DPP - Nomenclature

CONTENT
S.No Pages
DPP-1 04 – 6
DPP-2 7 – 10
DPP-3 11– 16
DPP-4 17– 21
DPP-5 22– 25
DPP-6 26– 29
DPP-7 30– 32
DPP-8 33– 36
DPP-9 37– 39
DPP-10 40 - 44
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Single Choice Question:
1. Which of following is 3° (tertiary alcohol)
OH OH
OH
(A) (B) (C) (D) All
2. Which of following is 1° halide?
Cl CH3
(A) (B) H3C C Cl (C) CH3–I (D) All

CH3
3. Which of following is 3° amine ?
CH3
(A) H3C N (B) CH3–NH–Et (C) CH3–NH–NH3 (D) CH3–NH2

CH3
4. Which of the following compound contain only 1 type of carbon atom
(A) (B) (C) (D)
Multiple Choice Question:

5. Which of the following compound contain all 1°, 2°, & 3° amine
N NH2
NH2
(A) H2N NH (B)
N
H
NH2 N
N N
(C) (D)
N N
6. Which of the following compound contain only 2 types of carbon atom
N N
(A) (B) N N
N N
(C) (D)
7. Which of the following is a 2° amine.
NH2
NH2
NH
(A) (B) (C) (D)
N
H
Integer Type:
8.
Find out the number of 3° carbon atoms in the above compounds.
Subjective Type:
9. Classify the following alcohols as primary, secondary, or tertiary:
(a) (CH3)3CCH2OH (b) CH3CH(OH)CH(CH3)2 (c) (CH3)2C(OH)CH2CH3
OH
(d) (e) OH
10. Classify the following amines as primary, secondary, or tertiary:

(a) CH3NHCH(CH3)2 (b) CH3CH2CH(CH3)CH2NH2 (c) (CH3CH2)3N
(d) (C6H5)2CHCH2NHCH3 (e) HN (f) N
ANSWER KEY & SOLUTION
1. D
Sol. Alcohol that is present on 3°C carbon called tertiary alcohol.
2. C
Sol. Halide that is present on 1° carbon called primary halide.
3. A
Sol. If nitrogen is directly connected with 3 other carbon then it is called 3° amine.
4. D
Sol. Only 1 type of carbon atom means compound contain same degree of carbon. Benzene have 2° carbon
atom only.
5. B
Sol. Degree of nitrogen is defined as how many carbon is directly connected with nitrogen.
6. ABCD
N N
Sol. (A)  1°, 4° (B) N N  1°, 4°
N N
(C)  1°, 3° (D)  1°, 4°
7. BD
Sol. Degree of nitrogen is defined as how many carbon is directly connected with nitrogen.
8. 4
Sol. 4
9. (a) (CH3)3CCH2OH  1° OH (b) CH3CH(OH)CH(CH3)2  2° OH (c) (CH3)2C(OH)CH2CH3  3° OH
OH
(d)  3° OH (e) OH  2° OH
10. (a) CH3NHCH(CH3)2  2° amine (b) CH3CH2CH(CH3)CH2NH2  1° amine

(c) (CH3CH2)3N  3° amine (d) (C6H5)2CHCH2NHCH3  2° amine
(e) HN  2° amine (f) N  3° amine
Single Choice Question :
1. What type of hbridisation in CH3–CH = C = CH2 molecule ?
(A) sp3, sp3, sp2, sp (B) sp3, sp2, sp, sp3
3 2
(C) sp , sp , sp, sp2 (D) None of these
2. H – C  C – HC = CH2 compound have hybridisation of C – C single bond is :

(A) sp3 – sp3 (B) sp3 – sp2 (C) sp – sp2 (D) sp – sp3
3. The number of sp3 hybridized carbon atoms in cyclohexene are :

(A) 2 (B) 3 (C) 4 (D) 6
4. In which of the following species is the underlined carbon having sp3 hybridisation :
(A) CH3COOH (B) CH3CH2OH
(C) CH3COOCH3 (D) CH2=CH–CH3
5. Which compound have both sp2 and sp3 hybrid carbon atom in the following :
(A) CH3–CH3 (B) CH3–CH = CH–CH3
(C) CH  CH (D) CH2 = CH2
6. How many different functional groups are present?
OH
(A) 3 (B) 4 (C) 5 (D) 6
7. Which of the following is a heterocyclic compound
OH OH
O
(A) (B) (C) (D)

O
OH
One or more than one Type Question :
8. In which of following molecule contain sp3 hybridisation ?
(A) C3H8 (B) C2H6 (C) CH4 (D) CHCH
9. Which of the following statement is correct about benzene [C6H6]

(A) All carbon atom in same plane (B) Hybridisation of all carbon atom is sp2
(C) Total number of sigma and pie bond is 12 (D) Total number of -bond is 3
Integer Type Question :

NC CN
10. C C C
NC CN
Total number of sp Hybridized in above compound _________.
11. Number of sp2 hybrid carbon atoms present in aspartame is ________.
O NH2 O
H3C NH
O OH
O
Aspartame
12. In the following compound, the total number of sigma bond ‘x’.
Find the value of (x – 7)?
CH3

