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JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - JEE MCQ


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30 Questions MCQ Test Chapter-wise Tests for JEE Main & Advanced - JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique for JEE 2024 is part of Chapter-wise Tests for JEE Main & Advanced preparation. The JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique questions and answers have been prepared according to the JEE exam syllabus.The JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique MCQs are made for JEE 2024 Exam. Find important definitions, questions, notes, meanings, examples, exercises, MCQs and online tests for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique below.
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JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 1

The bond order of in dividual carbon -carbon bonds in benzene is

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 1

NOTE : The phenomenon of resonance gives identical bonding and hence identical bond lengths.

C – C bond order in benzene = 1.5

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 2

Molecule in which the distance between the two adjacent carbon atoms is largest is 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 2

TIPS/Formulae :

The bond length decreases in the order.

On the basis of the size of the hybrid orbitals, sp orbital should form the shortest and sp3 orbital the longest bond with other atom.

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JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 3

The compound which is not isomeric with diethyl ether is 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 3

The first three are isomers of diethyl ether, C2H5OC2H5 (C4H10O).

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 4

Among the following, the compound that can be most readily sulphonated is

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 4

TIPS/FORMULAE :

–NO2, –Cl and –OH are electron-attracting or withdrawing group due to –M, –E and/or –I effects where as –CH3 show, +I effect (electron releasing).
Because of the + I effect of the CH3 group, toluene has the highest electron density in the o- and p- positions and hence can be most readily sulphonated.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 5

The compound 1, 2-butadiene has 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 5

Hybridisation in 

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 6

Which of the following compounds will exhibit cis-trans (geometrical) isomerism? 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 6

TIPS/Formulae :
cis-trans – Isomerism is due to restricted rotation either due to carbon-carbon double bond or due to cyclic structure.
NOTE : Geometrical Isomerism : The isomers which possess the same structural formula but differ in the spatial arrangement of the groups around the double bond are known as geometrical isomers.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 7

The IUPAC name of the compound having the formula is:

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JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 8

An isomer of ethanol is :

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JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 9

Out of the following compounds, which will have a zero dipole moment?

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 9

[Note : dipole moment is a vector quantity].

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 10

The bond between carbon atom (1) and carbon atom (2) in compound  involves the hybrids as

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 10

Car bon bonded with a triple bond (i.e. C1) is sp hybridised. Carbon bonded with a double bond (C2) is sp2 hybridised.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 11

The IUPAC name of the compound

CH2 = CH – CH (CH3)2 is

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 11

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 12

The number of isomers of C6H14 is 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 12

TIPS/Formulae :
For knowing the possible isomers of the compound follow the following points.
(i) First write down the possible number of isomeric parent alkane.
(ii) Introduce the given functional group at different positions so as to get different isomeric compound.
There are 5 isomers possible for C6H14.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 13

The Cl—C—Cl angle in 1,1,2,2-tetrachloroethene and tetrachloromethane respectively will be about 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 13

The bond angle in sp3, sp2 and sp hybridization is respectively 109.28', 120º and 180º.
Tetrachloroethene being an alkene has sp2 hybridised C-atoms and hence the Cl – C –  Cl angle is 120º, whereas in tetrachloromethane, carbon is sp3 hybridised, so the angle is 109º.28’.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 14

The compound which has one isopropyl group is :

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JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 15

The C–H bond distance is the longest in : 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 15

C2H6 is a saturated hydrocarbon and its carbon is sp3 hybridised. Hence it is least electronegative among alkanes, alkenes and akynes with the result C – H bond length will be maximum.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 16

The number of sigma and pi-bonds in 1-butene-3-yne are :

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 16

CH2 = CH – C ≡ CH;
No of s bonds = 2 + 1 + 1 + 1 + 1 +1 = 7;
No of  π bonds = 1 + 2 = 3

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 17

In CH3CH2OH, the bond that undergoes heterolytic cleavage most readily is

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 17

NOTE : Heterolytic fission occurs when the two atoms differ considerably in their electronegativities.
O – H bond undergoes cleavage most readily because O and H differ markedly in their electronegativity and further oxygen being highly electronegative can accommodate the negative charge more effectively developed after the cleavage.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 18

