t

en
nm nment
sig ssig
As A Assignment

Assignment
5. Which among the following is not a heterocyclic
SECTION - A compound? [NCERT Pg. 339]
NCERT Based MCQs OH
1. Among the following which element has highest (1) (2)
catenation property? [NCERT Pg. 334]
S
(1) Carbon (2) Silicon
(3) Phosphorous (4) Sulphur (3) (4)
2. Number of resonating structures possible for N
O
benzene are [NCERT Pg. 353]
H
(1) 1 (2) 2
(3) 3 (4) 4 6. The correct decreasing priority order of given
functional groups while writing the IUPAC
3. The sum of  and -bonds present in the given nomenclature is [NCERT Pg. 344]
molecule is [NCERT Pg. 335]
(1) – COOH, – SO3H, – COOR, – COCl
O
CH3 (2) – COOH, – SO3H, – COCl, – COOR
HC
(3) – COOH, – COOR, – SO3H, – COCl
(4) – COOH, – COCl, – SO3H, – COOR
CH3
7. Consider the given species [NCERT Pg. 342]
(1) 26 (2) 28
(CH3)3N BF3
(3) 29 (4) 30
4. Select the correct expanded form of following bond- r
C2H5 Os Cl
line structure [NCERT Pg. 336]
The total number of nucleophiles are
(1) 0
OH
(2) 2
H H H H
(3) 4
(1) H — C C—C—C—C—C—H
(4) 3
H OH H H
8. Correct IUPAC name of the given compound is
H H H H H [NCERT Pg. 344]
(2) H — C C—C—C—C—H
OH
H OH H
H
(3) H — C C—C C—C—H
(1) 2-methylbutan-2-ol
OH
(2) 2-methylbutan-4-ol
H H H
(3) 2-methylbutan-1-ol
(4) H — C C—C—C—C—H
(4) 2-Ethylbutan-1-ol
H OH H
Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
46 Organic Chemistry - Some Basic Principles & Techniques NEET

 15. CH2 = CH2 + HBr CH3 – CH2 – Br.

9. For carbocation CH3 , which of the following is not
The given reaction is an example of
true? [NCERT Pg. 350]
[NCERT Pg. 356]
(1) It has trigonal planar shape
(1) Elimination reaction
(2) Its shape is derived by the overlap of each of (2) Substitution reaction
the three sp2 hybridised orbitals of carbon with
corresponding 1 s orbital of hydrogen atoms (3) Electrophilic addition reaction

(3) It has one vacant orbital on carbon which is (4) Free radical addition reaction
perpendicular to molecular plane
(4) It has two vacant p orbital on carbon which are SECTION - B
in molecular plane Objective Type Questions
10. Electromeric effect can be observed in 1. The element which shows highest catenation
[NCERT Pg. 355] property is
(1) (CH3)2O (2) C2 H5OH
(1) Hydrogen (2) Carbon
(3) C2 H6 (4) C2H4
(3) Oxygen (4) Sulphur
11. The violet colour developed during the Lassaigne’s
2. Which of the following is heterocyclic compound?
test for sulphur is due to [NCERT Pg. 363]
(1) Pyrrole (2) Furan
(1) Na4[Fe(CN)5NOS] (2) Fe4[Fe(CN)6]3
(3) Thiophene (4) All of these
(3) Fe(SCN)3 (4) Fe3[Fe(CN)6]2
3. Which of the following shows structure of
12. On complete combustion of 0.25 g of an organic neohexane?
compound 0.22 g of CO2 and 0.18 g of H2O are
obtained. The percentage of C and H respectively CH3
in the organic compound are [NCERT Pg. 364] (1) CH3 – CH – CH 2 – CH2 – CH 2 – CH3
(1) 8 and 20 (2) 24 and 12
C H3 CH3
(3) 24 and 8 (4) 24 and 10
(2) CH3 – CH – C – CH3
13. Kjeldahl’s method for detection of nitrogen in CH3
organic compounds can be used for
CH3
[NCERT Pg. 365]
(3) CH3 – C – CH2 – CH3
(1) C2H5NO2
CH3

(2) CH3 CH3

N
(4) CH3 – CH – CH 2 – CH
CH3

(3) N 4. The incorrect match is

H 1. CnH2n – 2 – Alkyne
(4) NH2CONH2 2. CnH2n – Alkene
14. Which of the following is purified by sublimation? 3. CnH2n + 2 – Bicyclo alkane
[NCERT Pg. 357] 4. CnH2n – 2 – Alkadiene
(1) Naphthalene 5. Number of primary hydrogen atoms and tertiary ‘C’
(2) Benzoic acid present in neopentane is
(3) Camphor (1) 9 and 1 (2) 9 and 0
(4) All of these (3) 6 and 1 (4) 12 and 0
Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 47
6. The functional group is mainly responsible for 13. The IUPAC name of the compound
(1) Physical properties (2) Chemical reactivity CH2 = CHCOCH = CH2 is
(3) Biological properties (4) Both (2) & (3) (1) Divinyl ketone
7. The number of C atoms present in allyl vinyl (2) 3-Keto penta 1,4-diene
acetylene is _____ and it has _____ degree of
unsaturation (3) Penta-1,4-dien-3-one

(1) 7 and 4 (2) 7 and 3 (4) 3-Ethenyl prop-1-ene-3-one

(3) 5 and 4 (4) 5 and 3 14. The IUPAC name of the compound
8. IUPAC name for the compound CH2 CH2

