General Organic Chemistry MCQ Questions & Answers in Organic Chemistry | Chemistry
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11.
The correct IUPAC name of the following compound is
A
2-ethyl-1-chlorocyclohexanol
B
4-chloro-5-ethylcyclohexanol
C
4-hydroxy-2-ethyl-1-chlorocyclohexane
D
4-chloro-3-ethylcyclohexanol
Answer :
4-chloro-3-ethylcyclohexanol
No explanation is given for this question. Let's discuss the answer together.
12.
Which of the following acids has the smallest dissociation
constant ?
A
$$C{H_3}CHFCOOH$$
B
$$FC{H_2}C{H_2}COOH$$
C
$$BrC{H_2}C{H_2}COOH$$
D
$$C{H_3}CHBrCOOH$$
Answer :
$$BrC{H_2}C{H_2}COOH$$
TIPS/Formulae :
(i) The inductive effect decreases with increase in distance of halogen atom from the carboxylic group and hence the strength of acid proportionally decreases.
(ii) The acidity increases with the increase in electronegativity of the halogen present.
Smallest dissociation constant means weakest acid, which is $$BrC{H_2}C{H_2}COOH$$ because here $$Br$$ ( less electronegative than F ) is two carbon atoms away from $$ - COOH.$$
13.
The correct decreasing order of priority for the functional groups of organic compounds in the IUPAC system of nomenclature is
No explanation is given for this question. Let's discuss the answer together.
14.
The decreasing order of nucleophilicity among the nucleophiles
A
(C), (B), (A), (D)
B
(B), (C), (A), (D)
C
(D), (C), (B), (A)
D
(A), (B), (C), (D)
Answer :
(C), (B), (A), (D)
In moving down a group, the basicity and nucleophilicity are inversely related, i.e. nucleophilicity increases while basicity decreases. In going from left to right across a period, the basicity and nucleophilicity are directly related. Both of the characteristics decrease as the electronegativity of the atom bearing lone pair of electrons increases. If the nucleophilic centre of two or more species is same, nucleophilicity parallels basicity, i.e, more basic the species, stronger is its nucleophilicity. Hence based on the above facts, the correct order of nucleophilicity will be
15.
Which of the following names is correct for ?
A
3-Formylpentane-1, 3-dial
B
1, 2, 3-Triformylpropane
C
2-Formylmethylbutane-1, 4-dial
D
2-Formylmethylbutane-1, 4-dial
Answer :
2-Formylmethylbutane-1, 4-dial
16.
The optically inactive compound from the following is :
A
2 - chloropropanal
B
2 - chlorobutane
C
2 - chloropentane
D
2 - chloro - 2- methylbutane
Answer :
2 - chloro - 2- methylbutane
The optically inactive compound must contains achiral carbon atom$$(s).$$ Option (D) contains achiral carbon atom
17.
Which of the following reactions is elimination reaction ?
A
B
C
D
Answer :
The reaction (C) is Hoffmann elimination
18.
In nucleophilic substitution reaction, order of halogens as incoming (attacking) nucleophile is : $${I^ - } > B{r^ - } > C{l^ - }$$
The order of halogens as departing nucleophile should be :
A
$$B{r^ - } > {I^ - } > C{l^ - }$$
B
$${I^ - } > B{r^ - } > C{l^ - }$$
C
$$C{l^ - } > B{r^ - } > {I^ - }$$
D
$$C{l^ - } > {I^ - } > B{r^ - }$$
Answer :
$${I^ - } > B{r^ - } > C{l^ - }$$
Since the leaving group breaks away as a base, it is easier to displace weaker bases
as compared to stronger bases. Thus less basic the substituent, the more easily it is
displaced.
Since the basic strength of the given groups is in order.
$${I^ - } < B{r^ - } < C{l^ - }$$
Thus the order of halogen leaving groups is $${I^ - } > B{r^ - } > C{l^ - }$$
19.
The state of hybridisation of $${C_2},{C_3},{C_5}$$ and $${C_6}$$ of the hydrocarbon,
is in the following sequence
If number of $$\sigma $$ bonds = 2; hybridisation is $$sp.$$
If number of $$\sigma $$ bonds = 3; hybridisation is $$s{p^2}.$$
If number of $$\sigma $$ bonds = 4; hybridisation is $$s{p^3}.$$
20.
The correct order of increasing reactivity of $$C - X$$ bond towards nucleophile in the following compounds is
A
I < II < IV < III
B
II < III < I < IV
C
IV < III < I < II
D
III < II < I < IV
Answer :
I < II < IV < III
Key Idea Alkyl halides are more reactive towards nucleophilic substitution. Reactivity depends upon the stability of carbocation intermediate formed.
Among the given halides, aryl halide $$\left( {{C_6}{H_5}X} \right)$$ is least reactive towards nucleophile, due to the four possible reason
(i) Reasonance effect
(ii) Hybridisation
(iii) Unstability of phenyl cation
(iv) Double bond character
$$C-X$$ bond acquire some double bond character due to resonance. Presence of electron withdrawing groups like $$ - N{O_2}$$ at $$ortho$$ and $$para$$ - positions facilitate the nucleophilic displacement of $$-X$$ of aryl halide. Among alkyl halides, $${3^ \circ }$$ halides are more reactive as compared to $${2^ \circ }$$ halides due to the formation of more stable carbocation. Hence, the order of reactivity of $$C-X$$ bond towards nucleophile is as