Iupac Worksheet

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VIVEKAM SENIOR SECONDARY SCHOOL

Coimbatore

IUPAC
Class 11 - Chemistry
Time Allowed: 1 hour Maximum Marks: 74

1. CH2 = CH − CH(CH2CH3) − C(Cl) = CH2 [1]


The IUPAC name of this compound is:

a) 4-chloro-3-ethyl-1-pentene b) 3-ethyl - 4- chloro-1, 4-pentadiene

c) 3-ethyl-4-chloro-4-pentene d) 2-chloro-3-ethyl-1, 4-pentadiene

2. Correct IUPAC name for H3C − CH−CH − CH3 is [1]


| |
C2H5 C2H5

a) 3, 4-dimethylhexane b) 2-ethyl-3-methylpentan

c) 2-sec-butylbutane d) 2, 3-dimethylbutane

3. Correct IUPAC name for H3C - CH - CH - CH3 is ________.[1]


| |
C2H5 C2H5

a) 2, 3-diethylbutane b) 2 - sec-butylbutane

c) 2 - ethyl-3-methylpentane d) 3, 4 - Dimethylhexane
4. Which of the following is the correct IUPAC name of the given compound? [1]

a) 4, 4-Dimethyl-3-ethylheptane b) 4, 4-Bis(methyl)-3-ethylheptane

c) 3-Ethyl-4, 4-dimethylheptane d) 5-Ethyl-4, 4-dimethylheptane


5. The IUPAC name of the following compound is [1]
H H Cl
| | |
H - C - C - C - Cl
| | |
H H H

a) 1, 1-dichloropropane b) dichloropropane

c) 3, 3-dichloropropane d) 1, 2-dichloropropane
O O
[1]
|| ||
6. The IUPAC name for CH3-C -CH2-CH2-C -OH is ________.

a) 4-oxopentanoic acid b) 1-hydroxypentane-1,4-dione

c) 1-carboxybutan-3-one d) 1, 4-dioxopentanol
7. The order of decreasing priority for some functional groups in the naming of an organic compound is: [1]

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a) - COOR (R = alkyl group right), - COCl, - b) - CN, - HC = O, > C = O, - OH, - NH2, -
CONH2 , - CN, - HC = O, > C = O, - OH, - COOR (R = alkyl group), - COCl, - CONH2

H2

c) - CONH2, - CN, - HC = O, > C = O, - OH, - d) - COCl, - CONH2, - CN, - HC = O, > C =

NH2, - COOR (R = alkyl group), - COCl O, - OH, - NH2, - COOR (R = alkyl group)

8. The IUPAC name of the following compund is [1]


CH3 − CH − CHO
|
C2H5

a) 3-methyl isobutyraldehyde b) 2-methylbutanal

c) 2-ethylpropanal d) butan - 2- aldehyde


9. Which of the following is the correct IUPAC name? [1]

a) 5-Ethyl-4, 4-dimethylheptane b) 4, 4-Bis(methyl)-3-ethylheptane

c) 3-Ethyl-4,4-dimethylheptane d) 4, 4-Dimethyl-3-ethylheptane

10. If an –NH2 functional group is present in an organic compound it is called amine. If a -CONH 2 functional group
[1]
is present in an organic compound then it is called:

a) ester b) amide

c) nitrile d) ether
11. Write the structural formula of 2, 3 - Dibromo -1 - phenylpentane. [1]
12. What are primary and secondary suffixes as applied to IUPAC nomenclature? [1]

13. In the organic compound CH2 = CH - CH2 - CH2 - C ≡ CH, the pair of hybridised orbitals involved in the [1]

formation of C2 - C3 bond is
14. Write IUPAC name of [1]
C
||
CH3 − C − CH2 − CH2 − CHO

15. Write the structural formula of 4-Ethyl-1-fluoro-2-nitrobenzene. [1]


16. Write the IUPAC name of following compounds. [1] CH3 − CH − CH2 − OC2H5
|
OH

17. Give the common name of [2] i. methanol


ii. ethanol
iii. ethoxyethane
iv. ethanoic acid
v. 1, 4-dimethyl benzene
18. Which of the following selected chains is correct to name the given compound according to IUPAC system. [2]

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19. Identify the functional groups in the following compounds: [2] i.

ii.

iii.