O
is
(1) Ethene oxide

(1) 3-Methyl-4-ethyl hexane (2) Ethylene oxide

(2) 3-Ethyl-4-methyl hexane (3) Epoxy ethane

(3) 4-Ethyl-3-methyl hexane (4) Ethylene epoxide

(4) Nonane 15. The compound which has one isopropyl group is
9. IUPAC name of the compund (1) 2,2,3,3,-Tetramethyl pentane
ClCH2–CH2–CH2 –CH2 –CH2Br is (2) 2,2-Dimethyl pentane
(1) 1–Chloro–5–bromopentane (3) 2, 2, 3-Trimethyl pentane
(2) 5–Bromo–1–chloropentane (4) 2-Methyl pentane
(3) 1–Bromo–5–chloropentane 16. The IUPAC name of Cl3C.CHO is
(4) 5–Chloro–1–bromopentane
(1) Trichloroacetaldehyde
10. IUPAC name of the compound
(2) 1, 1, 1-Trichlorethanal
CH3 – CH=CH – C  C – C  CH is
(3) 2, 2, 2-Trichloroethanal
(1) Hepta–2–ene-4, 6–diyne
(4) Chloral
(2) Hepta–5–ene-1,3–diyne
17. The IUPAC name of CH3OC2H5 is
(3) Hepta-1,3-diyne-5-ene
(1) Ethoxymethane
(4) 5-Ene hepta-1, 3-diyne
(2) Methoxyethane
11. IUPAC name of Succinic acid is
(3) Methyl ethyl ether
(1) Ethane dioic acid
(4) Ethyl methyl ether
(2) Propane-1, 3–dioic acid
18. The IUPAC name of the compound
(3) Propane-1, 2–dioic acid
(4) Butane–1, 4–dioic acid CH2 — CH — CH 2
is
12. IUPAC name of Glucose is CN CN CN

(1) 2,3, 4, 5, 6–Pentahydroxy hexanal (1) 1, 2, 3-Cyanopropene

(2) 1, 2, 3, 4, 5–Pentahydroxy hexanal (2) 1, 2, 3-Cyanopropane

(3) Hexane–6–al–1,2,3,4,5 pentanol (3) 3-Cyanopentan-1, 5,-dinitrile

(4) Aldohexose (4) Propane-1,2,3-Tricarbonitrile
Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
48 Organic Chemistry - Some Basic Principles & Techniques NEET

19. The IUPAC name of the compound

OC H3
CHO CHO CHO Cl
is 25. The IUPAC name of ; is
CH2 CH CH2
CH 3
(1) 3-Formyl-1, 5-pentanedial
(2) 2–Aldo Pentane-1,5-dialdehyde (1) 4-methoxy-1-methyl chloro benzene
(2) 2-chloro-4-methyl anisole
(3) Propanetrialdehyde
(4) Propane-1, 2, 3-tricarbaldehyde (3) 1-methoxy-2 chloro-4-methyl benzene

20. The IUPAC name of (4) 4-methyl-2 chloro anisole

CH2 = CH — CH2 — C  CH is NO2

(1) Pent-2-en-5-yne (2) Pent-1-en-4-yne F
26. Compound is
(3) Pent-4-en-1-yne (4) Pent-4-en-2-yne C2H5

(1) 4-Ethyl-2-nitro-1-fluoro benzene

21. The IUPAC name of the compound is (2) 4-Ethyl-1-fluoro-2-nitro benzene
(1) Cyclo hexane (3) 1-Nitro-2-fluoro ethyl benzene
(2) Bicyclo [2. 2. 0] hexane (4) 1-Ethyl-3-nitro-4-fluoro benzene
(3) Bicyclo [0. 2. 2] hexane 27. The number of chain isomers possible in C5H12 is
(4) Bicyclohexane (1) 2 (2) 3
COOH (3) 4 (4) 5
22. IUPAC name of is 28. Propanol-1 and Propanol-2 are
OCH 3
(1) Chain isomers
(1) 2-methoxybenzoic acid
(2) Position isomers
(2) 2-carboxymethoxide
(3) Functional isomers
(3) 2-carboxyphenyl methoxide
(4) Tautomers
(4) 2-methoxy carboxybenzene
29. How many primary alcohols are possible of
molecular formula C4H10O?
23. The IUPACname of is (1) 3

(1) Bicyclo [2. 2. 2] octane (2) 2

(2) Cyclo octane (3) 5

(3) Bicyclo octane (4) 7

(4) Bicyclo [2. 2. 2] hexane 30. The tautomerism is not shown by

24. The IUPAC name of ; is O

O
|| ||
(1) (2)
||
(1) Spiro [2, 4] heptane O

(2) Spiro [4, 2] heptane

(3) Bicyclo [4, 2] heptane O
(3) (4) CH3CHO
(4) Both (2) & (3) O

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 49
31. How many alkenes (excluding stereoisomers) are 39. The nucleophile is not
possible of molecular formula C4H8? (1) Lewis base (2) Lewis acid
(1) 3 (2) 4 
(3) H2 O (4) Carbanion
(3) 5 (4) 6 

32. CH3 – CH2 – CH2 – O – CH3 and 40. The most stable carbocation is
 +
CH3 (1) CH3  CH2 (2) CH3 – CH
CH3 – CH – O – CH3 are CH3

(1) Chain isomers  

(3) CH2 = CH – CH2 (4) CH3
(2) Position isomers
41. The most stable carbanion is
(3) Metamers
(4) Functional isomers (1) CH3 CH2 (2) (CH3 )3C
33. Which of the following is not an example of
stereoisomers? (3) CH (4) (CH3 )2CH
3

(1) Conformers and geometrical isomers 42. Which resonating structure of formic acid is most
stable?
(2) Metamers and optical isomers
–
(3) Geometrical and optical isomers O
| +
(1) H–C=O–H
(4) Conformers and optical isomers
–
O
34. The most stable alkene is |
(2) H – C – O – H
(1) CH3CH=CHCH3 +
+
(2) CH2=CHCH2CH3 O
|
(3) (CH3)2C=C(CH3)2 (3) H–C–O–H
–
(4) (CH3)3C–CH=CH2 (4) All have equal stability