1. C
Sol. CH3 – CH = C = CH 2
2
sp 3 sp2 sp sp
2. C
Sol. CH  C – CH = CH2

sp sp sp2 sp2
3. C
3
sp
3
sp
Sol. 3
sp
3
sp
4. B
Sol. CH3 – CH2 – OH

sp3 sp3
5. B
Sol. CH3 – CH = CH – CH3

sp3 sp2 sp2 sp3
6. B
OH Alcohol
Alkyne
Sol.
O Alkene
Ketone
7. A
Sol. Hetrocyclic compound : A hetro atom present in ring like N, O, S etc.
e.g.
O
8. ABC
3
sp
CH3 – CH 3
Sol. (A) C3H8  (B) C2H6 
3
sp
sp3 sp3
(C) CH4  sp3 (D) CHCH  CH  CH
sp sp
9. ABD
2
sp
2
sp sp
2
Sol. Sol. 2
Number of  bond = 3, Number of  bond = 12
sp sp
2
2
sp
Degree of all carbon atom in benzene is 2°.
10. 5
sp sp
NC CN
Sol.
C C C
NC sp 2
sp2 CN
sp
sp sp
11. 9
O NH2 O
sp2 sp2
H3C NH
O OH
Sol. sp2 sp2
O
sp2 sp2
sp2 sp2
sp2 Aspartame
12. 8
H

H—
 C—
 H
H     H
 

Sol. H    H

H
Total  = 15
n – 7 = 15 – 7 = 8
CH 3
1. Select the correct name of the compound whose structure is CH 3CHCH 2Cl
(A) Butyl chloride (B) Isobutyl chloride

(C) sec-Butyl chloride (D) tert-Butyl chloride
2. What would be the best name for the following compound ?
(A) 1-ethyl-3,4-dimethylcyclohexane (B) 3-ethyl-1,6-dimethylcyclohexane

(C) 1-ethyl-4,5-dimethylcyclohexane (D) 4-ethyl-1,2-dimethylcyclohexane
3. IUPAC name of the following compound is :
(A) 4-(1-methylethyl)-5-(1,1-dimethylethyl)octane
(B) 4-(1,1-dimethylethyl)-5-(1-methylethyl)octane
(C) 2,2-trimethyl-4-5-dipropylhexane
(D) 4-isopropyl-5-(1,1-dimethylethyl)octane
4. Give the complete IUPAC name for the structure below. Be careful to identify longest carbon chain :
CH3 – CH – CH2 – CH – CH3
CH3 – CH2 CH – CH3
CH2 – CH3
(A) 3, 5, 6-trimethyl octane (B) 3, 4, 6-trimethyl octane
(C) 1, 2, 3, 6- tetramethyl heptane (D) None of these
5. The IUPAC name of is :
(A) 1, 1-diethyl-2, 2-dimethylpentane (B) 4,4-dimethyl-5,5-diethylpentane

(C) 5,5-diethyl-4, 4-dimethylpentane (D) 3-ethyl-4,4-dimethylheptane
6. The IUPAC name of neopentane is :
(A) 2-methylpropane (B) 2,2-dimethylbutane
(C) 2-methylbutane (D) 2,2-dimethylpropane

7. Build 5-ethyl-2,3,4-trimethyl heptane by dragging the groups to the question marks
(a) (b)
? ?
2 1
(A) a(1), b(2) (B) a(2), b(1) (C) a(1), a(2) (D) b(1), b(2)
8.
Compound (P)
Which of the following is correct for compound ‘P’
(A) Total number of substituent in compound (P) are 2
(B) Total number of carbons in parent chain of compound (P) is 10
(C) Their is no complex substituent present in compound (P)
(D) Total number of substituent in compound (P) are 3

9. What is the number of carbon in parent chain for the following alkane ?
(Note: The parent name corresponds to the longest continuous chain of carbon atoms.)
10. Total number of carbon atoms present in parent chain is :
CH3
CH3 – C – CH3
CH3 – CH2 – CH2– C – CH2 – CH2 – CH3
CH3 – CH2 – C – CH2 – CH2 – CH3

CH3
11. Total number of substituent in compound (P) are
CH3
CH3 – CH2 – CH– CH – CH2 – CH2 – CH – CH3
CH2 – CH3 CH2 – CH3
Paragraph Type Question : (Q.12 to Q.14)

Rule for longest carbon chain in Alkane
(i) Longest carbon chain.
(ii) Maximum number of side chain.
(iii) Chain whose side-chain have the lowest possible numbering for locants.
(iv) Chain having the greatest number of carbon atom in smaller side chain.
(v) Chain having least branched side chain.
12. Correct IUPAC name is :
(A) 5-ethyl-4-methyl octane (B) 4-methyl-5-ethyl octane

(C) 4-methyl-3-propyl heptane (D) 4-ethyl-3-methyl octane
13. Among the following compounds
H3C H3 C
H3 C
CH3 CH3 CH3
CH3
H3 C
H3 C CH3 H3 C CH3 H3C CH3
CH3
CH3
(i) (ii) (iii) (iv)
2,3-dimethylhexane is :
(A) (i) (B) (ii) (C) (iii) (D) (iv)
14. Identify the correct IUPAC name :

