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Question 11 Mark
Cyclohexanamine Imageis more basic than benzenamine Imagewhy?
Answer
In cyclohexanamine, the lone electron pair of nitrogen is easily available because there is no resonance in it, whereas in benzenamine (aniline), the lone electrons pair of nitrogen is not easily available due to resonance, hence cyclohexanamine is more basic than aniline.
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Question 41 Mark
Ethanamine is completely soluble in water, whereas benzenamine (aniline) is almost insoluble in water, why?
Answer
Ethanamine easily forms inter molecular hydrogen bonds with water, hence it is completely soluble in water. Due to the large, size of the phenyl group in aniline, it is unable to form hydrogen bonds with water, hence it is almost insoluble in water.
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Question 71 Mark
How to differentiate between $2^{\circ}$ and $3^{\circ}$ amines using Hinsberg reagent?
Answer
$2^{\circ}$ amine reacts with Hinsberg reagent but $3^{\circ}$ amine does not react with Hinsberg reagent.
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Question 81 Mark
A primary amine $($molecular weight $31)$ reacts with carbon disulphide in the presence of $\ce{HgCl_2}$ to form a compound which smells like mustard oil. Give the formula and chemical equation of primary amine.
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Question 131 Mark
Mention the use of Benadryl. Also tell the functional group present in it.
Answer
Benadryl is used as an antihistamine an tertiary amine group is present in it.
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Question 141 Mark
Name two bioactive amines which are used in increasing blood pressure.
Answer
Adrenaline and Ephedrine. These are secondary amines.
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Question 151 Mark
Mention the natural sources of amines.
Answer
In nature, amines are found in proteins, vitamins, alkaloids and hormones.
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Question 181 Mark
Write the order of boiling point of primary secondary and tertiary amines of equal molecular masses.
Answer
Primary amine $>$ Secondary amine $>$ Tertiary amine.
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Question 191 Mark
What will be the main product obtained when alkyl halide is treated with excesss ammonia?
Answer
Primary amine
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Question 361 Mark
Write short notes :
Hoffmann's bromamide reaction
Answer
Hoffmann Bromamide Reaction : In this reaction a amide is treated in an aqueous or ethanoic solution of NaOH or KOH , with bromine then primary amine is formed.
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Question 471 Mark
Arrange the following :
In decreasing order of basic strength in gas phase
$C_2 H_5 NH_2,\left(C_2 H_5\right)_2 NH,\left(C_2 H_5\right)_3 N \text { and } NH_3$
Answer
$\left(C_2 H_5\right)_3 N>\left(C_2 H_5\right)_2 NH>C_2 H_5 NH_2>NH_3$
(Decreasing order of basic strength in gas phase)
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Question 481 Mark
Arrange the following :
In incresing order of basic strength :
(a) Aniline, p-nitroaniline and p-toluidine
(b) $C _6 H _5 NH _2, C _6 H _5 NHCH _3, C _6 H _5 CH _2 NH _2$
Answer

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(b) $C _6 H _5 NH _2< C _6 H _5 NHCH _3< C _6 H _5 CH _2 NH _2$
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Question 491 Mark
Arrange the following :
In increasing order of basic strength :
$C _6 H _5 NH _2, C _6 H _5 N\left( CH _3\right)_2,\left( C _2 H _5\right)_2 NH$ and $CH _3 NH _2$
Answer
$C _6 H _5 NH _2< C _6 H _5 N\left( CH _3\right)_2< CH _3- NH _2<$ $\left( C _2 H _5\right)_2 H$ (Increasing order of basic strength)
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Question 501 Mark
Arrange the following :
In decreasing order of the $pK _{ b }$ values :
$C _2 H _5 NH _2, C _6 H _5 NHCH _3,\left( C _2 H _5\right)_2 NH$ and $C _6 H _5 NH _2$
Answer
$C _6 H _5 NH _2> C _6 H _5 NHCH _3> C _2 H _5 NH _2>$ $\left( C _2 H _5\right)_2 NH$ (Decreasing order of $pK _{ b }$ value means increasing order of basic strength)
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Question 511 Mark
Account for the following :
Gabriel phthalimide synthesis is preferred for synthesising primary amines.
Answer
In Garbriel phthalimide synthesis $RNH _2$ is formed from R-X in which pure primary amine is formed and no other side products are formed. Because phthallic acid obtained is used again while in other reactions mixture of products is formed. So Gabriel phthallimide synthesis is preferred for synthesising primary amines.
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Question 521 Mark
Account for the following :
Diazonium salts of aromatic amines are more stable than those of aliphatic amines.
Answer
Diazonium salts of aromatic amines are more stable than diazonium salts of aliphatic amines because due to resonance they attains stability. Resonating structures of $C _6 H _5 N_2^{+}$are as under :
Image
Arene diazonium salts are stable for some time in solution at low temperature (273-278 K).
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Question 531 Mark
Account for the following :
Aniline does not undergo Friedel-Crafts reaction.
Answer
Aniline does not show Friedel-Craft reaction because in this reaction $AlCl _3$ is used as catalyst which is Lewis acid which form salt with aniline (Lewis base). Due to salt formation nitrogen of aniline attains + ve charge which is strong deactivating group so reactivity of this decreases.
