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Test: Geometrical Isomerism - 1 - JEE MCQ


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21 Questions MCQ Test - Test: Geometrical Isomerism - 1

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Test: Geometrical Isomerism - 1 - Question 1

Direction (Q. Nos. 1-13) This section contains 13 multiple choice questions. Each question has four
 choices (a), (b), (c) and (d), out of which ONLY ONE option is correct.

Q.
Which among the following defines Meso forms of isomers
 

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 1

The correct option is D Molecule in meso form have a plane of symmetry
Meso forms of isomers are single compound and their molecules are achiral and hence they cannot be separated into optically active enantiometric pairs.
Molecule in meso form have a plane of symmetry due to which the optical rotations of upper and lower parts are equal and in the opposite direction which balanced internally and compound become optically inactive. this property is called internal compensation.

Test: Geometrical Isomerism - 1 - Question 2

Which of the following compounds have Z-configuration?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 2

To determine which compounds have the Z-configuration, we need to evaluate the priority of the groups attached to the double-bonded carbon atoms according to the Cahn-Ingold-Prelog (CIP) rules. The Z-configuration occurs when the higher priority groups on each carbon are on the same side of the double bond.

Here’s how we assess each compound:

a) CH₃CH₂CH₃ > C=C < HCH₃

  • For the left carbon:

    • CH₃CH₂CH₃ (propyl) vs H
    • Propyl group has higher priority than hydrogen.
  • For the right carbon:

    • CH₃ (methyl) vs H
    • Methyl group has higher priority than hydrogen.

Conclusion: The higher priority groups (propyl and methyl) are on opposite sides, so this compound has an E-configuration, not Z.

b) H₂NCl > C=C < COOHBr

  • For the left carbon:

    • H₂N (amino group) vs Cl
    • Cl has higher atomic number, so it has higher priority.
  • For the right carbon:

    • COOH (carboxylic acid) vs Br
    • Br has a higher atomic number than C in COOH, so Br has higher priority.

Conclusion: The higher priority groups (Cl and Br) are on opposite sides, so this compound has an E-configuration, not Z.

c) HPh > C=C < COOHPh

  • For the left carbon:

    • H vs Ph (phenyl group)
    • Ph (phenyl group) has higher priority than hydrogen.
  • For the right carbon:

    • COOH vs Ph (phenyl group)
    • COOH (carboxylic acid) has higher priority because the C in COOH is double-bonded to oxygen atoms, giving it higher priority over Ph.

Conclusion: The higher priority groups (Ph and COOH) are on the same side, so this compound has a Z-configuration.

d) CH₃Ph > C=C < CH₂CH₃Br

  • For the left carbon:

    • CH₃ (methyl) vs Ph (phenyl group)
    • Ph has higher priority than methyl.
  • For the right carbon:

    • CH₂CH₃ (ethyl) vs Br
    • Br has higher priority than ethyl.

Conclusion: The higher priority groups (Ph and Br) are on opposite sides, so this compound has an E-configuration, not Z.

Final Answer:

The compound c) HPh > C=C < COOHPh has the Z-configuration.

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Test: Geometrical Isomerism - 1 - Question 3

In which type of projection we can get staggered and eclipsed conformations?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 3

A sawhorse projection can reveal staggered and eclipsed conformations.

Test: Geometrical Isomerism - 1 - Question 4

A cyclic dichloride has a total five constitutional plus geometrical isomers. Which of the following satisfy this condition without altering the carbon skeleton?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 4

Only option b exists with 5 constitutional + geometrical isomers without altering carbon skeleton.

Test: Geometrical Isomerism - 1 - Question 5

Which of the following carbonyls has four different enol isomers?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 5


The given picture starts with an enol form of 3-hexanone.

Test: Geometrical Isomerism - 1 - Question 6

How many different stereoisomers exist for 1-chloro-2-(3-chlorocyclobutyl) ethene? 

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 6


So, there are 4 isomers of given compound.

Test: Geometrical Isomerism - 1 - Question 7

Which of the following has three different stereoisomers?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 7

The correct answer is Option B.
 
 
CH3−CH=CH−CH=CH−CH3
          2,4-hexadiene
 
Three different geometrical isomers of cis-cis, trans-trans and sic-trans are possible.
 

Test: Geometrical Isomerism - 1 - Question 8

 Which among the following does not exhibit geometric isomerism

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 8

Alkenes like 1-hexene when flipped from top to bottom they have identical structures and also they have C=CH2 unit which does not exist as cis- trans isomers.

Test: Geometrical Isomerism - 1 - Question 9

'Which carbonyls below, on protonation gives a pair of stereoisomers?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 9

The correct answer is option C

In chemistry, protonation (or hydronation) is the addition of a proton (or hydron, or hydrogen cation), (H+) to an atom, molecule, or ion, forming the conjugate acid. Some examples include. the protonation of water by sulfuric acid: 
H2SO4 + H2O ⇌ H3O+ + HSO
 

Test: Geometrical Isomerism - 1 - Question 10

A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 10

The correct answer is option c

The cis isomer is more likely to exhibit intramolecular hydrogen bonding between the two hydroxyl groups. This can make the molecule less soluble in water because hydrogen bonding with water molecules becomes less favorable when intramolecular hydrogen bonding is present.Considering the factors influencing solubility in water, the correct answer is option c. The cis stereoisomer has a higher dipole moment and is more likely to exhibit intramolecular hydrogen bonding, making it less soluble in water compared to the trans isomer.