35. The strongest deactivating group for benzene 43. Which is the weakest nucleophile?
nucleus is
(1) CH3 O (2) CH3 CH2 O
(1) – COOH (2) –NO2
(3) (CH3 )2 CHO (4) (CH3 )3CO
(3) –CN (4) –CHO
44. The electromeric effect is
36. Which of the following is not an electrophile?
 (1) Permanent effect
(1) CH3 (2) AlCl3
(2) Temporary effect
+ 
(3) SiF4 (4) [( CH3)4 N ] OH (3) Pie electron transfer effect
(4) Both (2) & (3)
37. :CH2 is an
– +
(1) Electrophile (2) Nucleophile O O
+ –
45. In CH2 –HC = C–H and CH2–CH = CH–C–H most
(3) Free radical (4) Ambiphiles
(I) (II)
38. In – NO2 , – NH2 , – SO 3 H ; The decreasing order of stable is
(I) (II) (III)
(1) (I)
–I effect is
(2) (II)
(1) (I) > (II) > (III) (2) (I) > (III) > (II)
(3) Sometimes (I) and sometimes (II)
(3) (III) > (II) > (I) (4) (III) > (I) > (II)
(4) Both are equal stable
Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
50 Organic Chemistry - Some Basic Principles & Techniques NEET

46. Which one is incorrect match of reactions? 51. Number of C atoms which present linearly in vinyl
acetylene is
CH3 Ph O Ph
C 
H C (1) 2 (2) 3
(1) ;
N N (3) 4 (4) 1
OH CH3 H 52. In the Lassaigne’s test for nitrogen in an organic
 Rearrangement compound, the prussian blue colour is obtained
aq.KOH due to formation of
(2) CH3 – CH2 – Br 
 CH3 – CH2 OH ;
(1) Fe4[Fe(CN)6]3 (2) [Fe(CNS)3]
 Nucleophilic substitution reaction
(3) [Fe(CN)5NOS]2  (4) [Fe(CN)5NO]2 
OH
53. 0.756 g of chloroderivative of organic compound
(3) H3PO 4

+ H2 O ; gave 1.148 g of AgCl. What is the percentage of
chlorine in the compound?
 Elimination reaction (1) 66.85% (2) 34.14%
(3) 49.5% (4) 37.59%
OH
(4) (CH3 )3 C–Cl (CH3 )2 C = CH 2 + H2O + Cl
54. On complete combustion of 0.492 g of an organic
 Nucleophilic substitution reaction compound gave 0.396 g of CO2 and 2.028 g of
H2O. What is the percentage of oxygen in the
47. The most stable free radical is
compound?
(1) 22% (2) 32.25%
(1) (2) (3) 51.5% (4) 78%
55. Match the column-I to column-II
Column-I Column-II
(3) (4)
a. Carius method (i) (NH4)2SO4
48. Which carboxylic acid has highest pKa value? b. Duma’s method (ii) Sodium fusion
extract
(1) CH2 –COOH
|
NO2
c. Kjeldahl’s method (iii) N2-gas

(2) HCOOH d. Lassaigne’s test (iv) AgNO3

(3) C6H5COOH (1) a(ii), b(i), c(iii), d(iv) (2) a(iv), b(i), c(iii), d(ii)
(3) a(ii), b(iii), c(i), d(iv) (4) a(iv), b(iii), c(i), d(ii)
(4) CCl3–COOH
56. The mixture of chloroform and aniline can be
49. The correct statement for -elimination is
separated into its component best by the method
(1) It forms cyclic compounds (1) Distillation (2) Solvent extraction
(2) It forms carbene or substituted carbene (3) Sublimation (4) Crystallisation
(3) Two atoms are removed from  and  positions 57. The percentage composition of an organic
Cl compound is as C = 40%, N = 46.66%, H = 13.3%.
The empirical formula of the compound is
(4) In CH3 – C – Cl ;  elimination is not possible
(1) C2NH5 (2) CHN
C2H5
(3) C2NH2 (4) CNH4
50. Pericyclic reaction occurs
58. Ammonia released by 1.0 g of an organic
(1) Via cyclic transition state compound containing N in Kjeldahl’s method is
(2) With formation of carbocation and carbanion neutralised by 20 mL of 1M H 2 SO 4 . The
percentage of nitrogen in the compound is
(3) Breaking and formation of bonds takes place
with time interval (1) 65% (2) 56%

(4) Both (1) & (3) (3) 46% (4) 24%

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 51
(3) Electrophiles are generally neutral species and
SECTION - C
can form a bond by accepting a pair of
Previous Years Questions electrons from a nucleophile
1. The most stable carbocation, among the following, (4) Electrophile can be either neutral or positively
is [NEET-2019 (Odisha)] charged species and can form a bond by
 accepting a pair of electrons from a nucleophile
(1) CH3 – CH2 – CH2
6. The most suitable method of separation of 1 : 1
 mixture of ortho and para-nitrophenols is
(2)  CH3 3 C – CH – CH3
[NEET-2017]

(3) CH3 – CH2 – CH – CH2 – CH3 (1) Sublimation

 (2) Chromatography
(4) CH3 – CH – CH2 – CH2 – CH3
(3) Crystallisation
2. The number of sigma () and pi () bonds in (4) Steam distillation
pent-2-en-4-yne is [NEET-2019]
7. The IUPAC name of the compound [NEET-2017]
(1) 10 bonds and 3 bonds
O O
(2) 8 bonds and 5 bonds
C
(3) 11 bonds and 2 bonds H is ________.
(4) 13 bonds and no  bonds
3. Which of the following carbocations is expected to (1) 3-keto-2-methylhex-4-enal
be most stable? (2) 5-formylhex-2-en-3-one
[NEET-2018] (3) 5-methyl-4-oxohex-2-en-5-al
NO2 NO2 (4) 3-keto-2-methylhex-5-enal

 8. In which of the following molecules, all atoms are

coplanar? [NEET(Phase-2)-2016]
(1) (2)

