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Test: Stereochemistry Level - 1


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20 Questions MCQ Test Organic Chemistry | Test: Stereochemistry Level - 1

Test: Stereochemistry Level - 1 for Chemistry 2023 is part of Organic Chemistry preparation. The Test: Stereochemistry Level - 1 questions and answers have been prepared according to the Chemistry exam syllabus.The Test: Stereochemistry Level - 1 MCQs are made for Chemistry 2023 Exam. Find important definitions, questions, notes, meanings, examples, exercises, MCQs and online tests for Test: Stereochemistry Level - 1 below.
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Test: Stereochemistry Level - 1 - Question 1

Which one of the following statement is true?

Detailed Solution for Test: Stereochemistry Level - 1 - Question 1

Diastereomers have different physical properties. They can be separated by ordinary separation techniques such as fractional crystallization.

Test: Stereochemistry Level - 1 - Question 2

On Pluto, where everything is frozen, astronauts discovered two forms of 1, 2-dibromoethane; gauche and anti. Assuming that there are no rotations around single bonds, which statement about the two forms is correct:

Detailed Solution for Test: Stereochemistry Level - 1 - Question 2

Gauche and anti-conformers are stereoisomers not related by mirror-image relationship, hence diastereomers.

Test: Stereochemistry Level - 1 - Question 3

Which type of conformation is shown by I and II?

Test: Stereochemistry Level - 1 - Question 4

The most stable conformation of ethylene glycol is ______.

Detailed Solution for Test: Stereochemistry Level - 1 - Question 4
  • Fully eclipsed conformation: the rotation of the gauge conformation to 60 degrees results in the gauge conformation and it is the least stable conformation of all.
  • Hence, the most stable conformation of ethylene glycol is gauche conformation.
Test: Stereochemistry Level - 1 - Question 5

In the boat conformation of cyclohexane, the most destabilizing interaction is:

Detailed Solution for Test: Stereochemistry Level - 1 - Question 5
  • Eclipsed atoms are not valid in boat configurations.

  • Flagpole interaction generally raises the strain and then energy in cyclohexane (boat conformational structure).
  • You can imagine this as two hydrogen atoms at pole position (1, 4) and the interaction between them.
  • The boat conformations have higher energy than the chair conformations. The interaction between the two flagpole hydrogen atoms, in particular, generates steric strain.
  • Torsional strain also exists between the C2–C3 and C5–C6 bonds, which are eclipsed. Because of this strain, the boat configuration is unstable (i.e. is not a local energy minimum).

Hence D is correct.

Test: Stereochemistry Level - 1 - Question 6

The reaction in which stereochemically different molecules react differently is called:

Detailed Solution for Test: Stereochemistry Level - 1 - Question 6
  • The reaction in which stereochemically different molecules react differently is called stereospecific reaction.
  • Stereospecificity is the property of a reaction mechanism that lead to different stereoisomeric reaction products from different stereoisomeric reactants, or which operates on only one of the stereoisomers.
Test: Stereochemistry Level - 1 - Question 7

The configurations at the two stereocentres in the compound given below are:

Test: Stereochemistry Level - 1 - Question 8

The configuration at the two stereocentres in the compound given below are:

Test: Stereochemistry Level - 1 - Question 9

The two compounds given below are:

Test: Stereochemistry Level - 1 - Question 10

In the following Markonikov addition reaction, the products A and B are:

Test: Stereochemistry Level - 1 - Question 11

Epoxidation of (R)-cyclohexene-2-ol with peracetic acid yields a 95:5 mixture of compounds A and B compounds A and B are:

Test: Stereochemistry Level - 1 - Question 12

Among the following the most stable isomer for 3-methoxycylohexanol is:

Detailed Solution for Test: Stereochemistry Level - 1 - Question 12
  • There is a possibility of Hydrogen Bonding between "Hydrogen(H)" of OH group and "Oxygen(O)" of OMe group. 
  • So if they are oriented in such a way that these two groups are close to each other , the strength of hydrogen bond would increase making it more stronger.
  • Hence, Option A, because of Hydrogen Bonding becomes the most stable isomer. 
Test: Stereochemistry Level - 1 - Question 13

What is the relation between shown compounds?

Test: Stereochemistry Level - 1 - Question 14

Which of the following term best describes the pair of compounds shown?

Test: Stereochemistry Level - 1 - Question 15

The first person to separate a racemic mixture into individual enantiomers is:

Detailed Solution for Test: Stereochemistry Level - 1 - Question 15

Louis Pasteur was the first documented person to separate stereoisomers.

Test: Stereochemistry Level - 1 - Question 16

Among the following dibromocyclohexanes, the one that reacts fastest with sodium iodide to give cyclohexene is:

Detailed Solution for Test: Stereochemistry Level - 1 - Question 16
  • The above reaction is an example of E2 elimination.
  • For E2 elimination both the leaving group must be anti w.r.t each other in the adjacent carbon atoms.
  • In option C, we get this requirement of anti geometry of the Br atoms, so it undergoes reaction. 
     
Test: Stereochemistry Level - 1 - Question 17

What is the stereochemical relationship between the following two molecules?

organic-chemistry-questions-answers-stereochemistry-q6

Detailed Solution for Test: Stereochemistry Level - 1 - Question 17

Both molecules have the same molecular formula (C9H16BrCl) and the same connectivity. Each molecule also has three stereocenters, marked above with an asterisk, and does not contain a plane of symmetry. Therefore, both molecules are chiral. Using one of the methods outlined in this tutorial, it can be determined that these molecules are superimposable. Therefore, the molecules are identical.

Test: Stereochemistry Level - 1 - Question 18

Which structure is different from the following?

Detailed Solution for Test: Stereochemistry Level - 1 - Question 18

The two substituents in the cis 1,4-disubstituted chair cyclohexane shown are necessarily axial and equatorial, as in (a), (b) and (d). In (c), however, the 1,4-substituents are both equatorial so this is the trans isomer, i.e. a different compound.

Test: Stereochemistry Level - 1 - Question 19

The correct order of stability for the following conformations of cyclohexane is:



Test: Stereochemistry Level - 1 - Question 20

Which of the following statements can be deduced about the stereochemistry of this compound?

organic-chemistry-questions-answers-stereochemistry-q10

Detailed Solution for Test: Stereochemistry Level - 1 - Question 20

In identifying stereogenic centers, any quaternary or tertiary carbons would be a good place to look. There are no quaternary carbons, and all the tertiary carbons are part of a benzene ring structure.

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