(A) 2, 2-dimethyl-4-ethyl heptane (B) 5-ethyl-2-methyl hexane
(C) 1,3- dimethyl butane (D) 3-ethyl-1, 1-dimethyl cyclohexane
1. B
iso
CH3
Sol. CH3 CHCH 2Cl Isobutyl chloride
2. D
2
1
3
4
Sol. 6 4-ethyl-1,2-dimethylcyclohexane
5
3. B
1 2 1-methylethyl
7 3
5 1
Sol. 8 6 4 2
IUPAC name = 4-(1,1-dimethylethyl)-5-(1-methylethyl)octane
1
(1,1-dimethyl ethyl)
2
4. B
6 5 4
Sol. CH3 – CH – CH 2 – CH – CH 3 IUPAC name = 3, 4, 6-trimethyl octane
CH3 – CH 2 3 CH – CH 3
8 7
CH2 – CH 3
2 1
5. D
6 2
4
7 5 3 1
Sol. IUPAC name = 3-ethyl-4,4-dimethylheptane
6. D
CH3
1 2 3
CH3 — C — CH 3
Sol. CH3 IUPAC name = 2,2-dimethylpropane
7. A
7
6 1
2
3
Sol. 5
4
a(1), b(2)
8. ABC
6 8 10
5 7
Sol. 2
9 Substituent = 2
4
3 1
Compound (P)
9. 9
9
8
7 5 =9
Sol. 4 3 1
6 2
10. 8
CH3
CH3 – C – CH 3
8 7 6 5
Sol. CH3 – CH 2 – CH 2– C – CH 2 – CH 2 – CH 3
=8
4 3 2 1
CH3 – CH 2 – C – CH 2 – CH 2– CH 3
CH3
11. 3
CH3
1 2 4 5 6 7
Sol. CH3 – CH 2 – CH– CH – CH 2 – CH 2– CH – CH 3 P=3
3
CH2 – CH 3 CH2 – CH 3
8 9
12. D
2 6
Sol. 1 3 4 8 IUPAC name = 4-ethyl-5-methyl octane
5 7
13. B
6 5
5 6
H3 C 6
4 H3 C
H3 C 1 5
Sol. 4 CH3 3 CH3 CH3
2 3 2
CH3 2
1 H3 C 3 1
4 2 4
H3 C CH3 H3 C CH3 H3 C 3 CH3
CH3 1 5
CH3
(i) (ii) (iii) (iv)
14. D
6 1
2
Sol. 5 3 IUPAC name = 3-ethyl-1, 1-dimethyl cyclohexane

4
Single Choice Question:
1.
Correct IUPAC name?

(A) 1–methyl–3–ethylcyclohexene (B) 5–ethyl–1–methylcyclohexene
(C) 2–ethyl–4–methylcyclohexene (D) 3–ethyl–1–methylcyclohexene
2. Give the IUPAC name for the following compound?
(A) 4.4–diethyl–2,3,6–trimethylnonene (B) 5,5–diethy–2,3,6–trimethylnonene

(C) 5,5–diethyl–4,7,8–trimethylnonene (D) 7–ethyl–2,4,5–trimethyloctene
3. Select the structure of 4–ethyl–2,3–dimethyl–2–heptene
(A) (B)
(C) (D)
4. The IUPAC name of the compound having the formula is :
CH3
H3C C CH CH2
CH3
(A) 3,3,3–Trimethylprop–1–ene (B) 1,1,1 –Trimethylprop–2–ene

(C) 3,3–Dimethylbut–1–ene (D) 2,2–Dimethylbut–3–ene
5. The IUPAC name of the compound CH2 = CH – CH(CH3)2 is:

(A) 1,1–Dimethylprop–2–ene (B) 3–Methylbut–1–ene
(C) 2–Vinyl propane (D) None of the above
CH3 CH3
6. The correct IUPAC name of the compound H3C CH2 C CH CH CH CH2 CH2 CH3
C 2 H5
(A) 5–Ethyl–3,6–dimethyl non–3–ene (B) 5–Ethyl–4,7–dimethyl non–3–ene

(C) 4–Methyl–5,7–diethyl oct–2–ene (D) 2,4 –Ethyl–5–methyl oct–2–ene

7. Among the following compounds 3,4–dimethylhexene is/are
H3C H3C
CH3
CH2
(A) (B) H3C
H2C CH3 CH3
H3C
CH3 CH3
(C) H3C CH2 (D)

H2C CH3
CH3
8. Which of the following is an acceptable structure for Hepta–3,6–dien–1–yne?
(A) (B)
(C) (D)
9. Correct IUPAC name of given compound is:

(A) pent–3–en–1–yne (B) pent–1–ene–4–yne
(C) pent–4–yn–1–ene (D) pent–1–en–4–yne
10.
Br
Total number of substituents in this compound?
11. How many carbons are in simplest alkyne having two side chains?
12. H3C CH CH C C CH2 CH2 CH3

Cl Br
Correct IUPAC name is x–Bromo–y–chloro–x–octyne

Find the value of x + y – z = ?
Paragraph Type Question : (Q.13 to Q.14)

The IUPAC nomenclature of organic chemistry is a systematic method of naming organic chemical
compounds as recommended by the international union of pure and Applied chemistry (IUPAC). Ideally.
every possible organic compound should have a name from which an unambiguous structural formula can
be created.
13. is named as (IUPAC) :
(A) vinyl acetylene (B) But–1–en–3–yne (C) But–1–yn–3–ene (D) B, C is true
CH2
14. IUPAC name of
(A) 2–[prop–2–enyl] Hex–1–en–4–yne (B) 5–[prop–2–enyl] Hex–2–yn–5–ene

(C) 4–methylidene oct–1–en–6–yne (D) 5–methylidene oct–2–yn–7–ene

1. B
6
5
1
Sol. 4 2
IUPAC name = 5–ethyl–1–methylcyclohexene
3
2. B
8
7
6 4
3
Sol. 5 IUPAC name = 5,5–diethy–2,3,6–trimethylnonene
2
3. B
6
Sol. 2 4 IUPAC name = 4–ethyl–2,3–dimethyl–2–heptene
1 3 5 7
4. C
CH3
H3C C CH CH2
Sol. 4 3 2 1 IUPAC name = 3,3–Dimethylbut–1–ene
CH3
5. B
1 2 3 CH3
Sol. CH2 = CH – CH 4 IUPAC name = 3–Methylbut–1–ene
CH3
6. A
CH3 CH3
1 2 3 4 5 6 7 8 9
Sol. H3C CH2 C CH CH CH CH2 CH2 CH3
C2H5
IUPAC name = 5–Ethyl–3,6–dimethyl non–3–ene
7. AC
3
5
H3C
Sol. 4 CH3 IUPAC name = 3,4–dimethylhexene
2
3
1
H2C CH3
H3C 6
5
4 2
3 1 IUPAC name = 3,4–dimethylhexene
H3C CH2
CH3
8. AC
5
6 4
3 5
7
Sol. 1 3
2 4 6 7
2 1
9. AD
2 4
Sol. pent–3–en–1–yne 5
1 3
2 4
pent–4–yn–1–ene 1 5
3
10. 3
5 7
4 8
6
1
Sol. 3 Total number of substituents in this compound = 3
2
Br
11. 6
Sol.
12. 1
1 2 3 4 5 6 7 8
Sol. H3C CH CH C C CH2 CH2 CH3 IUPAC name = 3–Bromo–2–chloro–4–octyne
Cl Br
3+2–4=1
13. B
1 2
Sol. IUPAC name = But–1–en–3–yne