Y H Y H
NO2 NO2
(1) (2)
H 
(3) Y (4) H
Y CH3 CN
 (3) C C (4)
4. Which of the following is correct with respect to CH3 CN
– I effect of the substituents? (R = alkyl) 9. In pyrrole
[NEET-2018] 4 3
(1) – NH2 < – OR < – F (2) – NR2 < – OR < – F 5 2
N1
(3) – NR2 > – OR > – F (4) – NH2 > – OR > – F
5. The correct statement regarding electrophile is H
the electron density is maximum on
[NEET-2017]
[NEET(Phase-2)-2016]
(1) Electrophile is a negatively charged species
and can form a bond by accepting a pair of (1) 2 and 3
electrons from a nucleophile (2) 3 and 4
(2) Electrophile is a negatively charged species (3) 2 and 4
and can form a bond by accepting a pair of
(4) 2 and 5
electrons from another electrophile
Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
52 Organic Chemistry - Some Basic Principles & Techniques NEET

10. Which among the given molecules can exhibit (3) A carbonyl compound with a hydrogen atom on
tautomerism? [NEET(Phase-2)-2016] its alpha-carbon rapidly equilibrates with its
O O corresponding enol and this process is known
as aldehyde-ketone equilibration
O
Ph
Ph (4) A carbonyl compound with a hydrogen atom on
I II III its alpha-carbon rapidly equilibrates with its
(1) III only corresponding enol and this process is known
(2) Both I and III as carbonylation

(3) Both I and II 14. The number of structural isomers possible from the
molecular formula C3H9N is [Re-AIPMT-2015]
(4) Both II and III
(1) 2 (2) 3
11. For the following reactions :
(3) 4 (4) 5
(a) CH3CH2CH2Br + KOH 
15. Which of the following statements is not correct for
CH3CH = CH2 + KBr + H2O a nucleophile? [Re-AIPMT-2015]
H3C CH3 H3C CH3 (1) Nucleophiles attack low e– density sites
(b) + KOH + KBr
Br OH (2) Nucleophiles are not electron seeking
Br (3) Nucleophile is a Lewis acid
(c) + Br2
Br (4) Ammonia is a nucleophile
Which of the following statements is correct? 16. Consider the following compounds
[NEET-2016]
CH3
(1) (a) is substitution, (b) and (c) are addition
reactions I. CH3 C CH

(2) (a) and (b) are elimination reactions and (c) is CH3
addition reaction
Ph
(3) (a) is elimination, (b) is substitution and (c) is
addition reaction II. Ph C Ph
(4) (a) is elimination, (b) and (c) are substitution
reactions
III.
12. The pair of electron in the given carbanion, CH3
CH3C  C is present in which of the following
Hyperconjugation occurs in [AIPMT-2015]
orbitals? [NEET-2016]
(1) I and III (2) I only
(1) sp
(3) II only (4) III only
(2) 2p
17. Which of the following is the most correct electron
(3) sp3 displacement for a nucleophilic reaction to take
(4) sp2 place? [AIPMT-2015]
13. The correct statement regarding a carbonyl H H2
compound with a hydrogen atom on its alpha- (1) H3C C = C — C — Cl
H
carbon, is [NEET-2016]
H H2
(1) A carbonyl compound with a hydrogen atom on (2) H3C C = C — C — Cl
its alpha-carbon rapidly equilibrates with its H
corresponding enol and this process is known
H H2
as keto-enol tautomerism (3) H3C C = C — C — Cl
(2) A carbonyl compound with a hydrogen atom on H
its alpha-carbon never equilibrates with its H H2
corresponding enol (4) H3C C = C — C — Cl
H
Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 53
18. Given : 21. In the Kjeldahl's method for estimation of nitrogen
H3C CH3 present in a soil sample, ammonia evolved from
0.75 g of sample neutralized 10 mL of 1 M H2SO4.
The percentage of nitrogen in the soil is
I.
CH3 [AIPMT-2014]

H3C CH2 (1) 37.33 (2) 45.33

(3) 35.33 (4) 43.33
II. 22. The structure of isobutyl group in an organic
CH3 compound is [NEET-2013]
H2C CH2 (1) CH 3–CH–CH 2–CH 3 (2) CH3–CH2–CH2–CH2–
CH3
III. CH
(3) CH3–C–
3

CH2 (4) CH CH–CH2–

CH3 3

The enthalpy of hydrogenation of these compounds

will be in the order as [AIPMT-2015] 23. The radical, CH2 . is aromatic because it
(1) II > I > III (2) I > II > III has [NEET-2013]
(3) III > II > I (4) II > III > I (1) 7 p-orbitals and 6 unpaired electrons
19. In Duma's method for estimation of nitrogen, 0.25 g (2) 7 p-orbitals and 7 unpaired electrons
of an organic compound gave 40 mL of nitrogen (3) 6 p-orbitals and 7 unpaired electrons
collected at 300 K temperature and 725 mm
(4) 6 p-orbitals and 1 unpaired electron
pressure. If the aqueous tension at 300 K is
25 mm, the percentage of nitrogen in the compound 24. The order of stability of the following tautomeric
is [AIPMT-2015] compounds is

(1) 15.76 (2) 17.36 OH O

| ||
(3) 18.20 (4) 16.76 

CH2  C — CH2 — C— CH3 

I
20. Given
O O
CH3 CH3 || ||


CH3 — C— CH2 — C— CH3 

II
I. OH O
| ||
O CH3 — C  CH — C— CH3
CH3 III
[NEET-2013]
CH3
II. (1) III > II > I (2) II > I > III
O (3) II > III > I (4) I > II > III
25. Structure of the compound whose IUPAC name is
3-ethyl-2-hydroxy-4-methylhex-3-en-5-ynoic acid is
CH3
III. [NEET-2013]
CH3
O OH OH
(1) COOH (2) COOH
Which of the given compounds can exhibit
tautomerism? [AIPMT-2015]
OH
(1) I, II and III (2) I and II COOH
(3) (4) COOH
(3) I and III (4) II and III OH

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
54 Organic Chemistry - Some Basic Principles & Techniques NEET

26. Which nomenclature is not according to IUPAC 30. The correct IUPAC name of the compound
system ? [AIPMT (Prelims)-2012]

(1) CH3–CH–CH–CH2CH3,
CH3
2–Methyl–3–phenylpentane

(2) CH3–C–CH2–CH2COOH, is [AIPMT (Prelims)-2011]

(1) 3-(1-ethyl propyl) hex-1-ene
O
4–oxopentanoic acid (2) 4-Ethyl-3-propyl hex-1-ene

Br–CH2–CH = CH2, (3) 3-Ethyl-4-ethenyl heptane

(3)
1–Bromo–prop–2–ene (4) 3-Ethyl-4-propyl hex-5-ene

CH3 31. The IUPAC name of the following compound is

(4) CH3–CH2–C–CH2–CHCH3, Cl CH2CH3

C C

||
Br CH3 H 3C I
4–Bromo, 2, 4–di–methylhexane
[AIPMT (Mains)-2011]
27. In Dumas' method of estimation of nitrogen 0.35 g (1) trans-3-iodo-4-chloro-3-pentene
of an organic compound gave 55 mL of nitrogen
(2) cis-3-chloro-3-iodo-2-pentene
collected at 300 K temperature and 715 mm
pressure. The percentage composition of nitrogen (3) trans-2-chloro-3-iodo-2-pentene
in the compound would be: (Aqueous tension at (4) cis-3-iodo-4-chloro-3-pentene
300 K = 15 mm) [AIPMT (Prelims)-2011]
32. Which of the following species is not electrophilic
(1) 14.45 in nature? [AIPMT (Mains)-2010]
(2) 15.45

(3) 16.45 (1) Cl (2) BH3

(4) 17.45  
(3) H O (4) NO2
28. Considering the state of hybridization of carbon 3

atoms, find out the molecule among the following 33. The IUPAC name of the compound
which is linear? [AIPMT (Prelims)-2011] CH3CH =CHC  CH is [AIPMT (Mains)-2010]
(1) CH3 – CH2 – CH2 – CH3 (1) Pent-4-yn-2-ene
(2) CH3 – CH = CH – CH3 (2) Pent-3-en-1-yne
(3) CH3 – C  C – CH3 (3) Pent-2-en-4-yne
(4) CH2 = CH – CH2 – C  CH (4) Pent-1-yn-3-ene
29. The Lassaigne's extract is boiled with conc. HNO3 34. The state of hybridization of C2, C3, C5 and C6 of the
while testing for halogens. By doing so it
CH 3 CH3
[AIPMT (Prelims)-2011] hydrocarbon, CH3–C–CH = CH–CH–C  CH is in the
7 6 5 4 3 2 1
(1) Increases the concentration of NO3– ions CH3

(2) Decomposes Na2S and NaCN, if formed following sequence [AIPMT (Prelims)-2009]
(3) Helps in the precipitation of AgCl (1) sp3, sp2, sp2 and sp (2) sp, sp2, sp2 and sp3
(4) Increases the solubility product of AgCl (3) sp, sp2, sp3 and sp2 (4) sp, sp3, sp2 and sp3
Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 55
35. The IUPAC name of the compound having the formula 41. The correct order regarding the electronegativity of
CH C – CH = CH2 is [AIPMT (Prelims)-2009] hybrid orbitals of carbon is [AIPMT (Prelims)-2006]
(1) 1-butyn-3-ene (2) but-1-yne-3-ene (1) sp > sp2 < sp3 (2) sp > sp2 > sp3
(3) 1-butene-3-yne (4) 3-butene-1-yne (3) sp < sp2 > sp3 (4) sp < sp2 < sp3
36. Which of the following compounds will exhibit cis-
trans (geometrical) isomerism? Cl
42. The IUPAC name of is
[AIPMT (Prelims)-2009] O
(1) Butanol (2) 2-Butyne
[AIPMT (Prelims)-2006]
(3) 2-Butenol (4) 2-Butene
(1) 3, 4-dimethylpentanoyl chloride
37. In the hydrocarbon CH3–CH = CH–CH2–C  CH
6 4 3 2 1 (2) 1-chloro-1-oxo-2, 3-dimethylpentane
5
(3) 2-ethyl-3-methylbutanoyl chloride
The state of hybridization of carbons 1,3 and 5 are in
the following sequence [AIPMT (Prelims)-2008] (4) 2, 3-dimethylpentanoyl chloride
(1) sp3, sp2, sp (2) sp2, sp, sp3 43. Which amongst the following is the most stable
(3) sp, sp3, sp2 (4) sp, sp2, sp3 carbocation? [AIPMT (Prelims)-2005]
CH3
38. The stability of carbanions in the following
+
(1) CH3–CH (2) CH3C +
a. R—C C CH3 CH3
 

b. (3) C H 3 (4) CH3 C H 2

44. Which one of the following pairs represents
stereoisomerism? [AIPMT (Prelims)-2005]
c. R 2C CH
(1) Chain isomerism and rotational isomerism
d. R 3C CH2
(2) Structural isomerism and geometric isomersm
is in the order of [AIPMT (Prelims)-2008]
(3) Linkage isomerism and geometric isomerism
(1) a > c > b > d (2) a > b > c > d
(4) Optical isomerism and geometric isomerism
(3) b > c > d > a (4) d > b > c > a
45. Names of some compounds are given. Which one is
39. Base strength of not correct in IUPAC system?
a. H3CCH2 [AIPMT (Prelims)-2005]
(1) CH3–CH–CH–CH3
b. H 2C CH

c. OH CH3
H C C
3-Methylbutan-2-ol
is in the order of [AIPMT (Prelims)-2008] (2) CH3–CC–CH(CH3)2
4-Methylpent-2-yne
(1) a > b > c (2) b > a > c
(3) CH3 – CH2 – C — CH – CH3
(3) c > b > a (4) a > c > b
CH2 CH3
40. The general molecular formula, which represents the 2-Ethyl-3-methyl-but-1-ene
homologous series of alkanols is
CH3
[AIPMT (Prelims)-2006]
(4) CH3–CH2–CH2–CH–CH–CH2CH3
(1) CnH2nO2 (2) CnH2nO
CH2CH3
(3) CnH2n+1O (4) CnH2n+2O 3-methyl-4-ethylheptane

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
56 Organic Chemistry - Some Basic Principles & Techniques NEET

Questions asked Prior to Medical Ent. Exams. 2005 50. For the given alkane
46. The correct order of increasing bond length of
C – H, C – O, C – C and C = C is

(1) C  H  C  O  C  C  C  C
The IUPAC name is
(2) C  H  C  C  C  O  C  C
(1) 1, 1 dimethyl-5-ethyl octane
(3) C  C  C  C  C  O  C  H (2) 6-ethyl-2-methyl nonane

(4) C  O  C  H  C  C  C  C (3) 4-ethyl-8-methyl nonane

47. Homolytic fission of the following alkanes forms (4) 2-methyl, -6-propyl octane
free radicals CH3 – CH3, CH3 – CH2 – CH3, (CH3)2 51. Most stable carbocation is
CH – CH3, CH3 – CH2 – CH (CH3)2. Increasing
CH3 +CH2
order of stability of the radicals is
+
(1) (CH3)3 C < (CH3)2 C – CH2CH3 < (1) (2)
CH3 – CH – CH3 < CH3 – CH2
CH3 CH3
(2) (CH3)2 C – CH2CH3 < CH3 – CH – CH3 +
(3) (4)
< CH3 – CH2 < (CH3)3 C +

(3) CH3 – CH2 < CH3 – CH – CH3 < (CH3)2 C 52. Arrange the following in increasing order of stability.
– CH2 – CH3 < (CH3)3 C  
(a) (CH3)2 C – CH2CH3 (b) (CH3)3 C
(4) CH3 – CH2 < CH3 – CH – CH3 <
 
(CH3)3 C < (CH3)2 C – CH2CH3 (c) (CH3)2 CH (d) CH3 CH2

48. Nitrogen detection in an organic compound is 

(e) CH3
carried out by Lassaigne's test. The blue colour
formed corresponds to which of the following (1) e < d < c < b < a (2) e < d < c < a < b
formulae?
(3) d < e < c < a < b (4) a < e < d < c < b
(1) Fe3[Fe(CN)6]3 (2) Fe3[Fe(CN)6]2
53. An organic compound contains carbon, hydrogen
(3) Fe4[Fe(CN)6]3 (4) Fe4[Fe(CN)6]2 and oxygen. Its elemental analysis gave C, 38.71%
49. Which one is a nucleophilic substitution reaction and H, 9.67%. The empirical formula of the
among the following? compound would be
(1) CH4O (2) CH3O
(1) CH3CHO + HCN  CH3CH  OH CN
(3) CH2O (4) CHO
(2) CH3 – CH = CH2  H2O H+ 54. The IUPAC name for
 CH3 — CH — CH3

OH CH3CH = CHCH2CHCH2COOH
(3) RCHO + R'MgX  R – CH – R'
NH 2
OH is
CH3
(1) 3-amino hept-5-enoic acid
(4) CH3 — CH2 — CH — CH2Br + NH3
(2) -amino –heptenoic acid
CH3
(3) 5-amino 2-heptenoic acid
CH3 — CH2 — CH — CH2NH2
(4) 5-amino hex-2-ene-carboxylic acid
Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 57
55. The number of structural isomers in C4H10O will be 62. Name of the compound given below is
(1) 7 (2) 8 CH3
(3) 5 (4) 6 H3C

56. The IUPAC name of (CH3)2 CH–CH2–CH2Br is CH3

(1) 1-bromo-3-methyl butane
(2) 2-methyl-3-bromo propane CH3
(1) 4-ethyl-3-methyloctane
(3) 1-bromo pentane
(2) 3-methyl-4-ethyloctane
(4) 2-methyl and 4-bromo butane
(3) 2, 3-diethylheptane
57. Tautomerism is exhibited by
(4) 5-ethyl-6-methyloctane
(1) R3CNO2 (2) RCH2NO2 63. The molecular formula of diphenyl methane,
(3) (CH3)3CNO (4) (CH3)2NH
CH2 , is C13H12. How many structural
58. Which one of the following orders is correct
isomers are possible when one of the hydrogen is
regarding the –I effect of the substituents?
replaced by a chlorine atom?
(1)  NR2 <  OR <  F (1) 6 (2) 4
(2)  NR2 >  OR >  F (3) 8 (4) 7
(3)  NR2 <  OR >  F 64. What is the hybridisation state of benzyl
+
(4)  NR2 >  OR <  F carbonium ion CH2 ?
59. The incorrect IUPAC name is (1) sp3 (2) sp2
(1) CH3 – C – CH – CH3 - 2 methylbutan-3-one (3) spd2 (4) sp2d
|| |
O CH3
SECTION - D
(2) CH3 – CH – CH – CH3 - 2, 3-dimethylpentane NEET Booster Questions
| |
CH3 CH2CH3 1. Which of the following is correct about the following
isomers?
(3) CH3 – C  CCH(CH3)2 – 4-methylpent-2-yne
|
(1) & are chain isomers
(4) CH 3 – CH – CH – CH 3 -2-bromo-3-chlorobutane
| |
Cl Br (2) | & are position
|
60. IUPAC name of the following is isomers
CH2 = CH – CH2 – CH2 – C  CH (3) HCN and HNC are tautomers
(1) 1, 5-hexenyne (2) 1-hexene-5-yne (4) All of these
(3) 1-hexyne-5-ene (4) 1, 5-hexynene 2. Which is paramagnetic?
(1) Singlet carbene (2) Nitrene
·· (3) Free radical (4) Carbonium ion
61. CH 2 – C – CH 3 and CH2 C – CH3 are
||

|| |
O O 3. Diphenyl methane is CH2 .
(1) Resonating structures
How many structural isomers are possible when
(2) Tautomers one of the hydrogen is replaced by chlorine atom?
(3) Geometrical isomers (1) 8 (2) 7
(4) Optical isomers (3) 4 (4) 2

