentrated HNO3 and concentrated H2SO4. This is true because both acids are essential for the successful nitration of benzene. Concentrated HNO3 provides the nitro group, and concentrated H2SO4 acts as a catalyst and helps in the formation of the electrophilic nitronium ion.

Reason Explanation:
The reason given is that in the presence of H2SO4, HNO3 acts as a base and produces NO2 ions. This statement is partially correct. HNO3 is not acting as a base in this reaction but rather as a reactant. H2SO4, on the other hand, acts as a catalyst and facilitates the formation of the nitronium ion (NO2+), which is responsible for the nitration of benzene.

Conclusion:
Both the assertion and the reason are correct. However, the reason is not a correct explanation of the assertion. The reason incorrectly states that HNO3 acts as a base in the presence of H2SO4, while in reality, it acts as a reactant to form the nitronium ion. Therefore, the correct answer is option 'b'.

 An azo compound is formed when benzene diazonium chloride reacts with:
  • a)
    2,4,6-Trimethylphenol
  • b)
    Both (A) and (B)
  • c)
    Phenol
  • d)
    Aniline
Correct answer is option 'B'. Can you explain this answer?

Manoj Chauhan answered
Formation of Azo Compound

An azo compound is formed when benzene diazonium chloride reacts with 2,4,6-trimethylphenol and phenol. The reaction involves the substitution of diazonium group (-N2+) with the hydroxyl group (-OH) of the phenol. The reaction is called diazotization.

Diazotization Reaction

Diazotization is a chemical reaction that involves the conversion of an aromatic primary amine to a diazonium salt by the action of nitrous acid. It is a two-step process that involves the formation of a diazonium intermediate, which then reacts with a nucleophile to form the final product.

Step 1: Diazotization of Aromatic Primary Amine

In the first step of diazotization, an aromatic primary amine is treated with nitrous acid (HNO2) to form a diazonium salt. The reaction can be represented as:

R-NH2 + HNO2 → R-N2+Cl- + H2O

where R represents the aromatic group.

Step 2: Reaction with Nucleophile

In the second step, the diazonium salt reacts with a nucleophile (such as phenol or 2,4,6-trimethylphenol) to form the final product, which is an azo compound. The reaction can be represented as:

R-N2+Cl- + Ar-OH → R-N=N-Ar + HCl + H2O

where Ar represents the aromatic ring.

Formation of Azo Compound from Benzene Diazonium Chloride

When benzene diazonium chloride reacts with 2,4,6-trimethylphenol or phenol, an azo compound is formed. The reaction can be represented as:

C6H5-N2+Cl- + Ar-OH → C6H5-N=N-Ar + HCl + H2O

where Ar represents the aromatic ring of 2,4,6-trimethylphenol or phenol.

Therefore, option B (Both A and B) is the correct answer as both 2,4,6-trimethylphenol and phenol can react with benzene diazonium chloride to form azo compounds.

Directions: In the following questions, A statement of Assertion (A) is followed by a statement of Reason (R). Mark the correct choice as.
Assertion (A): N, N-Diethylbenzene sulphonamide is insoluble in alkali.
Reason (R): Sulphonyl group attached to nitrogen atom is strong electron withdrawing group.
  • a)
    Both A and R are true but R is NOT the correct explanation of A
  • b)
    Both A and R are true and R is the correct explanation of A
  • c)
    A is true but R is false
  • d)
    A is false and R is True
Correct answer is option 'A'. Can you explain this answer?

Lead Academy answered
Assertion (A) states that N,N-diethylbenzene sulphonamide is insoluble in alkali.
N,N-diethylbenzene sulphonamide has a benzene ring attached to a sulphonamide (SO₂NH) with two ethyl groups on nitrogen. Solubility in alkali typically requires acidic hydrogens to react with OH⁻ ions. However, N,N-diethylbenzene sulphonamide lacks these acidic hydrogens, making it insoluble in alkali.
Hence, Assertion is correct.
Reason (R) states that the sulphonyl group is a strong electron-withdrawing group.
The SO₂ group does withdraw electrons, reducing electron density on nitrogen. However, this electron withdrawal doesn’t directly cause the insolubility; the lack of acidic hydrogen is the main reason.
Hence, Reason is correct but does not explain the assertion.

Directions: In the following questions, A statement of Assertion (A) is followed by a statement of Reason (R). Mark the correct choice as.
Assertion (A): Aromatic 1° amines can be prepared by Gabriel Phthalimide synthesis.
Reason (R): Aryl halides do not undergo nucleophilic substitution with anion formed by phthalimide.
  • a)
    Both A and R are true and R is the correct explanation of A
  • b)
    Both A and R are true but R is NOT the correct explanation of A
  • c)
    A is true but R is false
  • d)
    Both A and R are False
Correct answer is option 'D'. Can you explain this answer?

Lead Academy answered
Aromatic primary amines cannot be prepared by Gabriel phthalimide synthesis as it  is used for the preparation of aliphatic primary amines and not aromatic primary amines.

When phthalimide is treated with aqueous or ethanolic potassium hydroxide, it forms its potassium salt. This salt, when heated with an alkyl halide and then subjected to alkaline hydrolysis, yields the corresponding primary amine.

Aromatic primary amines cannot be prepared by this method because aryl halides do not undergo nucleophilic substitution with the anion formed by phthalimide.


So, the assertion is wrong.
Reason: 
Aryl halides do not undergo nucleophilic substitution with anion formed by phthalimide.

So, the reason is wrong.

Hence, both assertion and reason are wrong.

Aniline can be prepared by:
  • a)
    Reduction of nitrobenzene
  • b)
    Nitration of nitrobenzene
  • c)
    Oxidation of nitrobenzene
  • d)
    Nitration of nitrobenzene followed by reduction
Correct answer is option 'A'. Can you explain this answer?

Sanaya Kumar answered
Aniline is prepared commercially by the catalytic hydrogenation of nitrobenzene or by the action of ammonia on chlorobenzene. The reduction of nitrobenzene can also be carried out with iron borings in aqueous acid. A primary aromatic amine, aniline is a weak base and forms salts with mineral acids.

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