4
3
14. C
CH2
2 6 8
Sol. 1 4 IUPAC name = 4–methylidene oct–1–en–6–yne
3 5 7
1. Which of the following is/are 3  Methyl cyclohex  3  enol
OH OH OH OH
(A) (B) (C) (D)
2. What is the correct IUPAC name for the following molecule?
H3C
(A) 3  methyl  3  penten  1  yn  5  ol (B) 3  methyl  3  penten  1  yn  5  ol

(C) 3  methyl  2  penten  4  yn  1  ol (D) 3  methyl  2  penten  4  yn  1  ol
3. IUPAC Name of
OH
(A) 2  (3  methyl butyl) cyclohex  2  en  1  ol

(B) 1  (3  methyl butyl) cyclohex  1  en  6  ol
(C) 2  (2  methyl butyl) cyclohex  2  en  1  ol
(D) 2  (2  methyl butyl) cyclohex  1  en  3  ol
4. Correct IUPAC name of given compound is:
O
O
(A) 2  oxo propanol (B) 1  oxo propanal

(C) 2  oxo propanal (D) 3  oxo propanone
5. H
O OH
What is the correct IUPAC name of the following compounds?

(A) 4  Hydroxyhex  1  en  6  ol (B) 1  oxohex  5  en  3  ol
(C) 3  Hydroxyhex  5 enal (D) 6  oxohex  1  en  4  ol
6. What is the IUPAC name of the following compounds?
CH3 CH CH2 — C —H
Cl
(A) 5  chloro  3  methylhexanone (B) 1  chloro  1,3  dimethylpentan  2  one

(C) 5  chloro  3,5  dimethylpentan  2  one (D) 5  chloro  3  methylhexan  2  one
7. Which of the following is cyclohexanone?
O
O O
CH
(I) (II) (III) (IV)
O
(A) I (B) II (C) III (D) IV
O CH3
8. The IUPAC name of compound CH3 —C — CH — CH — CH — CH3 is -

CH3 CHO
(A) 3,5  Dimethyl  4  formyl pentanone

(B) 1  lsopropyl  2  methyl  4  oxo–butanal
(C) 3  Methyl  2  (1  methylethyl)  4  oxo pentanal
(D) None of the above

9. Correct statement about the following compound (P) and (Q) :
Cl Br HO
O
Compound (P) Compound (Q)
(A) Total number of substituents in compound (P) is (1)
(B) Total number of carbon atoms in parent chain of compound (Q) is (3)
(C) IUPAC name of compound (Q) is 1-Cyclopentyl prop-2-en-1-ol
(D) Total number of carbons in parent chain of compound (P) are 5
Integer Type Question:
10. Number of carbon in parent chain
H3C O
H3C CH2 CH2 CH CH2 CHO
11. The sum of positions of –OH and –Br in the above compound is :
OH
Br
12. The number of carbon atoms in the principle chain of the given compound are :
CHO
OHC – CH2 – CH – CH2 – CHO

1. C
2
3 1 OH
Sol. 4 6 IUPAC name : 3  Methyl cyclohex  3  enol

5
2. C
Sol. CH3 1 IUPAC name : 3  methyl  2  penten  4  yn  1  ol

3 2
4
5
3. A
3 1 3-methylbutyl
4 2
3 4
2
Sol. IUPAC name : 2  (3  methyl butyl) cyclohex  2  en  1  ol
5
1 OH
6
4. C
O
O
Sol. 2 IUPAC name : 2  oxo propanal
3 1
2-oxopropanal
5. C
2 4 6
Sol. H 1 3 5 CH2 IUPAC name : 3  Hydroxyhex  5 enal
O OH
6. D
O
Sol. CH3— C —CH — CH2 — CH — Cl IUPAC name : 5  chloro  3  methylhexan  2  one
CH3 CH3
7. D
5 6
Sol. 4 1 O Cyclohexanone.
3 2
8. B
O CH3
3 2
Sol. CH3 —C — CH — CH — CH — CH3 IUPAC name : 1  lsopropyl  2  methyl  4  oxo butanal
anal
5 4
CH3 CHO
1
9. BCD
3
Cl Br HO
3 2
5 1
2 4
Sol. 1
O
5-carbons in parent chain 1-cyclopentyl prop-2-en-1-ol
10. 6
H3C O
Sol. H3C CH2 CH2 CH CH2 CHO

6 5 4 3 2 1
11. 7
OH
1
2
6 Br
Sol. 6+1=7
3 5
4
12. 3
CHO
Sol. OHC – CH 2 – CH – CH 2– CHO 3 carbon in principle chain

3 2 1
1. The IUPAC name of is :
(A) 2, 6  Dimethyl hepta  2, 5  dienoic acid (B) 3, 7  Dimethyl hepta  2, 5  dienoic acid
(C) 1  hydroxy  2, 6  dimethy hepta  2, 5  dienone (D) 2, 6  Dimethyl hepta  2, 5  dienal
2. The IUPAC name of CH3 — C —O — CH2 — C — OH is:
O O
(A) 1  Acetoxy acetic acid (B) 2  Acetoxy ethanoic acid
(C) 2  Ethanoyloxy acetic acid (D) 2  Ethanoyloxyethanoic acid
3. CH3 —O — C —CH2 — COOH
O
The correct systematic name of the above compound is :
(A) 2  Acetoxy ethanoic acid (B) 2  Methoxy carbonyl ethanoic acid
(C) 3  Methoxy formyl ethanoic acid (D) 2  Methoxy formyl acetic acid
4. The correct structure for ethyl 3-methylbutanoate is :

