General Organic Chemistry MCQ Questions & Answers in Organic Chemistry | Chemistry
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241.
The order of stability of the following carbocations :
$$\eqalign{
& {\text{(I)}}C{H_2} = CH - \mathop C\limits^ + {H_2} \cr
& {\text{(II)}}C{H_3} - C{H_2} - \mathop C\limits^ + {H_2} \cr} $$
$${\text{(III)}}$$
$${\text{(IV)}}\mathop C\limits^ + {H_3}\,{\text{is}}\,{\text{:}}$$
A
IV > III > II > I
B
II > III > I > IV
C
III > I > II > IV
D
III > I > IV > II
Answer :
III > I > II > IV
Higher stability of allyl and aryl substituted methyl carbocation is due to dispersal of positive charge due to resonance
Hence the correct order of stability will be
242.
Free radicals can undergo
A
rearrangement to a more stable free radical
B
decomposition to give another free radical
C
combination with other free radical
D
all are correct
Answer :
all are correct
No explanation is given for this question. Let's discuss the answer together.
243.
Which of the following behaves both as a nucleophile and as an electrophile ?
A
$$C{H_3}C \equiv N$$
B
$$C{H_3}OH$$
C
$$C{H_2} = CHC{H_3}$$
D
$$C{H_3}N{H_2}$$
Answer :
$$C{H_3}C \equiv N$$
Due to the presence of a lone pair of electrons on $$N,C{H_3}C \equiv N:$$ acts as a nucleophile. Further due to greater electronegativity of $$N$$ than $$C,$$ the $$C$$ atom of $$ - C \equiv N$$ carries a positive charge and hence behaves as an electrophile.
244.
In Carius method of estimation of halogens, $$250 mg$$ of an organic compound gave $$141 mg$$ of $$AgBr$$ . The percentage of bromine in the compound is :
$$\left( {{\text{at}}{\text{.}}\,{\text{mass}}\,Ag = 108;\,Br = 80} \right)$$
A
48
B
60
C
24
D
36
Answer :
24
$$\eqalign{
& {\text{Mass of substance = 250 mg = 0}}{\text{.250 g}} \cr
& {\text{Mass of AgBr = 141 mg = 0}}{\text{.141 g}} \cr
& {\text{1 mole of AgBr = 1 g atom of Br}} \cr
& {\text{188 g of AgBr = 80 g of Br}} \cr
& \therefore \,\,{\text{188 g of AgBr contain bromine = 80 g}} \cr
& {\text{0}}{\text{.141 g of AgBr contain bromine}} = \frac{{80}}{{188}} \times 0.141 \cr} $$
This much amount of bromine present in 0.250 g of
organic compound
$$\therefore \,\,\% \,\,{\text{of}}\,{\text{bromine = }}\frac{{80}}{{188}} \times \frac{{0.414}}{{0.250}} \times 100 = 24\% $$
245.
Which of the following statements is not correct for a nucleophile?
A
Nucleophile is a Lewis acid
B
Ammonia is a nucleophile
C
Nucleophiles attack low electrons density sites
D
Nucleophiles are not electron seeking
Answer :
Nucleophile is a Lewis acid
Nucleophiles are electron rich species. Hence, act as a Lewis base but not Lewis acid.
246.
In the following carbocation, $$H/C{H_3}$$ that is most likely to migrate to the positively charged carbon is
A
$$C{H_3}\,{\text{at}}\,C - 4$$
B
$$H\,{\text{at}}\,C - 4$$
C
$$C{H_3}\,{\text{at}}\,C - 2$$
D
$$H\,{\text{at}}\,C - 2$$
Answer :
$$H\,{\text{at}}\,C - 2$$
NOTE: Migrating tendency of hydride is greater than that of alkyl group. Further migration of hydride from $$C - 2$$ gives more stable carbocation ( stabilized by $$ + R$$ effect of $$OH$$ group and $$ + I$$ and hyper conjugative effects of methyl group ).
247.
The correct order of reactivity towards the electrophilic substitution of the compounds aniline (I) benzene (II) and nitrobenzene (III) is
A
II < III > I
B
I > II > III
C
III > II > I
D
II > III > I
Answer :
I > II > III
In aniline $$ - N{H_2}$$ group is attached with benzene ring. $$ - N{H_2}$$ group shows $$+M$$ - effect. So, it activates the benzene ring. Hence, rate of electrophilic substitution is increased due to increase in the electron density at $$o/p$$ - position. In case of nitrobenzene, $$\left( { - N{O_2}} \right) - M$$ -effect deactivates the benzene ring. So in nitrobenzene, rate of electrophilic substitution is lower than benzene. Hence, order of $${S_E}$$ reaction is
248.
The presence of carbon in an organic compound can be shown by
A
heating the compound with sodium
B
heating the compound with cupric oxide
C
heating the compound on Bunsen flame
D
heating the compound with magnesium
Answer :
heating the compound with cupric oxide
Compound when heated with $$CuO$$ reduces $$CuO$$ to $$Cu$$ and oxidises $$C$$ to $$C{O_2}$$ which turns lime water milky.
$$\eqalign{
& C + 2CuO \to 2Cu + C{O_2} \cr
& C{O_2} + Ca{\left( {OH} \right)_2} \to \mathop {CaC{O_3}}\limits_{{\text{(Milky)}}} + {H_2}O \cr} $$
249.
The alkene formed as a major product in the above
elimination reaction is
A
B
C
D
Answer :
Hofmann's rule : When theoretically more than one type of alkenes are possible in eliminations reaction, the alkene containing least alkylated double bond is formed as major product. Hence
NOTE: It is less stearically $$\beta - $$ hydrogen is removed
250.
For the estimation of nitrogen, $$1.4 g$$ of an organic compound was digested by Kjeldahl method and the evolved ammonia was absorbed in $$60\,{\text{mL}}\,{\text{of}}\,\frac{M}{{10}}$$ sulphuric acid. The unreacted acid required $$20\,{\text{mL}}\,{\text{of}}\,\frac{M}{{10}}$$ sodium hydroxide for complete neutralization. The percentage of nitrogen in the compound is: