IUPAC

DPP – 1
JEE [MAIN + ADV.] DIVISION
Hint & Solution 2o H

2o H
1. C CH3
Carbon–carbon double or triple bond
1o H

2. D
(c) 2o H 2o H
CH3 CH CH2 CH3
2o H
CH3 2oC
2oC 1 2oH 2oH
2oH
2oH 2
2oH 2oH

3. A CH2
o o
2 2
o o o
1o
2 2 2 CH3 (d) o
2oH 2oH 2 H 2oH
2oH 2oH
; and 5. A
1o
2o 2o 2o CH3 CH2 CH C CH CH C N
2 o
2 o
O
(6) (4) C C Called olefinic bonds
2o
1o
2o CH3 6. C
HC C C CH CH C N
O
C C Called acetylinilic bond
2o 2o

2o
(5)
7. C
CH2 CH CH CH2 All are planar
4. B sp2 sp2 sp2 sp2
2oH 2oH

2oH 2oH
8. A
CH2 CH C N
sp2 sp
9. C
(a) 2oH 2oH 1 2 3 4 5 6
2oH 2oH HC C CH2 CH CH CH3
C2 C3  sp sp3
2oH 2oH
2oH 2oH 10. C
F Cl
5 4 3
CH3 C CH2 C CH3
(b) 2oH 2oH C2H5 C2H5
2oH 2oH 6 7 2 1
2oH o
2H
3–chloro–5–fluoro–3,5 dimethyl heptane

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 13. A
11. C
1oC

CH3 3oC 3oH = 4

CH3 C CH2 CH CH3 1oC

14. C
1oC CH3 2oC CH3 OH
o o
HO OH
1C 1C
1o C 5 1oH  5 x 3 = 15
2o C  1 2oH  2 2oOH 2oOH
3o C  1 3oH  1 OH
o
12. B 2 OH

Me HO OH OH
2oOH
N 2oOH = 4
2oamine O
15. D
N 3oC 1oC
o
2C 2oC 1oC = 3
NH 2oamine
2oC = 3
3oC 3oC
N 3oC = 3
o O
2 amine 1oC 1oC

2o amine = 2 2oC

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 IUPAC
DPP – 2
JEE [MAIN + ADV.] DIVISION
1. C
O

Only 1-hetero atom

N H

2. D
CH2

Cyclic compound but not aromatic

CH2 CH2
3. D

OH CH2 CH2 OH

2oOH 1oOH

4. B
CH3 N CH3 tertiary amine
CH3
5. D
CH2 CH2 difference

(a) CH3 NH CH3 CH3 NH CH2 CH3 CH3 CH2 NH CH2 CH3
difference
CH3
CH2 CH2
(b) CH3 CH2 OH CH3 CH OH CH3 C OH
CH3 CH3
(c) CH2 CH2 CH3 CH OH C2H5 CH OH

CH2 difference CH2

6. C
CH2 difference

CH3 NH CH3 CH3 NH CH2 CH3

7. B
They have same genral formula for all compound
They have same functional group.
They have same chemical properties but different physical properties.
8. B
O
CO CH2
HN O hetero atoms
CO CH2
O

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9. B
OH
CH2 OH and CH3CH2CH2CH2CH2
This represent a continues series formula of CnH2n+1OH

10. B

H3C N

 Hetrocyclic compound becoz N is hetero atom

OH

11. B
CH3
CH3 C Tertiary
CH3

12. B

4 3 ••
S
••
5
Thiophene
•• 2
O
••
Furan both are hetrocyelic compound
13. A
CH CH
S hetroatom
CH CH

14. B

Six carbon are present in simplest alkyne having two side ctains.
15. C
1oC

CH3
o
3 C
2oC 2

2oC 2oC

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 IUPAC
DPP – 3
JEE [MAIN + ADV.] DIVISION
7. C
Hint & Solution 1
1. D
Me 2 4
3
Me
5 6 5
1 3-Ethenyl-3-ethyl penta-1,4-diene
1,6-dimethyl cyclohex-1-ene 8. B
4 2
Cl
3
2. A 2 4 6

1
3 5 7
5
4 1 Br
5-Bromo 4-chlorohept-1-en-6-yne
9. C
3 2 5 3
Numbering according to lowest set of 7 4 2
8
locant (Locants are double bond in 6
principle carbon chain)
1
3. D
Cl 4-Ethylidene-2-methyl oct-1-en-7-yne
10. A
4 3
5
Br
3 2 4

2 Br
6
1 1 5
CH3
6
C2H5 11. B
4-chloro-1-ethyl-2-methyl cyclohexan Br
4. A Cl Br
C C C C C C C C C C 2
6 4
C C C C C C 7 5 3 1

Cl
Parent C–chain contains 12. B
three double bond 1 2
5. A 8 3
Cl
If double bond and triple bond are at
7 4
same position the we give priority to
6 5
the double bond according to
alphabetical order. Br
5-bromo-8-chloro cyclo oct-1-en-3-yne
1 2 3 4 5
CH2 CH CH2 C CH Pent-1-ene-4-yne 13. C
6. D Cl F
1
5 Br CH 1C F
2
6 2
F
3 2–Bromo–2–chloro–1,1,1–trifluoroethane
7 4 14. B

5
8 4
1 6
6-ethyl-2, 2, 3, 7-tetramethyl octane. 3
2
3–Ethyl–4–methyl hexane
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 IUPAC
DPP – 4
JEE [MAIN + ADV.] DIVISION
1. C 10. B
4 3 2 O O O O O
CH3CH C CH2CH3
C OH > C Cl > C NH2 > C N > C H
COOH 11. C
1
2–Ethyl–2–butenoic acid COOH
6 4
2. C 2
5 3 1 COOH
4 3 2 1
CH3 CH CH2 CH CH3 COOH
12. B
CH2CH3 OH NH2 O 1
5 6
C OC2H5
4–Methyl–2–hexanol 5 3
3. A 6 2 O 4
5 4 3 2 Ethyl-5-amino-3-oxohexanoate
1
CH3 CH2 CH CH2 C Cl 13. C

CH3 O
3–Methyl pentanoyl chloride
4. D
2 1
CH3 C NH2 Ethanamide 2
1
O CHO
2 1 4
CH3 C Cl Ethanoyl chloride
O
5. B
4 OH 1,2,3-
3 tricyclopropylcyclopropanecarbaldehyde
5
Pent–2–ene–2,3–diol 14. B
2 COOH
1 OH
6. B HO Br
1
2 1 6 2
CH3 CH2 CH2 C COOH
5 3
NC C CH2 CH3 4
3 4 5
5 carbon NO2
7. A 2-bromo-6-hydroxy-4-nitro
cyclohexane carboxylic acid
O 15. A
2 4 5 6
Br CH2 CH C CH2 CH2CH3
3 Br
1C NH2 1 2
2 3
O 31
CH3 6
2–(Bromo methyl)–3–oxo hexanamide 4
8. B 16. D 5 4 5
1 2 3
N C CH2 CH2 OH OH
3–Hydroxy propanenitrile 1
6 2
9. C
O
3 5 3
1 4
4
2
O
3-ethyl-5-methyl cyclohexanol
5

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 IUPAC
DPP – 5
JEE [MAIN + ADV.] DIVISION
Hint & Solution 7. D
1. A O
O NH2 2
3 C O Et
3 1
H C CH CH COOH
4 2 1
COOH 4
6
2–amino–3–formyl butan 1, 4–Dioic acid Cl C
2. B 5
1 2 3 O
O C CH2 CH CHO Ethyl 4-chlorocarbonyl benzoate
4
OH C H 8. A
O NH2
7 5 4 3 2 1
3–formyl–4–oxo–butanoic acid OH C C C C C C C OH
3. C 6
O OH O
O 6-amino-5-hydroxy hept-3-ene-1, 7-
OHC dioicacid
4
3
2
O 9. B
1 COOH
H2N
O 1
4. B
CN Substituent H2N CHO
2 3
4 – COOH is principle functional group
3 2-amino-3- formyl cyclopropane
carboxylic acid
2 10. B
1
2 1
COCl Principle functional group CH3 CH2 CH2 CH COOH
5. D
3CH2
O
5 3 2 1
CH3 CH2 C C CH2 CH2 C H 4C O
4
6CH2 O OH
-carbons containing chain because it
5-ethyl-4-oxo-hex-5-enal include both the carbons of –COOH.
6. B 11. C
O COOH
2
3 1
OH 1
2 5
6
4 5 3 4 O
Cl Cl O C CH3
O 12. D
6-chloro-5-methoxy 3 4
cyclohex-2-ene carboxylic acid CH2 CH3
H3C
2 5
CH3 1

C OCH CH2
O
ethenyl–5–ethyl–2, 2–Dimethyl cyclo
pentane carboxylate

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 IUPAC
DPP – 6
JEE [MAIN + ADV.] DIVISION
8. D
Hint & Solution
9 10 1 CH3
1. C 2
COOH 8
5
3
1 7 6 4
2–methyl spiro (4,5) deca–1, 6–tiene
2 9. B
2, 6-dimethylbicylo 8
4 6
7 4
3 5
(2,2,1) hept–2–en–7–carboxylic acid 3
2. B
4
Br Cl 5 2
3 1 CN
5 Br 7
8 6
6 Cl
2 Bicyclo (2,2,2) oct–5–en–2–carbonitrile
Cl Br 10. C
1
2, 5, 7 - tribrumo - 3, 6, 8 - trichloro 8 7
bicyclo [2 · 2 · 2] octane
3. B 5 4
5
4 6
3 8 OH 3
7-Chloro-2-methyl 6 1
2 7 2
Cl COOH
1 Bicyelo (2,2,2) oct–5–en–2–carbocxylic
bicyclo [3,2,1] octan-8-ol 11. D
4. B 10
9
1
C2H5
8 2
5
3
7 6 4
2–ethyl spiro (4,5) deca–2,6–diene
12. C
7 8

5. D 3
4
6
6
5 1
2
1
7 2 5
4
1,7,7- Cl
3 O 5–chloro bicyclo (2,2,2) oct–2–ene
Trimethylbicyclo[2.2.1]heptan-2-one/ Camphor 13. B
6. C 1
O 2 O
I Cl
OH 6 7
1
7 6 2 8 3
5
8
5 3 4
Bicyclo (2,2,2) octan–2,6–dione
9 10 4
Br 14. C
10-Bromo-1-Chloro-6 iodospiro [4.5]-7 decanol 2
7. B 1 3 OH
8
8 1
7
4
2 4
7 6
6
O5 5–oxa spiro (3,4) octane 5
3 Bicyclo[4.2.0]octane-3-ol

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 IUPAC
DPP – 7
JEE [MAIN + ADV.] DIVISION
Hint & Solution 6. C
6 C O O C2H5
1. B 1
5
CH3CH2 N CH CH2 O
CH3 2
4
3 C Cl
2. C
O
(c) Secondary butyl alcohol
C2H5 CH OH Ethyl
2-(chlorocarbonyl)benzenecarboxylate
CH3 7. B
(d) Acetoisonitrile CH3 N C O
CH3 CH2 C NH2
3. C
O 8. B
4 3 2 1
C H CH3 CH CH2 CH2
1 2-butenyl
2 6 9. D
O
3
5 H C C OH
Br 4 OH
H C C OH
3-Bromo-5-
hydroxybenzenecarbaldehyde O

4. B
Malic acid
O
Cl C O 10. A
CH3 C O CH CH2
Phenyl-4-chlorobenzenecarboxylate.
O
5. C Vinyl acetate
2
3 1 NH CHO
11. B
O
4 6
Cl 5 C H
N–(4-chlorophenyl)methanamide