20. Write the IUPAC name of the compound from its given structure. [2]
C H ≡ C − C H = C H − C H = C H2
6 5 4 3 2 1

21. Which of the following represents the correct IUPAC name for the compounds concerned? [2] a. 2, 2-
Dimethylpentane or 2-Dimethylpentane
b. 2, 4, 7-Trimethyloctane or 2, 5, 7-Trimethyloctane
c. 2-Chloro-4-methylpentane or 4-Chloro-2-methylpentane
d. But-3-yn-1-ol or But-4-ol-1-yne.
22. Name the compounds: [2]

23. Give the IUPAC name of the following compound [2] CH3 − CH − C − CH − CH3
| || |
Br O CH3

24. Write the IUPAC name of the compound from its given structure. [2]
O
||
C H3 − C − C H2 − C H2 − C H2 − C OOH
6 5 4 3 2 1

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25. Structures and IUPAC names of some hydrocarbons are given below. Explain why the names given in the [2]
parentheses are incorrect.

i. CH3 − CH2 − CH − CH2 − CH − CH2 − CH3


| |
CH2CH3 CH3

3-ethyl-5-methylheptane [and not 5-ethyl-3-methylheptane]


ii. CH3 − CH − CH2 − CH2 − CH − CH − CH2 − CH3
| | |
CH3 CH3 CH3

2,5,6-trimethylocatane [and not 3,4,7-trimethulocatane]


26. Give the IUPAC names of the following compounds: [2] i.

ii.

iii.

iv.

v.

vi. Cl2CHCH2OH

27. Write the IUPAC name of the compound from its given structure. [2]
O O
|| ||
C H3 − C H2 − C − C H2 − C − C H3
6 5 4 3 2 1

28. What is a functional group? [2] 29. Write IUPAC name of the following: [2]

i. Ch3 − C − H − C − H − CH2OH
| |
C2H5 C2H5
O
||
ii. CH3 - C - CH3 - Cl
iii. Ch = C - CH = CH - CH = CH2
iv.

30. Identify the pairs of compounds which are functional group isomers. [3]

I. CH3 − CH2 − CH2 − CH2 − OH

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II. CH3 − CH2 − CH − CH3
|
OH
CH3
|
III. CH3 − CH − CH3
|
OH

IV. CH3 − CH − CH2 − OH


|
CH3

V. CH3 − CH2 − O − CH2 − CH3


VI. CH3 − O − CH2 − CH2 − CH3
VII. CH3 − O − CH − CH3
|
CH3

31. Write the IUPAC names of the compounds (i)-(iv) from their structures [3]

i. CH3 − CH2 − CH − CH2 − CH2 − CH − CH2 − CH3


| |
OH CH3
O O
|| ||
ii. CH3 − CH2 − C − CH2 − C − CH3
O
||
iii. CH3 − C − CH2 − CH2 − CH2 − COOH

iv. CH ≡ C - CH = CH - CH ≡ CH2

32. Write the IUPAC name of the compound from its given structure. [3]
1 2 3 4 5 6 7 8
C H3 − C H2 − C H − C H2 −C H2 − C H − C H2 − C H3
| CH3
OH

33. Structures and IUPAC names of some hydrocarbons are given below. Explain why the names given in the [3]
parentheses are incorrect.

a. CH3 − C H − CH2 − CH2 − C H − C H − CH2 − CH3


| | |
CH3 CH3 CH3

2,5,6- Trimethyloctane
[and not 3,4,7- Trimethyloctane]
b. CH3 − CH2 − CH − CH2 − CH − CH2 − CH3
| |
CH3CH3 CH3

3-Ethyl-5-methylheptane
[and not 5-Ethyl-3-methylheptane]
34. Write the IUPAC names of the compounds i-iv from their given structures. [5]
1 2 3 4 5 6 7 8
i. CH3 − CH2 − CH − CH2 − CH2 − C H − CH2 − CH3
| |
OH CH3

O O
|| ||
ii. CH3 − CH2 − C − CH2 − C − CH3
6 5 4 3 2 1
O

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||
iii. CH3 − C − CH2 − CH2 − CH2 − COOH
6 5 4 3 2 1

iv. CH ≡ C − CH = CH − CH = CH2
6 5 4 3 2 1

35. Assertion (A): In alphabetical order, the prefixes iso- and neo- are considered to be part of the fundamental
[1]
name of the alkyl group.
Reason (R): While naming the first step is to identify the longest carbon chain in the molecules.
a) Both A and R are true and R is the correct b) Both A and R are true but R is not the explanation of A.
correct explanation of A.

c) A is true but R is false. d) A is false but R is true.


