All Exams  >   NEET  >   Chemistry 31 Years NEET Chapterwise Solved Papers  >   All Questions

All questions of Organic Chemistry - Some Basic Principles and Techniques for NEET Exam

 Some meta-directing substituents in aromatic substitution are given. Which one is most deactivating? [NEET 2013]
  • a)
    –SO3H
  • b)
    –COOH
  • c)
    –NO2
  • d)
    –C ≡ N
Correct answer is option 'C'. Can you explain this answer?

Anu Bajaj answered
Decreasing order of deactivating effect of the given  m-directing group is > NO2 > – CN > – SO3H > – COOH
—NO2 group is most deactivating group due to strong – E, – I and – M effects.

Among the given compounds , the most susceptible to nucleophilic attack at the carbonyl group is: [2010]
  • a)
    CH3COOCH3
  • b)
    CH3CONH2
  • c)
    CH3COOCOCH3
  • d)
    CH3COCI
Correct answer is option 'D'. Can you explain this answer?

Rajat Kapoor answered
CH3COCl
Lesser the electron density of acyl carbon atom, more will be the susceptibility of a nucleophile to attack it. 
The Cl atom has strong - I effect and weakest +R effect because of the weak π-bond between the small sized C- atom and large sized Cl atom. Thus, in CH3COCl, acyl carbon has least electron density and hence, more susceptible for nucleophilic attack.

Which nomenclature is not according to IUPAC system? [2012]
  • a)
  • b)
    ​​​​
  • c)
     2-Methyl-3-phenylpentane
  • d)
     5-oxohexanoic acid
Correct answer is option 'A'. Can you explain this answer?

Rajesh Datta answered
In IUPAC system of nomenclature, preference is given to multiple bond than halogen substituent, so the correct name of
 is 3-Bromoprop-1-ene.

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]
  • a)
    the compound is certainly meso
  • b)
    there is no compound in the solvent
  • c)
    the compound may be a racemic mixture
  • d)
    the compound is certainly a chiral.
Correct answer is option 'A'. Can you explain this answer?

Rocky Handsome answered
Meso compound does not rotate plane polarised light. Compound which contains tetrahedral atoms with four different groups but the whole molecule is a chiral, is known as meso compound. It possesses a plane of symmetry and is optically inactive.

•One of the asymmetric carbon atoms turns the plane of polarised light to the right and other to the left and to the same extent so that the rotation due to upper half is compensated by the lower half, i.e., internally compensated, and finally there is no rotation of plane polarised light.

Given are cycloh exanol (I) a cetic acid (II), 2, 4, 6 – trinitrophenol (III) and phenol (IV). In these the order of decreasing acidic character will be :[2010]
  • a)
    III > II > IV > I
  • b)
    II > III > I > IV
  • c)
    II > III > IV > I
  • d)
    III > IV > II > I
Correct answer is option 'A'. Can you explain this answer?

Muskaan Basak answered
Explanation : Presence of three — NO2 groups in o–, p– positions to phenolic groups (in III) makes phenol strongly acidic because its corresponding phenate ion (conjugate base) is highly stabilised due to resonance.
Conjugate base of CH3COOH, II (i.e.
CH3COO-) is  resonan ce hybr id of two equivalent structures. The conjugate base of phenol, IV is stabilized due to resonance note that here all resonating structures are not equivalent). The conjugate base of cyclohexanol, I does not exhibit resonance, hence not formed.

The correct order of reactivity towards the electrophilic substitution of the compounds aniline (I), benzene (II) and nitrobenzene (III) is
  • a)
    I > II > III
  • b)
    III > II > I [2003]
  • c)
    II > III > I
  • d)
    I < II > III
Correct answer is option 'A'. Can you explain this answer?

Dev Kumar answered
Aniline activates benzene ring by delocalisation of electrons and increasing electron density in ortho and para positions thus making the site favourable for the attack by an electrophile.thus it is ortho and para directing group and in Nitro benzene Nitro group is an electron withdrawing group showing -M effect and deactivates the benzene ring. so electron density on nitrobenzene increases at meta position.. so it is meta directing group.. in benzene there is no groups attached so it is normal and the correct order is 1>2>3

Which one of the following is most reactive towards electrophilic attack ? [2008]
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'C'. Can you explain this answer?

