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31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - NEET MCQ


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31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 1

Name of the compound given below is [2003]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 1

4 ethyl - 3 methyl octane

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 2

The correct order of reactivity towards the electrophilic substitution of the compounds aniline (I), benzene (II) and nitrobenzene (III) is

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 2

Amino group is ring activating while nitro group is deactivating. Hence, correct order is  aniline > benzene > nitrobenzene.
I > II > III

–NO2 is an electron attracting group hence decrease the electron density on ring, whereas –NH2 group is electron releasing group hence increases electron density on ring. Benzene is also rich due to delocalization of electrons.

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31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 3

Which one of the following is a free-radical substitution reaction? [2003]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 3

In the presence of UV rays or energy, by boiling chlorine, free radical is generated which attack the methyl carbon atom of the toluene.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 4

 Which of the following pairs of compounds are enantiomers? [2003]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 4

Compound which are mirror image of each other and are not superimposable are termed as enantiomers.

are enantiomers

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 5

Number of chiral carbons in β - D - (+) - glucose is [2004]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 5

Carbon atoms from C1 to C5 are chiral

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 6

Which of the following is least reactive in a nucleophilic substitution r eaction. [2004]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 6

H2C = CHCl is capable of showing resonance which develops a partial double bond, character to C–Cl bond, thereby making it less reactive toward  nucleophilic substitution. ..

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 7

The molecular formula of diphenyl methane,

How many structural isomers are possible when one of the hydrogens is replaced by a chlorine atom?[2004]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 7

In diphenylmethane monochlorination at following positions will produce structured isomers

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 8

The chirality of the compound [2005]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 8

Clock wise rotation.

Hence configuration is R.
If the eye travel in a clockwise direction, the configuration is specified as the order of priority is Br > Cl > CH3 > H

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 9

Which one of the following pairs represen ts stereoisomerism? [2005]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 9

Optical and geometrical isomerism pair up to exhibit stereoisomerism. This is because the isomers differ only in their orientation in space.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 10

Which of the following undergoes nucleophilic substitution exclusively by SN1 mechanism? [2005]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 10

SN1 reaction is favour ed by heavy gr oups on the carbon atom attached to halogen i.e Benzyl > allyl > tertiary > primary > secondary > primary > alkyl halides

Obtained from SN1 path.
This molecule is resonance stabilised.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 11

Which amongst the following is the most stable carbocation? [2005]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 11

More the number of alkyl groups, the greater the dispersal of positive charge and therefore more the stability of carbocation hence.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 12

 Which one of the following compounds is most acidic? [2005]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 12

Phenols are more acidic than alcohol as they are resonance stabilised whereas alcohols are not .
Further nitro is an electron withdrawing which increases acidic character and facilitates release of proton, whereas –CH3 is an electron donating group.Which decreases acidic character , thus removal of H+ becomes very difficult.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 13

Names of some compounds are given. Which one is not correct in IUPAC system? [2005]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 13

Correct IUPAC name of

  is 4-Ethyl-3–methyl heptane

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 14

The best method for the separation of naphthalene and benzoic acid from their mixture is: [2 00 5]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 14

Among the given compounds naph thelene is volatile but benzoic acid is non-volatile (it forms a dimer). So, the best method for their separation is sublimation, which is applicable to compounds which can be converted directly into the vapour phase from its solid state on heating and back to the solid state on cooling. Hence it is the most appropriate method.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 15

The general molecular formula, which represents the homologous series of alkanols is [2006]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 15

General molecular formula of alkanols is

 

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 16

The IUPAC name of     
678686_e089273e3f304c2ab76fbdc76d8b2cdf.png       [2006]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 16

It is 2, 3 dimethyl pentanoyl chloride.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 17

The correct order regarding the electronegativity of hybrid orbitals of carbon is [2006]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 17

Among the three given hybrid orbitals, sp hybrid orbital is most electronegative.
Contribution of s in sp hybrid orbital is maximum (50%) so this orbital is closer to nucleus. Naturally it will have greater tendency to pull electron towards it. Hence it becomes more electronegative and sp3 becomes least electronegative as it have only 25% S character.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 18

Which of the following is not chiral ? [2006]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 18