36. The IUPAC name for [1]

a) 1-Chloro-4-methyl-2-nitrobenzene b) 1-Chloro-2-nitro-4-methylbenzene

c) 2-Chloro-1-nitro-5-methylbenzene d) m-Nitro-p-chlorotoluene
37. State True or False: [4]
(i) The common name of 2-butanone is ethyl methyl ketone. [1]

(ii) The IUPAC name of the compound CH3 - CH = CH - C ≡ CH is pent-3-en-5-yne. [1]

(iii) CH2 = CH - group is isoethyl. [1]

(iv) The general formula of cycloalkanes is CnH2n. [1]


38. Read the text carefully and answer the questions: [5]
IUPAC (International Union of Pure and Applied Chemistry) system of nomenclature. Common names are
useful and in many cases indispensable, particularly when the alternative systematic names are lengthy and
complicated. A systematic name of an organic compound is generally derived by identifying the parent
hydrocarbon and the functional group(s) attached to it. By using prefixes and suffixes, the parent name can be
modified to obtain the actual name. In a branched-chain compound, small chains of carbon atoms are attached
at one or more carbon atoms of the parent chain. The small carbon chains (branches) are called alkyl groups.
An alkyl group is derived from a saturated hydrocarbon by removing a hydrogen atom from carbon.
Abbreviations are used for some alkyl groups. For example, methyl is abbreviated as Me, ethyl as Et, propyl as
Pr and butyl as Bu.
(i) Assertion (A): Acid found in red ant is named formic acid.
Reason (R): Buckminsterfullerene is a common name given to the newly discovered C 60 cluster.

a) Both A and R are true and R is theb) Both A and R are true but R is not the correct
explanation of A.correct explanation of A.

c) A is true but R is false. d) A is false but R is true.


(ii) Assertion (A): Compounds containing carbon and hydrogen only are called hydrocarbons.
Reason (R): Unsaturated hydrocarbons are those, which contain a single bonded carbon only.

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a) Both A and R are true and R is theb) Both A and R are true but R is not the correct
explanation of A.correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

(iii) Assertion (A): C7H14 is butane.

Reason (R): The alkanes differ from each other by merely the number of -CH2 groups in the
chain.

a) Both A and R are true and R is theb) Both A and R are true but R is not the correct
explanation of A.correct explanation of A.
c) A is true but R is false. d) A is false but R is true.

(iv) Assertion (A): As CH4 becomes -CH3 it is called a methyl group.


Reason (R): An alkyl group is named by substituting ‘yl’ for ‘ane’ in the corresponding alkane.

a) Both A and R are true and R is theb) Both A and R are true but R is not the correct
explanation of A.correct explanation of A.

c) A is true but R is false. d) A is false but R is true.


(v) Assertion (A): The branched butyl groups are called sec-butyl, isobutyl and tert-butyl group.
Reason (R): Common branched groups have specific trivial names.

a) Both A and R are true and R is theb) Both A and R are true but R is not the correct
explanation of A.correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

Question No. 39 to 42 are based on the given text. Read the text carefully and answer the questions: [4]
IUPAC (International Union of Pure and Applied Chemistry) system of nomenclature. Common names are useful and in
many cases indispensable, particularly when the alternative systematic names are lengthy and complicated. A systematic
name of an organic compound is generally derived by identifying the parent hydrocarbon and the functional group(s)
attached to it. By using prefixes and suffixes, the parent name can be modified to obtain the actual name. In a branched-
chain compound, small chains of carbon atoms are attached at one or more carbon atoms of the parent chain. The small
carbon chains (branches) are called alkyl groups. An alkyl group is derived from a saturated hydrocarbon by removing a
hydrogen atom from carbon. Abbreviations are used for some alkyl groups. For example, methyl is abbreviated as Me,
ethyl as Et, propyl as Pr and butyl as Bu.

39. Draw the structure of 3-Ethyl-4,4-dimethylheptane.


40. How is the numbering in branched chain hydrocarbon done?
41. Derive the structure of 2-Chlorohexane.
42. Why CH4 after becoming-CH3 called a methyl group?

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