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).

The order of decreasing reactivity towards an electrophilic reagent, for the following:
i) Benzene
ii) Toluene
iii) Chlorobenzene
iv) Phenol
  • a)
    (i) > (ii) > (iii) > (iv)
  • b)
    (ii) > (iv) > (i) > (iii)
  • c)
    (iv) > (iii) > (ii) >(i)
  • d)
    (iv) > (ii) > (i) > (iii)
Correct answer is option 'C'. Can you explain this answer?

Arpita Tiwari answered
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

Which of the following undergoes nucleophilic substitution exclusively by SN1 mechanism? [2005]
  • a)
    Ethyl chloride
  • b)
    Isopropyl chlor ide
  • c)
    Chlorobenzene
  • d)
    Benzyl chloride
Correct answer is option 'D'. Can you explain this answer?

Abhiram Nair answered
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.

 Which one of the following compounds is most acidic? [2005]
  • a)
     Cl–CH2–CH2–OH
  • b)
  • c)
  • d)
Correct answer is option 'C'. Can you explain this answer?

Dev Kumar answered
In (c) Due to -M effect of NO2 group at ortho position will stabilise the ortho- Nitro phenoxide ion and also NO2 shows -I effect which stabilises the conjugate base. And we know more stable the corresponding conjugate base of the acid,more acidic the acid is. and in (d) methyl group shows +I effect and destabilises the corresponding conjugate base of the acid so the acid least acidity in (a) there is one halide Cl which shows -I effect and stabilises the conjugate base of the acid but it's effect is not very much pronounced than that in (c) so it is less acidic than (c).

Which of the following compounds undergoes nucleophilic substitution reaction most easily ?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'A'. Can you explain this answer?

Abhishek Desai answered
In SNAr reactions, a carbanion is formed as an intermediate, so any substituent that increases the stability of carbanion and hence the transition state leading to its formation will enhance the SNAr reactions. To compare the rates of substitution in chlorobenzene, chlorobenzene having electron-withdrawing group, and chlorobenzene having electronreleasing group, we compare the structures carbanion I (from chlorobenzene), II (from chlorobenzene containing electron-withdrawing group) and III (from chlorobenzene containing electron-releasing group).
G withdraws electrons, neutralises (disperses) –ve charge of the ring, stabilises carbanion, facilitates SN reaction (activation effect)
G releases electrons, intensifies –ve charge, destabilizes carbanion, retards SN reaction (deactivation) NO2 is activating group and CH3 and OCH3 are deactiving group.
Hence, the correct order of nucleophilic substitution reactions

The Lassaigne’s extract is boiled with conc.HNO3 while testing for halogens. By doing so it [2011]
  • a)
    decomposes Na2S and NaCN, if formed.
  • b)
    helps in the precipitation of AgCl.
  • c)
    increases the solubility product of AgCl.
  • d)
    increases the concentration of NO3 ions
Correct answer is option 'A'. Can you explain this answer?

Simran Mishra answered
The Lassaigne test, also known as the Lassaigne's test or the sodium fusion test, is a chemical test used to detect the presence of nitrogen, sulfur, or halogens in an organic compound. It was developed by French chemist Jean-Baptiste André Lassaigne in the 19th century.

The test involves the fusion of a small amount of the organic compound with sodium metal in a tube. The resulting mixture is then dissolved in water and subjected to a series of chemical reactions to detect the presence of the desired elements.

For nitrogen detection, the Lassaigne test involves the conversion of nitrogen compounds into sodium cyanide. This is achieved by treating the fused mixture with sodium hydroxide and then adding iron(II) sulfate. The presence of nitrogen is indicated by the formation of a Prussian blue precipitate.

For sulfur detection, the Lassaigne test involves the conversion of sulfur compounds into sodium sulfide. This is achieved by treating the fused mixture with sodium hydroxide and then adding lead(II) acetate. The presence of sulfur is indicated by the formation of a black precipitate of lead sulfide.

For halogen detection, the Lassaigne test involves the conversion of halogen compounds into sodium halides. This is achieved by treating the fused mixture with sodium hydroxide and then adding silver nitrate. The presence of halogens is indicated by the formation of a colored precipitate, such as silver chloride (white), silver bromide (cream), or silver iodide (yellow).