* marked are chiral carbons.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 19

Consider the following compounds. [2007]

C6H5COCl


 The correct decreasing order of their reactivitytowards hydrolysis is

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 19

The degree of hydrolysis increases as the magnitude of positive charge on carbonyl group increases. Electron withdrawing group increases the positive charge and electron releasing group decreases the positive charge. Among these NO2 & CHO are electron withdrawing group from which NO2 has more –I effect than –CHO. On the other hand CH3 is a electron releasing group therefore the order of reactivity towards hydrolysis is

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 20

If there is no rotation of plane polarised light by a compound in a specific solvent, though to be chiral, it may mean that [2007]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 20

Compounds which do not show optical activity inspite of the presence of chiral carbon atoms are called meso-compounds.
The absence of optical activity in these compound is due to the presence of a plane of symmetry in their molecules. e.g. mesotartaric acid is optically inactive.

(Plane of symmetry)

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 21

CH3 – CHCl – CH2 – CH3 has a chiral centre. which one of the following represents its R-configuration? [2007]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 21

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 22

For (i) I, (ii) Cl, (iii) Br, the increasing order of nucleophilicity would be [2007]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 22

Nucleophilicity increases down the periodic table.   I- > Br- > Cl- > F-

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 23

The order of decreasing reactivity towards an electrophilic reagent, for the following:
i) Benzene
ii) Toluene
iii) Chlorobenzene
iv) Phenol

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 23

Benzene having any activating group i.e, OH, R etc., undergoes electrophilic substitution very easily as compared to benzene itself. Thus toluene (C6H5CH3), phenol (C6H5OH) undergo electrophilic substitution very readily than benzene.Chlorine with +E and +M effect deactivating the ring due to strong -I effect. So, it is difficult to carry out the substitution  in chlorobenzene than in benzene, so correct order is 

Phenol > Toluene > Benzene > Chlorobenzene

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 24

Which one of the following is most reactive towards electrophilic attack ? [2008]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 24

Out of the given compounds the most reactive towards nucleophilic attack

Phenoxide ion is stable due to resonance. i.e. the correct answer is option (c).

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 25

Base strength of : [2008]

is in the order of :

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 25

The amount of s-character in various hybrid orbitals is as follows. sp = 50%, sp2 = 33% and sp3 = 25% Therefore character of the C – H bond in acetylene (sp) is greater than that of the C – H bond in alkene (sp2 hybridized) which in turn has greater s character of the C – H bond in alkanes. Thus  owing to a highs character of the C – H bond in alkynes, the electrons constituting this bond are more strongly held by the carbon nucleus with the result the hydrogen present on such a carbon atom can be easily removed as proton. The acidic nature of three types of C – H bonds follows the following order ≡ C-H > = C - H > - C - H.
Further, as we know that conjugate base of a strong acid is a weak base, hence the correct order of basicity is

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 26

How many stereoisomers does this molecule have?[2008]

CH3CH = CHCH2CHBrCH3

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 26

In the molecule

the number of stereoisomers is given by sum of geometrical isomers (because of presence of C = C) and optical isomers (because of presence of chiral carbon atom).
Number of geometrical isomers = 2 (one C = C is present).
Number of optical isomers = 2 (one chiral carbon atom).
Total number of stereoisomers = 2 + 2 = 4

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 27

A strong base can abstr act an α-hydrogen from :[2008]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 27

A strong base can abstract an α-hydrogen from a ketone.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 28

The stability of carbanions in the following :


is in the order of : [2008]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 28

Higher the no. of electron releasing group lower will be stability of carbanion, and vice-versa. So the order of stability of carbanions is

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 29

In the hydrocarbon

The state of hybrization of carbons 1, 3 and 5 are in the following sequence : [2008]

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 29

C – 1 is sp hybridized (C ≡ C)
C – 3 is sp3 hybridized (C– C)
C – 5 is sp2 hybridized (C = C) Thus the correct sequence is sp, sp3, sp2.

31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 30

The state of hybridization of C2, C3, C5 and C6 of the hydrocarbon, [2009]

is in the following sequence:

Detailed Solution for 31 Year NEET Previous Year Questions: Some Basic Principles & Techniques - 2 - Question 30

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