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Question 541 Mark
Account for the following :
Ethyl amine is soluble in water whereas aniline is not.
Answer
Ethyl amine $\left( C _2 H _5- NH _2\right)$ forms hydrogen bond with water while aniline does not have tendency to form hydrogen bond with water due to large size non-polar $C _6 H _5-$ group so ethyl amine is soluble in water whereas aniline is not.
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Question 551 Mark
Give one chemical test to distinguish between the pair of compound :
Aniline and N-methyl aniline
Answer
Aniline $\left(1^{\circ}\right)$. Gives carbyl amine test with $CHCl _3$ and alkali while N -methyl aniline $\left(2^{\circ}\right)$ do not give carbyl amine test.
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Question 561 Mark
Give one chemical test to distinguish between the pair of compound :
Aniline and benzyl amine
Answer
Aniline form azo dye by the reaction with benzene diazonium chloride $\left( C _6 H _5 \stackrel{+}{ N }_2 \overline{ C } l \right)$ while in benzyl amine this does not occurs.
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Question 571 Mark
Give one chemical test to distinguish between the pair of compound :
Ethyl amine and aniline
Answer
Ethyl amine does not form azo dye by the reaction with benzene diazonium chloride while aniline forms azo dye (yellow) by the reaction with benzene diazonium chloride.
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Question 581 Mark
Give one chemical test to distinguish between the pair of compound :
Secondary and tertiary amines
Answer
Secondary amine $\left( R _2 NH \right)$ reacts with Hinsberg reagent in a product formed insoluble in alkali while tertiary amine $\left( R _3 N\right)$ does not react with Hinsberg reagent.
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Question 591 Mark
Give one chemical test to distinguish between the pair of compound :
Methylamine and dimethyl amine
Answer
Methylamine $CH _3- NH _2\left(1^{\circ}\right)$ reacts $\left( C _6 H _5 SO _2 Cl \right)$ and product formed is soluble in alkali while product formed by the reaction of dimethyl amine $CH _3- NH -$ $CH _3\left(2^{\circ}\right)$ with Hinsberg reagent (benzene sulphonyl chloride) is insoluble in alkali.
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Question 601 Mark
Write IUPAC name of the compound and classify them into primary, secondary and tertiary amine :
Image
Answer
3-bromoaniline or 3-bromobenzenamine $\left(1^{\circ}\right)$
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Question 611 Mark
Write IUPAC name of the compound and classify them into primary, secondary and tertiary amine :
$\left( CH _3 CH _2\right)_2 NCH _3$
Answer
N-ethyl-N-methyl ethanamine $\left(3^{\circ}\right)$
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Question 621 Mark
Write IUPAC name of the compound and classify them into primary, secondary and tertiary amine :
$C _6 H _5 NHCH _3$
Answer
N -methyl benzeneamine or N -methylaniline $\left(2^{\circ}\right)$
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Question 631 Mark
Write IUPAC name of the compound and classify them into primary, secondary and tertiary amine :
$\left( CH _3\right)_3 CNH _2$
Answer
2-methyl propan-2-amine $\left(1^{\circ}\right)$
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Question 641 Mark
Write IUPAC name of the compound and classify them into primary, secondary and tertiary amine :
$CH _3 NHCH \left( CH _3\right)_2$
Answer
N -methyl propan-2-amine $\left(2^{\circ}\right)$
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Question 651 Mark
Write IUPAC name of the compound and classify them into primary, secondary and tertiary amine :
$CH _3\left( CH _2\right)_2 NH _2$
Answer
Propan-1-amine $\left(1^{\circ}\right)$
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Question 661 Mark
Write IUPAC name of the compound and classify them into primary, secondary and tertiary amine :
$\left( CH _3\right)_2 CHNH _2$
Answer
Propan-2-amine $\left(1^{\circ}\right)$
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Question 671 Mark
Give plausible explanation of :
Why are amines less acidic than alcohols of comparable molecular masses?
Answer
Amines are less acidic than alcohols of comparable molecular masses because in amines polarity of $N - H$ bond is less than $- O - H$ bond of alcohols due to more electronegativity of oxygen than nitrogen. So amines have less tendency to denote $H ^{+}$in comparison alcohols.
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Question 681 Mark
Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis ?
Answer
Aromatic primary amines cannot be prepared by Gabriel phthalimide synthesis because in aryl halide double bond character is attained in carbon halogen bond due to resonance ( + M effect) so bond becomes strong due to which aryl halide do not undergo nucleophilic substitution with the anion formed by phthalimide.
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Question 691 Mark
Complete the reaction :
$C _6 H _5 N_2 Cl \xrightarrow[\text { (ii) } NaNO _2 / Cu , \Delta]{\text { (i) } HBF _4}$
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Question 761 Mark
An aromatic compound 'A' on treatment with aqueous ammonia and heating forms compound 'B' which on heating with $Br _2$ and KOH forms a compound ' C ' of molecular formula $C _6 H _7 N$. Write the structures and IUPAC names of compounds $A, B$ and $C$.
Answer
Reaction and $A , B , C$ and their names are as follows :
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