O O
CH3 H3C CH3
(A) H3C (B)
CH3 CH3
O CH3 CH3 O
(C) CH3 (D)
H3C H3C CH3
5. The IUPAC name of BrCH2 — CH — CO — CH2 — CH2CH 3 is -
CONH2
(A) 2  (Bromomethyl)  3  oxohexanamide (B) 1  Bromo  2  amino  3  oxo hexane

(C) 1  Bromo  2  amino  n  propyl ketone (D) 3  Bromo  2  propyl propanamide
6. One among the following is the correct IUPAC name of the compound -
CH3CH2 — N — CHO
(A) N  Formylaminoethane (B) N  Ethyl formyl amine

(C) N  Ethyl methanamide (D) Ethylamino methanal
NO2
OEt
7. The IUPAC name of comound is :
CN O
(A) 2-cyano-3-nitro-2-methylpent-2-enoate (B) Ethyl-3-cyano-4-nitro-2-methylpent-2-enoate

(C) 4-cyano-3-nitro-2-methylpent-2-enoate (D) All of the above

8. Correct IUPAC name is
Cl Cl
Br
(A) 2  Bromo  1,1  dichlorocyclohexane
(B) 1  Butyl  4  methyl cyclohexane
COOEt
(C) Ethyl  2  formyl cyclohexane carboxylate

CHO
CONH2
(D) 4  hydroxycyclohexane amide
OH

9. Number of carbons in parent chain of the following compound are :
OH O
OH
Subjective :
10. IUPAC name of the given compound is :
CHO
COOH

1. D
2
3 1
CHO
Sol. 4 IUPAC name : 2, 6  Dimethyl hepta
a  2, 5  dienal
5
6
7
2. D
2 1
Sol. CH3 — C —O —CH2 — C — OH
O O
ethanoyl oxy
3. B
Sol. CH3 —O — C —CH2 —COOH
4. D
CH3 O
4
Sol. H3C 3 1 O CH3 Ethyl-3-methylbutanoate
2
5. A
O
2 3 4 5 6
Sol. Br — CH2 —CH — C —CH2 —CH2 —CH3
CONH2
1
IUPAC name : 2  (Bromomethyl)  3  oxohexanamide
6. C
Sol. CH3 — CH2 — NH — C — H N  Ethyl methanamide


7. B
NO2
3 1 OEt
4 2
Sol. 5 IUPAC name : Ethyl-3-cyano-4-nitro-2-methylpent-2-enoate
CN O
8. ABC
CONH2
6 1 2
Sol. IUPAC name : 3  hydroxycyclohexane carboxamide
3
5
4
OH
9. 6
OH
5
2 COOH
3 1
Sol. 6 4
3 4 5
6
10. 2 1 CHO
3
4 2
1
COOH
Correct IUPAC name is 3-(6-formyl-4-oxocyclohex-2-enyl)cyclobutane carboxylic acid.
O O
1. IUPAC name is :
(A) 2, 4  Butanedione (B) Ethoxy ethanone

(C) Ethanoic anhydride (D) Acetic anhydride
2. Provide the proper IUPAC name for the compound below :
CH3CH2 H
H CH3CH2CH2COCl
(A) Oct-4-en-1-carbonyl chloride (B) Oct-3-en-1-oyl chloride

(C) Oct-5-en-1-oyl chloride (D) Oct-3-en-8-oyl chloride
3. The correct IUPAC name of compound : CH3–CH2–C–CH–CHO is :
O CN
(A) 2-Cyano-3-oxopentanal (B) 2-Formyl-3-oxopentanenitrile
(C) 2-Cyano-1,3-pentanedione (D) 1,3-Dioxo-2-cyanopentane
4. Identify the structure of propanoic anhydride :

(A) (CH3CH2CH2CO)2O (B) (CH3CO)2O
(C) (CH3CH2CH2CO)2O (D) (C2H5CO)2O
5. H – C – CN in IUPAC called :
O
(A) Cyano methanal (B) 2-Oxoethane nitrile (C) Cyano ethanal (D) Formonitrile
CH3– CH– CH2 – C – Br
CH3 O
(A) 3-methyl butanoyl bromide (B) 1-methyl butanoyl bromide

(C) 1,2-dimethyl propanoyl bromide (D) 4-methyl butanoyl bromide
7. The IUPAC name of ether CH3 – O – C2H5 is :

(A) Methyl ethyl ether (B) Ethoxymethane (C) Methoxyethane (D) Ethyl methyl ether
8. Number of carbon in parent chain is :
Ome
N
OEt
Subjective :
O O
Cl Cl
CH3
H3C N CH3

1. C
O O
Sol.
1 1
2 2
2. C
8 7
CH3 CH2 H
Sol. 6
IUPAC name : Oct-5-ene-1-oyl chloride
5
H CH3 CH2 CH2 COCl
4 3 2 1
3. B
5 4 3 2
Sol. CH3–CH2–C–CH–CHO IUPAC name - 2-Formyl-3-oxopentanenitrile
O CN
1
4. D
Sol. CH3– CH2– C – O – C – CH2 – CH3 IUPAC name - propanoic anhydride

O O
5. B
2 1
Sol. H –C – C N IUPAC name : 2-Oxoethane nitrile
O
6. A
4 3 2 1
CH3– CH– CH2 – C – Br IUPAC name : 2-methyl butanoyl bromide
CH3 O
7. C
1 2
Sol. H3C – O – CH2 – CH3
Methoxy ethane
8. 3
Ome
1
2 3
N
Sol.
OEt
O O
5 3
9. 7 4 1
Cl 6 2 Cl
IUPAC name : 4,4-dimethyl hepta-2,5-diene-1,7-dioylchloride
CH3
1
H3C N CH3
10.
2
IUPAC name : N-Ethyl-N-methyl ethanamine
1. The correct IUPAC name of the following compound O = C — CH2 — CH — CHO is :
OH H—C = O
(A) 3,3  Diformyl propanoic acid (B) 3  Formyl  4  oxo  butanoic acid
(C) 3,3  Dioxo propanoic acid (D) 3,3  Dicarbaldehyde propanoic acid
2. What is the correct IUPAC name for the following molecule?
OH CH3 O
OH
Br
(A) 6  Bromo  7  hydroxy  3  methylnonanoic acid

(B) 4  Bromo  3  hydroxy  7  methyl  9  nonanoic acid
(C) 6  Bromo  7  hydroxy  3  methylnonanoic acid
(D) 6  Bromo  7  hydroxy  2  methyl nonanoic acid
3. Which of the following compounds has wrong IUPAC name?

(A) CH3  CH2  CH2  COO  CH2 CH3  ethyl butanoate
(B) CH3  CH  CH2  CHO  3  ethyl  butanal
CH2  CH3
(C) CH3  CH  CH  CH3  3  methyl  2  butanol
OH CH3
(D) CH3 — CH — C — CH2 — CH3 2 —methyl — 3 — pentanone
CH3
4. Identify correct order of priority of functional groups
(A) –CHO > C O > –COX > –CN (B) –COX > – CHO > C O > –CN
(C) –CHO > –CN – COX > C O (D) –COX > –CN > –CHO > C O
Cl
H3C CH3
NH2
5.
HO O
Write IUPAC name of above compound?

(A) 2-amino-2-methyl-3-chloro butanoic acid (B) 2-amino-3-chloro-2-methyl butanoic acid
(C) 3-chloro-2-amino-2-methyl butanoic acid (D) None of these
CH3
H3C
6.
O Cl O
H3C

(A) 2,6-dimethyl-7-oxo octanoyl chloride (B) 3,7-dimethyl-2-oxo octan-8-oyl chloride
(C) 7-oxo-2,6-dimethyl octanoly chloride (D) None of these
H3C CH3
7. O O O
CH3

(A) 2-ethyl-6-methyl-7-oxoheptanoate (B) Dimethyl-2-ethyl-1-oxo heptanoate
(C) Methyl-2-ethyl-6-methyl-7-oxo heptanoate (D) None of these
CHO
COOH
8. Number of carbon in parent chain is
OH
Subjective:
9. O
HO
S
O N
10. H3C
OH
Cl O
1. B
O CHO
Sol. HO — C —CH2 — CH IUPAC name : 3  Formyl  4  oxo  butanoic acid
  
CHO

2. C
OH CH3
1
9 5
6 COOH
Sol. 7 3
8 4 2
Br
IUPAC name : 6  Bromo  7  hydroxy  3  methylnonanoic acid
3. B
3 2 1
Sol. CH3 — CH — CH2 — CHO IUPAC name : 3-Methyl butanal
CH2—CH3
4 5
4. D
Sol. –COX > –CN > –CHO > C O
5. B
Cl
3 4
H3C CH3
2 NH2
Sol.
HO
1 O
Carbon of carboxylic acid is given position one. Rest are taken as substituents and written in alphabetical
seniority.
IUPAC name : 2-amino-3-chloro-2-methyl butanoic acid
6. A
CH3
H3C 5 3
6 4 2
7
Sol. O Cl 1 O
H3C
8
prefix 'oxo' is used
Alkyl chloride has more preference than ketone/aldehyde

IUPAC name : 2,6-dimethyl-7-oxo octanoyl chloride
7. C
H3C 5 3 CH3
6 2
4
1
7 O
Sol. O O
prefix oxo
CH3
IUPAC name : Methyl-2-ethyl-6-methyl-7-oxo heptanoate
8. 6
CHO
3 1
2 COOH
Sol.
6
4
OH
5
9. IUPAC name : 4-cyano-2-cyclopropyl butane sulphoinc acid
O
HO
S
2 4
O 1 3 N cyano
Sulphonic acid is preferred and nitrile is used as substituent.
10. IUPAC name : 3-chlorocarbonyl-4-cyno pentanoic acid
N cyano
O
4 3 2
Sol. H3C 1
5
OH
Cl O chlorocarbonyl
Carbon of carboxylic acid is given the first number > lowest set of locants to the substituents.
1. Write the IUPAC nomenclature of the following compound.
(A) Bicyclo [2,4,2] hexane (B) Bicyclo [2,4,2] octane

(C) Bicyclo [2,2,2] hexane (D) Bicyclo [2,2,2] octane
2. Which of the following structures represents bicyclo [3.2.0] heptane.
(A) (B) (C) (D)
OH
3. The IUPAC name of is
(A) bicyclo [3.2.0] hexan-2-ol (B) spiro [3.2] hexan-1-ol

(C) spiro [3.2] hexan- 4 -ol (D) spiro [2.3] hexan-4-ol
O
4. The IUPAC name of compound is
(A) 6-oxo-1,2,2-trimethyl bicyclo [2,2,1] heptane (B) 1,7,7 -trimethyl bicyclo [2,2,1] heptan-2-one
(C) 1,5,5 -trimethyl bicyclo [2,1,1] hexan-2-one (D) 1,7,7 -trimethyl bicyclo [2,1,2] heptan- 2 -one
(A) Bicyclo [2.2.1] hept-2-ene (B) Bicyclo [2.2.1] hept-5-ene