The compound which gives the most stable carbonium ion on dehydration is :

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 18

NOTE : The order of stability of carbonium ion is

tertiary > secondary > primary > methyl

Tertiary carbonium ions (formed in b) are more stable because of electron repelling (+I effect) nature of CH3 group due to which the +ve charge gets dispersed and also due to hyperconjugation.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 19

The hybridization of carbon atoms in C–C single bond of HC ≡ C – CH = CH2 is

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 19

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 20

The products of combustion of an aliphatic thiol (RSH) at 298 K are

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 20

At 298 K, CO2 and SO2 exist as gases while H2O exists as liquid.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 21

Isomers which can be inter converted th rough rotation around a single bond are

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 21

Stereoisomers which are mirror image of each other are enantiomers and the one which are not mirror images are diasteromers. Conformation of the molecule is the spatial arrangement of the atoms of a given molecular structure that are obtained merely by rotation about a sigma bond in the molecule.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 22

The structure 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 22

A compound which consists of at least one asymmetric carbon atom is capable of showing the phenomenon of optical isomerism.
The structure cannot show geometrical isomerism as one of the carbons along the double bond has identical group (methyl). Tautomerism is not possible because of the absence of –CO, group. It shows optical isomerism because it has chiral C atom with four different groups, H, CH3, COOH and (CH3),C = CH.

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 23

Allyl isocyanide has :

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 23

The above structure of allyl isocyanide clearly shows 5 C – H (σ), 2 C – C (σ), 1C – N (σ), 1N – C(σ), 1C – C (π), 2N– C (π) bonds, i.e., 9σ and 3π bonds in all. There are 2 non-bonded electrons on the C-atom (co-ordinate bond between N and C, the electron pair of N is shifted towards C).

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 24

Arrange in order of decreasing trend towards SE reactions :

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JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 25

Most stable carbonium ion is :

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 25

TIPS/Formulae :

The stability of carbonium ion is influenced by both resonance and inductive effect.


JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 26

In the following compounds,

The order of acidity is :

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 26

NOTE : –NO2 is an electron-attracting group where as –CH3 is an electron-releasing group.

An electron - attracting substituent tends to dispersethe negative charge of the phenoxide ion and thus, makes it more stable. This, in turn, increases the acid strength of phenol. The substituent in para position is more effective than in the meta position as the former involves a resonating structure bearing negative charge on the carbon attached to the electron - withdrawing substituent.

An electron - releasing substituent tends to intensify the negative charge of the phenoxide ion and thus makes it more unstable. This, in turn, decreases the acid strength of phenol. Hence, the order of acid strength is

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 27

Arrange the following compounds in order of increasing dipole moment.

Toluene (I)
m-dichlorobenzene (II)  
o-dichlorobenzene (III)
p-dichlorobenzene (IV)

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 27

Dipole moment of p-dichlorobenzene is zero because of symmetrical structure. o- and m-dichlorobenzene have higher dipole moments than toluene due to high electronegativity of chlorine than –CH3 group. Further, the o-dichlorobenzene has higher dipole moment due to lower bond angle than the m-isomer. Hence, the order of increasing dipole moment is :
p-dichlorobenzene (IV)  <  toluene (I) < m-dichlorobenzene (II)  <  o-dichlorobenzene (III)

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 28

How many optically active stereoisomers are possible for butane-2, 3-diol? 

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 28

The stereoisomers of butane -2,3-diol are

JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 29

In the compound CH2 = CH–CH2–CH2–C ≡ CH, the C2–C3 bond is of the type,

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JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 30

The optically active tartaric acid is named as D – (+) – tartaric acid because it has a positive

Detailed Solution for JEE Advanced (Single Correct MCQs): Organic Chemistry - Some Basic Principles & Technique - Question 30

TIPS/Formulae :

Glyceraldehyde is taken as arbitrary standard for D, L – nomenclature.

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