Test: Geometrical Isomerism - 1 - Question 11

How many cyclic isomers exists (structural and geometrical only) for C3H3CI3

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 11


These 3 are the possible structures.
Hence, B is correct.
 

Test: Geometrical Isomerism - 1 - Question 12

which compound below can show geometrical isomerism ?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 12

(a) 
We have the same arrangement if the -CHand -H are interchanged. So, no GI.
(b) 
Also in this compound we will get same arrangement across double bond if the positions of both -CH3 are interchanged around  a single bond
(c) 
Same case here as in the above two.
(d) 
Here, if we interchange -CH3 and -H around a double bond, then we will get a different arrangement with respect to other double bond. So it shows GI.

*Multiple options can be correct
Test: Geometrical Isomerism - 1 - Question 13

Direction (Q. Nos. 14-18) This section contains 5 multiple choice questions. Each question has four
choices (a), (b), (c) and (d), out of which ONE or  MORE THANT ONE  is correct.

Q.

Which compound below can have a non-polar steroisomers ?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 13


However, there is no such arrangement in structure i, it won’t have any non polar structure.

*Multiple options can be correct
Test: Geometrical Isomerism - 1 - Question 14

Which of the following is/are expected to form significant intramolecular H-bond? 

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 14

According to the definition of intramolecular H bonding, a H atom attached with F, O and N is attracted by highly electronegative atoms (N, O, and F) within the molecule. So, by following the definition, only c and d are expected to form intramolecular H bonding.

*Multiple options can be correct
Test: Geometrical Isomerism - 1 - Question 15

Choose the correct statement(s) regarding geometrical isomerism?

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 15

Statement a) true, GI have the same constitutions. Only the position of groups is changed.
Statement b) False, Even without pi bond we have GI. eg
 
Statement c) True, Smaller cycloalkenes have only cis configuration at double bonds to maintain the planarity of bond
Statement d) True, cyclodecene exists with both cis and trans configuration at double bond.

*Multiple options can be correct
Test: Geometrical Isomerism - 1 - Question 16

Which of the following compounds will show geometrical isomerism?

[IIT JEE 1998]

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 16

The correct answer is Option A and C.

CH3 - CH = H - CH3 shows the property of geometrical isomerism.

 

CH3 - CH = CH2 does not show the property of geometrical isomerism. 

CH3 - CH = CH - C6H5 shows the property of geometrical isomerism.

(CH3)2 - C = CH - CH3 does not show the property of geometrical isomerism.

*Multiple options can be correct
Test: Geometrical Isomerism - 1 - Question 17

The correct statements(s) concerning the structures E,F and G is (are)

 [IIT JEE 2008]

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 17

The correct answers are option B,C,D
The correct statements concerning the  structures E, F and G are:
(B) E, F and  G are tautomers.
E is in keto form (C=O) and F and G are in enol form (C=C−OH)
(C) F and G are geometrical isomers.
F is Z isomer and E is E isomer.
(D) F and G are diastereomers. They are not mirror images of each other and non-superimposable.
 

Test: Geometrical Isomerism - 1 - Question 18

Direction (Q. Nos. 19-22) This sectionis based on statement I and Statement II. Select the correct answer from the code given below

Q.

Statement I Fluoroethanal has two stereomeric enols in which cis enol predominates at equilibrium.

Statement II Intramolecular H-bonding increases the stability of a stereomer. 

Test: Geometrical Isomerism - 1 - Question 19

Q.

Statement I : Butanone, upon protonation at oxygen atom result in a pair of stereoisomer.

Statement II : Presence of lone pair of electrons at oxygen is responsible for protonation.

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 19

The correct answer is option a

Statement I: Butanone, upon protonation at the oxygen atom, results in a pair of stereoisomers. This statement is correct. When butanone (C4H8O) is protonated at the oxygen atom of the carbonyl group, it forms two stereoisomers.

Statement II: Presence of a lone pair of electrons at oxygen is responsible for protonation.This statement is also correct. The lone pair of electrons on the oxygen atom of the carbonyl group is responsible for accepting a proton (H⁺) during the protonation process. Statement II is a correct explanation for Statement I. The presence of a lone pair of electrons on oxygen enables protonation, leading to the formation of stereoisomers.Therefore, the correct answer is option (a): Both Statement I and Statement II are correct, and Statement II is the correct explanation of Statement I.

 

Test: Geometrical Isomerism - 1 - Question 20

Q.

Statement I :  1,2-dichlorocyclopropane has two stereoisomers.
Statement II : Restricted rotation is responsible for cis and trans-isomers of 1,2-dichlorocyclopropane. 

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 20

In order to show stereoisomers, a compound should not contain plain of symmetry,centre of symmetry,or any
In cis- form of this compound plain of symmetry will be present making the molecule incapable to show sterioisomerism
So statement 2 is correct, while statement 1  is incorrect.

Test: Geometrical Isomerism - 1 - Question 21

Q.

Statement I : 1,2,3,4-tetrachloro-1,3-butadiene has two non-polar stereoisomers,

Statement II : Out of its four stereoisomers, two of them are polar. 

Detailed Solution for Test: Geometrical Isomerism - 1 - Question 21

The correct answer is option c

If Statement I is referring to geometric isomers (cis-trans isomers), then it is correct. If Statement II is claiming that two out of the four stereoisomers are polar, it might be inaccurate unless it is considering other aspects of the molecule (such as the presence of polar functional groups). Geometric isomers, on their own, are usually not distinctly polar or non-polar.

So, Statement I seems correct if it is referring to geometric isomers, but Statement II may be inaccurate or incomplete without further details on the criteria for considering a stereoisomer as polar.

 

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