The Lassaigne test is useful in identifying the presence of these elements in organic compounds, which can be important for determining the structure, properties, and potential reactions of the compound. However, it should be noted that the test is not specific to individual compounds and can only provide a general indication of the presence of these elements.

The correct order of increasing reactivity of C – X bond towards nucleophile in the following compounds is: [2010]
(I)            (II)               (III)                    (IV)
  • a)
    I < II < IV < III
  • b)
    II < III < I < IV
  • c)
    IV < III < I < II
  • d)
    III < II < I < IV
Correct answer is option 'A'. Can you explain this answer?

Shalini Saha answered
Tertiary alkyl halide is most reactive towards nucleophilic substitution because the corresponding carbocation (3°) is most stable. Aryl halide is least reactive due to partial double bond character of the C – Cl bond.
Presence of — NO2 groups in ortho and para positions  increases the reactivity of the – Cl towards nucleophiles.

Which one is a nucleophilic substitution reaction among the following ? [2011]
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'C'. Can you explain this answer?

Arnav Iyer answered
Because of high electronegativities of the halogen atom, the carbon halogen (C – X) is highly polarised covalent bond. Thus, the carbon atom of the C – X bond becomes a good site for attack by nucleophiles (electron rich species). Nucleophilic substitution reactions are the most common reactions of alkyl halides.

Which of the following is least reactive in a nucleophilic substitution r eaction. [2004]
  • a)
    (CH3)3 C - Cl
  • b)
    CH2 = CHCl
  • c)
    CH3CH2Cl
  • d)
     CH2 = CHCH2 Cl
Correct answer is option 'B'. Can you explain this answer?

Shivani Tiwari answered
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. ..

Which of the following compounds will exhibit cis-trans (geometrical) isomerism? [2009]
  • a)
    Butanol
  • b)
    2-Butyne
  • c)
    2-Butenol
  • d)
    2-Butene
Correct answer is option 'D'. Can you explain this answer?

Prisha Singh answered
Alkenes with double bonds cannot undergo free rotation and can have different geometrical shapes with two different groups on each end of the double bond.

The best method for the separation of naphthalene and benzoic acid from their mixture is: [2 00 5]
  • a)
    distillation
  • b)
    sublimation
  • c)
    chromatography
  • d)
    crystallisation
Correct answer is option 'B'. Can you explain this answer?

Arindam Khanna answered
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.

 Which of the following pairs of compounds are enantiomers? [2003]
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'B'. Can you explain this answer?

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

 Among the following compounds the one that is most reactive towards electrophilic nitration is: [2012]
  • a)
    Benzoic acid
  • b)
    Nitrobenzene
  • c)
    Toluene
  • d)
    Benzene
Correct answer is option 'C'. Can you explain this answer?

Krish Khanna answered
Electrophilic rate order
Since nitration is an electrophilic substitution hence presence of electron releasing group like CH3 in the nucleus facilitates nitration.

Given
I and II are [NEET Kar. 2013]
  • a)
    A pair of optical isomers
  • b)
    Identical
  • c)
    A pair of conformers
  • d)
    A pair of geometrical isomers
Correct answer is option 'C'. Can you explain this answer?

Mahi Shah answered
Conformers are form of stereoisomers in which isomers can be interconverted by rotations about single bonds. I and II are staggered and eclipsed conformers respectively.

Chapter doubts & questions for Organic Chemistry - Some Basic Principles and Techniques - Chemistry 31 Years NEET Chapterwise Solved Papers 2025 is part of NEET exam preparation. The chapters have been prepared according to the NEET exam syllabus. The Chapter doubts & questions, notes, tests & MCQs are made for NEET 2025 Exam. Find important definitions, questions, notes, meanings, examples, exercises, MCQs and online tests here.

Chapter doubts & questions of Organic Chemistry - Some Basic Principles and Techniques - Chemistry 31 Years NEET Chapterwise Solved Papers in English & Hindi are available as part of NEET exam. Download more important topics, notes, lectures and mock test series for NEET Exam by signing up for free.

Top Courses NEET

Related NEET Content