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
58 Organic Chemistry - Some Basic Principles & Techniques NEET

4. In which compound/compounds nitrogen cannot be (1) (I) & (II) are tautomers to each other
estimated by Kjeldahl's method?
(2) (II) is more stable than (I)
(1) CH3NO2
(3) (I) is keto form whereas (II) is enol-form
(2) CH3–N=N–CH3
(4) All of these
9. The maximum number of  bonds possible with
molecular formula C8H12 is
(3)
N (1) 2 (2) 3
(3) 4 (4) 5
(4) All of these
10. How many primary amines are possible with
5. Which of the following is bicyclo [4.4.0] decane?
molecular formula C4H11N?
(1) 3
(1)
(2) 2
(3) 4
(2) (4) 5
11. Lassaigne’s test for the detection of nitrogen fails
in case of
(3)
(1) NH2 –NH2

O
||
(4) (2) CH3–C–NH2

6. Choose the incorrect IUPAC name of an organic O

compound ||
(3) H2N–C–NH2
(1) Pent-3-ene
(4) All of these
(2) 2-Methylcyclopropene
12. 70 mg of an organic compound on vapourisation in
(3) 3-Hydroxypropene
Victor Meyer test displaces 22.4 mL of air
(4) All of these measured at NTP. The compound is
(1) C5H10
7. IUPAC name of is (2) C4H10
(3) C2H4
(1) Cyclohexa-1,2,3-triene (4) CH4
(2) Benzene 13. The number of structural isomers having molecular
formula C5H10 cannot decolourise bromine water is
(3) Cyclohexa-2,4,6-triene
(1) 3 (2) 4
(4) Cyclohexane
(3) 8 (4) 5
8. Consider the following conversion
14. Which of the following compound will not show
O O
|| || geometrical isomerism?
O OH
||

(1) But-2-ene

O O (2) 1, 2-dichloroethene
(I) (II) (3) Pent-1-ene
Choose the correct statement(s) (4) 1, 2-dimethylcyclopropane

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 59
15. Choose the correct statement

  21. Molecular formula of the naphthalene

(1) CH3–CH2 is more stable than CH 3–O–CH 2
is
 
(2) CH2=CH is more stable than CH3–CH2 (1) C12H12
(2) C10H10
(3)  is aromatic in nature (3) C10H8
(4) C10H12

(4) is anti-aromatic 22. Estimation of halogens except F is done by

(1) Duma’s method
16. In which of the following molecular formula,
(2) Kjeldahl’s method
functional group isomerism is not possible?
(3) Carius method
(1) C4H10O
(4) All of these
(2) C3H6O
(3) C4H9X 23. During the test of S, it is precipitated as

(4) C3H6O2 (1) PbS

17. The principle involved in chromatography is (2) H2S

(1) Osmosis (3) SO2

(2) Adsorption (4) H2SO4

(3) Solubility 24. Which of the following is a temporary effect?

(4) Evaporation (1) Inductive effect (2) Electromeric effect

18. Which of the following groups contain only (3) Resonance effect (4) All of these
electrophiles? 25. Identify the most stable carbanion
(1) NH3, SO2, Cl

(2) H2O, NH3, SO24 (1) H–C C (2) H2C CH


(3) H3C CH2 (4) H C
: :

(3) CH3–C=O, SO3, :OH 3

26. Identify the group showing –I and +R effect

(4) NO
2 ,
:CH2 , BF3 simultaneously
19. The number of metamers possible for molecular (1) –F (2) –NO2
formula C4H10O is
O O
(1) 2 (2) 3 || ||
(3) –C–H (4) –C–OH
(3) 7 (4) 4 27. Hybridisation of carbon bearing negative charge in
20. Choose the correct order of priority of the functional the following structure is
group in IUPAC naming
(1) –COOH > –CHO > –CN > –OH
(2) –CHO > –COOH > –OH > –CN
(1) sp (2) sp2
(3) –CN > –COOH > –CHO > –OH
(3) sp3 (4) sp3d
(4) –COOH > –CN > –CHO > –OH

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
60 Organic Chemistry - Some Basic Principles & Techniques NEET

28. Which of the following is an example of elimination 33. Which among the following species is an ambident
reaction? nucleophile?
(1) Chlorination of CH4
(1) CH 3 CH 2
(2) Dehydration of alcohols
(2) CH2 CH2
(3) Nitration of benzene
(4) Hydroxylation of ethene (3) CN
29. Number of isomeric forms of C7H9N having benzene
ring will be (4) NH3

(1) 7 (2) 6 34. Given reaction, C2H5Br + NaOH  C2H5OH +

NaBr is called
(3) 5 (4) 4
(1) Electrophilic substitution
30. The most stable canonical structure of is (2) Nucleophilic substitution
(3) Both (1) & (2)
N
(4) Nucleophilic addition
N
35. For which of the following molecules (Dipole
moment)  0
(1) (2)

N N Cl Cl NC CN
(A) (B)
N N

(3) (4) HO OH HS SH
(C) (D)
N N
(1) Only (A)
N N
(2) (A) & (B)
31. The correct order of resonance energy is
(3) Only (C)
CH2 CH F CH2 CH OCH3
(4) (C) & (D)
I II
36. How many structural isomers of C5H11OH will be
CH3
CH2 CH N primary alcohol?
CH3
III (1) 2 (2) 3
(1) I > II > III (2) II > I > III (3) 4 (4) 5
(3) III > II > I (4) III > I > II OH
OH OH
  O2N
O O
32. CH 3 C CH3 C 37.
 OH  O
NO2
NO2
The correct order of bond lengths is (C)
(A) (B)
(1)  >  >  > 
The order of the C–O bond lengths among these
(2)  >  >  >  compounds is
(3)  > = >  (1) (A) > (B) > (C) (2) (C) > (B) > (A)
(4)  = >  >  (3) (B) > (A) > (C) (4) (C) > (A) > (B)

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 61
38. Consider the following statements about 41. Which of the following is incorrect statement?
(1) An antiaromatic compound is destabilized by
O
a closed loop of electrons.