(C) Bicyclo [2.1.2] hept-2-ene (D) Bicyclo [1.2.2] hept-2-ene
(A) Spiro [5.3] nonane (B) Spiro [3.5] nonane (C) Spiro [5.4] nonane (D) Spiro [4.5] nonane
7. What is the common name of the fowing compound
COOH
COOH
(A) Malonic acid (B) Succinic acid (C) Oxalic acid (D) Subric acid
8. The IUPAC name of CH3COCH(CH3)2 is

(A) Isopropylmethyl ketone (B) 2-Methyl-3-butanone
(C) 4-Methylisopropyl ketone (D) 3-Methyl-2-butanone.
9. The IUPAC name of the compounds is
(A) 3,3-Dimethyl -1-hydroxycyclohexane (B) 1,1 -Dimethyl-3-hydroxycyclohexane

(C) 3,3-Dimethyl-1-cyclohexanol (D) 1,1-Dimethyl-3-cyclohexanol
10. Which one of the following does not have sp2 hybridized carbon ?
(A) Acetone (B) Acetic acid (C) Acetonitrile (D) Acetamide

11. Which of the following is the incorrect common name of the following compound,
CH3 NH2 COOH

OCH3
(A) (B) (C) (D)

Anisole Benzaldehyde
toulene Aniline

1. D
7 4
5
Sol. 3 IUPAC name : Bicyclo [2,2,2] octane
1 6
2
2. C
5 4
6
Sol. 7 2 3
IUPAC name : Bicyclo [3.2.0] heptane.
1
3. D
OH
4 1
3
Sol. 5 IUPAC name : spiro [2.3] hexan-4-ol
2
6
4. B
1 O
6
7 2
Sol. 5 3 IUPAC name : 1,7,7 -trimethyl bicyclo [2,2,1] heptan-2-one
4
5. A
7
4
5
3
Sol. IUPAC name : Bicyclo [2.2.1] hept-2-ene
6 1
2
6. B
6 5 1
4
7 2
Sol. IUPAC name : Spiro [3.5] nonane
8 9 3
7. C
COOH
Sol. Oxalic acid
COOH
8. D
H O H H
|1 || 2 |3 | 4
Sol. H–C–C–C–C–H 3–methyl–2–butanone
| | |
H CH3 H
9. C
Sol.
10. C
sp 3 sp 2
sp 3 sp 2 sp 3 sp sp 3 sp 2
Sol. CH3  CO  CH3 ; CH3  C OOH CH3  C  N; CH3  CO NH2
Acetonitrile Acetamide
Acetone Acetic Acid
11. D
COOH
Sol.
Benzoic acid
O H
OH
(A) 2  Fluoro  5  formyl benzenol

(B) 4  Fluoro  3  hydroxy benzene carbaldehyde
(C) 1  Fluoro  4  formyl  2  hydroxy benzene
(D) 4  Fluoro  5  hydroxy benzene carbaldehyde
2. Correct IUPAC name of given compound is :
OH
COCl
(A) 3  bromo  6  hydroxy benzene carbonyl chloride

(B) 5  bromo  2  hydroxy benzene carbonyl chloride
(C) 3  bromo  4  hydroxy benzene carbonyl chloride
(D) 4  bromo  2  chloro formyl phenol
3. What is the proper name of the compound below?

OH
CH2CH2CH2CH3
(A) 1  phenoxyethane (B) m  butylhydroxybenzene

(C) o  butyhydroxybenzene (D) m  butylphenol
4. Which is the correct name of the compound shown ?

H3C NO2
(A) 3  Chloro  5  nitrotoluene (B) m  Chloro  m  nitrotoluene

(C) 1  Chloro  3  nitro  5  toluene (D) m  Chloromethylnitorbenzene
5. Correct IUPAC name of given compound is :
I Cl
Br
(A) 1  Bromo  2  chloro  3  fluoro  6  iodo benzene
(B) 2  Bromo  1  chloro  5  fluoro  3  iodo benzene
(C) 4  Bromo  2  chloro  5  iodo  1  fluoro benzene
(D) 2  Bromo  3  chloro  1  iodo  5  fluoro benzene
6. Which of the following is 4  bromo  3  nitro toluene
CH3 NH2 CH3 NO2
(A) (B) (C) (D)

NO2
NO2 NO2 NO2
7. Which is the correct IUPAC name of Aspirin ?
HO
CH3
(A) 2  carboxybenzenecarboxylate (B) 2  Ethanoyloxy benzene carboxylic acid

(C) 2  Ethoxycarbonyl benzene carboxylic acid (D) 2  carboxyphenylethanoate
8. Which of the following compounds corresponds to 2  bromo  1  chloro  4  propyl benzene?
Cl Br Br
Br
(I) (II) (III) (IV)
Br Cl Cl
Cl
Br
(V)
Cl
(A) (II) and (V) (B) (II) and (IV) (C) (IV) only (D) (I) and (IV) only
9. The IUPAC name of the following compound is
OH
CN
Br
(A) 4-Bromo-3-cyanophenol (B) 2-Bromo-5-hydroxybenzonitrile
(C) 2-Cyano-4-hydroxybromobenzene (D) 6-Bromo-3-hydroxybenzonitrile
10. Which of the following is incorrect IUPAC nomenclature of the following compounds.
Cl
(A) (B)
Cl
1,2-Diphenylethene 1-chloro-3-(1-chloroethyl) benzene
COOH
CH2–COOH
(C) (D)
NO2
2-phenylethanoic acid
5-ethyl-4-nitrobenzene carboxylic acid
Subjective :
11. Write the IUPAC name of the following compound :
O = C—OC2H5
|
|
Cl
12. Write the IUPAc name of :
CH2—CH—CH2—CH3
Br
1. B
1
6 2
Sol. 5 3 IUPAC name : 4  Fluoro  3  hydroxy benzene carbaldehyde