Benzaldehyde

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 IUPAC
DPP – 8
JEE [MAIN + ADV.] DIVISION
1. C
C C 9. A
X
C C C C C
CH3 CH2
C C X
Neo strucutre tert.butyl X
2. D CH3 CH2 CH2
3 2 1 X
CH2 CH C H CH3 CH CH3
O X X
Acryl aldehyde (3 carbon + double bond
= Acryl) 10. A
unsatureated aldehyde
* *
CH3 CH2 CH CH2 NH CH2 CH CH2 CH3
3. A
CH3 CH3
CH2 CH C CH CH2 Di Active amyle amine
O
Divinyl ketone 11. B
CH2 CH  vinyl H
CH3 CH2 C OH
4. B
CH3
CH2 CH CN
Ethyl methyl carbinol
 3C + double bond  acryl
(a) acrylonitrile 12. B
(b) vinyl cyanide H
CH3 CH2 C CH3
5. B
CH3 CH3
ethyl di methyl methane
CH3 C CH2 CH CH3
CH3 CH3 13. A
Isogroup
1+1+1 =3
6. D CH3 CH CH2 CH2 C CH2 CH2 CH CH3
CH3 C C2H3 CH2 C CH3 CH3 O CH3
2ocarbon 2ocarbon
Di isopentyl keton
CH3 CH
CH3 14. C
2oCarbon
CH3 CH2 C N
7. A
sp3 sp3 sp
CH2 OH
CH2 OH 15. D
Ethylene Glycol 2
1
O 1
2 Cl
8. B
3
O O
3 2
CH3 CH2 C NH2 1, 2-Dimethyl-2-chloroethylpropanoate
1
Propionamide
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 IUPAC
DPP – 9
JEE [MAIN + ADV.] DIVISION
1. C 9. A
CH3
7 6 5 4 3 2 1
CH3 CH2 CH2 CH CH CH2 CH3
3 2 1
C CH CH3 CH2CH3
4
CH2 4–ethyl–3–Methylheptane
10. A
CH3
5 1
2
3-Cyclopropyl-2-pentene
2. C
3 4
O
5 1
4 3 2
5
6
OH 6
O
2-Hydroxy-3, 4-hexanedione 4-Ethyl-3-propyl hex-1-ene
3. C 11. B
OH CHO
6 4
1 OH 5 3
6 2
1CN
2
Benzene-1, 2-diol
5 3 CH3
4 2–formyl–5–methyl hept–3–enenitrile
4. D
12. B
Me
3 2 1 2
H3C N C CH2 CH3
4 1 3
Me CH2CH3 CH3
5
N, N, 3-Tri methyl pentan-3-amine 4
5. C 1-Cyclopropyl–3–methylcyclobutane
7
3 COOH 13. B
5 6
2 4 CHO CONH2
6 5 3 2 1
1 CH3 CH CH CH CH COOH
COOH 4
2,5,6-Trimethyl-3-heptene-1,7-dioic acid Br COCl
6. A 5-Bromo-3-carbamoyl-2-chloroformyl-4-
O formylhexanoic acid
5 4 3 2
CH3 CH CH2 CH2 C N CH3 14. D
1
CH3 CH3 5 4 3 2 1
H C CH2 CH2 CH CH2 CH2 C H
N, N, 4-Trimethylpentanamide
7. B O C H O
CH2 CH C N Propiononitrile O
8. B
1,3,5–Pentane tricarbaldehyde
Me
4 15. D
5 3 2 4 5 6
Me 1Me OH CH2 CH2OH
Me Me 1 2
6 8 10 HO CH2 CH CH CH2OH
7 9 3
5,6–Diethyl–2–methyl–4–decene 3–(Hydroxymethyl) pentane–1,2,5–triol
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 IUPAC
DPP – 10
JEE [MAIN + ADV.] DIVISION
1. C 7. C
Br OH
Br 5
3
4 4 3 2 1
6 2 COOH
3 6
1 1 5
4
2 6 5
(I) (II) 3–ethyl–2–hydroxy–4methyl–3en–5–
Br Br ynoic acid.
1 5
2
6 4 8. C
3 2 1
3 5 3 Br CH2 CH CH2
1 3–Bromoprop–1–ene
4 2
(III) (IV)
9. C
Br6 Br3 Br1 Br5
O
I + II + III + IV H C 3 COOH
 6 + 3 + 1 + 5 15 2
O 1
4
2. C H H
5 6
O
4–formyl–2–oxocyclohexane–1–
CH2 CH CH3 Carboxylic acid
1 2 3
1, 2-Epoxy propane 10. C
2
CH3 O
3. D
CH O C CH3
2 O 1 1 2
1
Ph 1–Phenylethyl ethanoate
Ph
O
(2–Phenyl ethyl)–2–Phenyl ethenoate 11. C
2

4. A 5
OH 3
N 6
1 4
4 3
2
N-Ethyl-N, 5-dimethyl-3-hexanamine
5
3,4–Dimethyl–1–Penten–3–ol 12. C
CH2
5. A 3 2 1
O CH3 C C OC2H5
5 4 2 1
CH3 CH C CH O CH2 CH3 O
3 6 2
 OCH3 1CH3
2–ethoxy–4–methoxy–pentan–3–one 5 3
4
6. A Ethyl-2-methyl-2-(3-nitrophenyl)
1 2 3 4 5 6
H C CH CH CH CH CH2 propanoate
CH2 CH2 CH2 CH3
4–Butyl–2, 5–hyxatien–1–ol

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13. D
2 OH 15. B
3
1 O
6
5 1 C
4 5 O
CH3 4
2 C
5–Methylcyclopent–2–en–1–ol 3
O
14. B Cyclohexane-1, 2-dicarboxylic anhydride
O
1 2 3 4
1 CH2 CH2 C CH3
2
6
O

5 3
4
2-(3-Oxobutyl) cycloxane-1-one

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