(2) ( ) 3 Cis more stable than (Ph)3C

(3) If there is conjugation between triple bond and
(i) The IUPAC nomenclature of the compound is
double bond then both -bonds of triple bond
cyclohexa-2,5-dienone.
are in conjugation with double bond
(ii) The tautomer of it is phenol.
(iii) Degree of unsaturation in it is 4. (4) CH 2 CH—CH2 is more stable than

(iv) Hybridisation of each carbon is sp2. CH 3—CH 2

Choose the correct statement(s) 42. The total number of structural isomers of C4H10O is

(1) Only (i) (1) 7

(2) (ii) & (iii) (2) 8

(3) 4
(3) (i) & (iv)
(4) 6
(4) (i), (ii) & (iii)
43. The most stable carbocation is
39. Match the terms mentioned in column I with the
terms in column II (1) +
Column I Column II
N
a. Hyperconjugation (i) Cyclohexane and
1-hexene
b. Isomers (ii) – conjugation (2) +
c. Nucleophile (iii) Species that can
N N
receive a pair of
+
electrons C

d. Electrophile (iv) Species that can (3)

supply a pair of
+
electrons C
(4)
(1) a(ii), b(i), c(iv), d(iii)
(2) a(i), b(ii), c(iii), d(iv) 44. 0.40 g of an organic compound containing
phosphorus gave 0.444 g of Mg2P2O7 by usual
(3) a(ii), b(i), c(iii), d(iv)
analysis. Calculate the percentage of phosphorus
(4) a(i), b(ii), c(iv), d(iii) in the organic compound
40. In which of the following species resonance is (1) 15.5% (2) 38%
possible? (3) 62% (4) 31%
(1) CH3—CH—NH2 45. The best and latest technique for purification and
separation of organic compound is
(2) CH 2 CH—NH 3 (1) Chromatography
(2) Sublimation
(3) O O
(3) Crystallization

(4) CH 3—CH—BH 2 (4) Steam distillation

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
62 Organic Chemistry - Some Basic Principles & Techniques NEET

49. The correct order of +I effect is

H O—Hb
– – – –
46. Hd C—C—C—O—Ha (1) COO > O> NH > CH2

H Hc O – – –
(2) CH2 > O> COO > C(CH3)3

In this formula which of the hydrogen is the most – – –

(3) C(CH3)3 > O> COO > NH
acidic?
– – –
(1) b (4) O> COO > C(CH 3) 3 > NH

(2) c 50. The stability of alkyl free radicals is due to

(3) d (1) Hyperconjugation

(4) a (2) + I effect

CN CHO (3) – I effect

47. , (4) Both (1) & (2)

CHO CN
51. In the given compound
Above two molecules are

(1) Chain isomers CH2 H (1)

(6) H H(2)H (3)
(2) Position isomers

(3) Metamers (5) H

H
(4) All of these (4)

48. Aromatic enol is not possible in

The correct order of reactivity of H atoms towards
O free radical substitution is

(1) 2 > 4 > 6 > 5 > 3 > 1

(1)
O (2) 2 > 4 > 5 > 6 > 1 > 3

(3) 1 > 4 > 2 > 5 > 6 > 3

O
(4) 3 > 1 > 5 > 6 > 4 > 2

52. Which of the following is a correct order of

(2)
O reactivity of chlorides for given compounds?
O
Cl
Cl Cl Cl
O Cl
O
(3)
I II III IV V
O
(1) I > II > III > IV > V
O
(2) I > III > II > IV > V
(4) (3) III > I > IV > V > II
O (4) I > III > IV > V > II

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
NEET Organic Chemistry - Some Basic Principles & Techniques 63
53. In the given reaction 55. Which of the following should be a sp3 hybridised
OH free radical?

+
Cl
A (major) CH2
NH2 (1)

NO2
+
(2) CF3
Cl
B (major)
OH
A and B are respectively (3)

OH NO2 (4) Both (2) & (3)

Cl 56. The charge on given atom cannot be dispersed on
(1) and other atom in
NH2 Cl OH
CH3
.. + –
(1) NH2 CH CH3 (2) CH2 B
OH NO2 CH3
Cl +
and NH3
(2)
NH2 OH
Cl (3) (4) All of these

57. The correct order of stability of given carbocations

OH NO2 is
Cl Cl
(3) and O
.. .. + ..
NH2 OH O
.. + O
..
+ + O
..

OH NO2
(1) I > IV > III > II (2) I > IV > II > III

(4) and (3) IV > I > III > II (4) IV > I > II > III
NH2 OH 58. The correct order of stability of given carbocations
Cl Cl is
+ + +
54. The least reactive alkene towards dil. HCl is NO2 CH2 CH2 NH2 CH2 CH2 CH3 O CH2
(I) (II) (III)
CH3 CH3 + + +
(1) C C HO CH2 NH2 CH2 NO2 CH2
CH3 CH3 (IV) (V) (VI)
+
CH3O CH2 CH2
(2) CH3—CH==CH2
(VII)
CH3 (1) VII > III > II > IV > V > I > VI
(3) C CH2 (2) V > III > IV > II > VI > I > VII
CH3
(3) V > IV > III > II > VII > I > VI
(4) CH2==CH2 (4) VI > I > VII > III > II > V > IV

Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456
64 Organic Chemistry - Some Basic Principles & Techniques NEET

60. In which of the following rearranged 3° carbocation

CH2
will not be formed?
59. +
H
Intermediate (Major) CH3

The most stable carbocation is (1)

+
CH2 CH3
+
CH CH3
(1) + (2) + (2)

CH2 +
CH2
(3) +
(3) (4)
+ (4) Both (1) & (3)



Aakash Educational Services Limited - Regd. Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph. 011-47623456