4 OH
2. A
2 COCl
3
1
Sol. IUPAC name : 5  bromo  2  hydroxy benzene carbonyl chloride
4 6
5
3. D
OH
Sol. p o IUPAC name : m  butylphenol

m
CH2CH2CH2CH3
4. A
6
1 5
NO2
2 4
Sol. 3 IUPAC name : 3  Chloro  5  nitrotoluene
5. B
F
5
4 6
3 1
Sol. , consider minimum locant and alphabetical order.
I 2
IUPAC name : 2  Bromo  1  chloro  5  fluoro  3  iodo benzene
6. A
1
6 2
5 3
Sol. 4 NO2 IUPAC name : 4  bromo  3  nitro toluene
7. B
6
1
COOH
5
Sol. 4 2
IUPAC name : 2–Ethanoyloxy benzene carboxylic acid
3 OCOCH3
8. C
3
Br 2 4
Sol. 5
IUPAC name : 2–bromo–1–chloro–4–propyl benzene
1
Cl 6
9. B
Sol. –C N is given the preference
OH
5
4 6
3
1
2 CN IUPAC name : 2-Bromo-5-hydroxybenzonitrile
Br
10. D
COOH
1
6 2
Sol. 3 IUPAC name : 3-Ethyl-4-nitro benzoic acid

5
4
NO2
O = C—OC2H 5
1|
6 2
11. 5
IUPAC name : Ethyl-4-chloro benzene carboxylate
3
4|
Cl
1 2 3
CH 2—CH—CH2—CH 3
2 Br
3
12. 1 IUPAC name : 1-Bromo-2-(1-methyl propyl)benzene
4 6
5

DPP - Nomenclature

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DPP - Nomenclature

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CONTENT

(A) (B) (C) (D) All

2. Which of following is 1° halide?

(A) (B) H3C C Cl (C) CH3–I (D) All

3. Which of following is 3° amine ?

(A) H3C N (B) CH3–NH–Et (C) CH3–NH–NH3 (D) CH3–NH2

4. Which of the following compound contain only 1 type of carbon atom

(A) (B) (C) (D)

Multiple Choice Question:

7. Which of the following is a 2° amine.

Find out the number of 3° carbon atoms in the above compounds.

10. Classify the following amines as primary, secondary, or tertiary:

(d) (C6H5)2CHCH2NHCH3 (e) HN (f) N

Sol. (A)  1°, 4° (B) N N  1°, 4°

(C)  1°, 3° (D)  1°, 4°

9. (a) (CH3)3CCH2OH  1° OH (b) CH3CH(OH)CH(CH3)2  2° OH (c) (CH3)2C(OH)CH2CH3  3° OH

10. (a) CH3NHCH(CH3)2  2° amine (b) CH3CH2CH(CH3)CH2NH2  1° amine

(e) HN  2° amine (f) N  3° amine

2. H – C  C – HC = CH2 compound have hybridisation of C – C single bond is :

3. The number of sp3 hybridized carbon atoms in cyclohexene are :

6. How many different functional groups are present?

(A) 3 (B) 4 (C) 5 (D) 6

7. Which of the following is a heterocyclic compound

(A) (B) (C) (D)

9. Which of the following statement is correct about benzene [C6H6]

Integer Type Question :

11. Number of sp2 hybrid carbon atoms present in aspartame is ________.

ANSWER KEY & SOLUTION

(C) CH4  sp3 (D) CHCH  CH  CH

Degree of all carbon atom in benzene is 2°.

(A) Butyl chloride (B) Isobutyl chloride

2. What would be the best name for the following compound ?

(A) 1-ethyl-3,4-dimethylcyclohexane (B) 3-ethyl-1,6-dimethylcyclohexane

3. IUPAC name of the following compound is :

5. The IUPAC name of is :

(A) 1, 1-diethyl-2, 2-dimethylpentane (B) 4,4-dimethyl-5,5-diethylpentane

One or more than one Type Question :

Integer Type Question :

10. Total number of carbon atoms present in parent chain is :

CH3 – CH2 – C – CH2 – CH2 – CH3

CH3 – CH2 – CH– CH – CH2 – CH2 – CH – CH3

CH2 – CH3 CH2 – CH3

Paragraph Type Question : (Q.12 to Q.14)

12. Correct IUPAC name is :

(A) 5-ethyl-4-methyl octane (B) 4-methyl-5-ethyl octane

13. Among the following compounds

14. Identify the correct IUPAC name :

Sol. 5 3 IUPAC name = 3-ethyl-1, 1-dimethyl cyclohexane

Correct IUPAC name?

2. Give the IUPAC name for the following compound?

(A) 4.4–diethyl–2,3,6–trimethylnonene (B) 5,5–diethy–2,3,6–trimethylnonene

3. Select the structure of 4–ethyl–2,3–dimethyl–2–heptene

4. The IUPAC name of the compound having the formula is :

(A) 3,3,3–Trimethylprop–1–ene (B) 1,1,1 –Trimethylprop–2–ene

5. The IUPAC name of the compound CH2 = CH – CH(CH3)2 is:

(A) 5–Ethyl–3,6–dimethyl non–3–ene (B) 5–Ethyl–4,7–dimethyl non–3–ene

One or more than one Type Question :

(C) H3C CH2 (D)

8. Which of the following is an acceptable structure for Hepta–3,6–dien–1–yne?

9. Correct IUPAC name of given compound is:

Integer Type Question :

12. H3C CH CH C C CH2 CH2 CH3

Correct IUPAC name is x–Bromo–y–chloro–x–octyne

Paragraph Type Question : (Q.13 to Q.14)