Organic Synthesis: Master the Art of Creating Complex Molecules

Question 1

Which of the following reactions falls under the category of nucleophilic substitution?

Accepted Answer

SN2

Answer

E2

Answer

Diels-Alder

Answer

Aldol condensation

Question 2

What type of reaction is commonly used to convert an alcohol to an alkyl halide? Select the option that accurately describes the type of reaction mechanism involved in this conversion.

Accepted Answer

Nucleophilic substitution

Answer

Electrophilic addition

Answer

Free radical substitution

Answer

Elimination

Question 3

Which of the following reagents can be used to convert an alkene to an epoxide? Select the option that represents the appropriate reagent for this transformation.

Accepted Answer

OsO4/NMO

Answer

H2O2/NaOH

Answer

KMnO4/H+

Answer

Br2/H2O

Question 4

What is the mechanism of the Diels-Alder reaction? Select the option that accurately describes the mechanistic pathway of this cycloaddition reaction.

Accepted Answer

Concerted cycloaddition

Answer

Stepwise cycloaddition

Answer

Free radical addition

Answer

Electrophilic addition

Question 5

What is the hybridization of the carbon atom in the carbonyl group of an aldehyde? Select the option that accurately describes the hybridization of the carbon atom in this functional group.

Accepted Answer

sp2

Answer

sp

Answer

sp3

Answer

sp3d

Question 6

Which of the following functional group interconversions involves the reduction of a carbonyl group?

Accepted Answer

Reduction

Answer

Oxidation

Answer

Elimination

Answer

Substitution

Question 7

What is the product of the following reaction: CH3CH2CH2Br + NaOH →?

Accepted Answer

CH3CH2CH2OH

Answer

CH3CH=CH2

Answer

CH3CH2COOH

Answer

CH3CH2COOCH3

Question 8

Which of the following reagents is used as the diene in the Diels-Alder reaction?

Accepted Answer

1,3-Butadiene

Answer

Sodium borohydride

Answer

Potassium permanganate

Answer

Acetyl chloride

Question 9

What is the major product of the following reaction: CH3CH=CHCH3 + H2O →?

Accepted Answer

CH3CH2CH(OH)CH3

Answer

CH3CH(OH)CH=CH2

Answer

CH3CH2CH2CHO

Answer

CH3CH(OH)CH2CH3

Question 10

What is the primary function of a catalyst in an organic synthesis reaction?

Accepted Answer

Lower the activation energy of the reaction

Answer

Increase the yield of the reaction

Answer

Change the regio- or stereochemistry of the reaction

Answer

Prevent unwanted side reactions

Question 11

Which of the following is a multi-step synthesis that involves a cycloaddition reaction?

Accepted Answer

Diels-Alder reaction

Answer

Friedel-Crafts reaction

Answer

Grignard reaction

Answer

Wittig reaction

Question 12

Which reagent is used to selectively convert a primary alcohol to an alkene via an E2 elimination reaction?

Accepted Answer

Potassium tert-butoxide

Answer

Sodium hydroxide

Answer

Hydrochloric acid

Answer

Sodium acetate

Question 13

Which of the following is the initial step in retrosynthetic analysis?

Accepted Answer

Identifying the target molecule

Answer

Synthesizing the starting materials

Answer

Proposing a reaction mechanism

Answer

Optimizing the reaction conditions

Question 14

When selecting a functional group interconversion reaction, what is the primary consideration?

Accepted Answer

The functional groups present in the starting material and the desired product

Answer

The ease of performing the reaction

Answer

The yield of the reaction

Answer

The cost and availability of the reagents

Question 15

What is the primary purpose of employing a protecting group in organic synthesis?

Accepted Answer

Preventing undesirable reactions

Answer

Purifying the product

Answer

Changing the solubility of the product

Answer

Increasing the yield of the reaction

Question 16

Which of the following is an example of a Lewis acid?

Accepted Answer

BF3

Answer

NH3

Answer

NaOH

Answer

H2O

Question 17

What is the hybridization state of the carbon atom in methane?

Accepted Answer

sp3

Answer

sp2

Answer

sp

Answer

sp3d

Question 18

Which of the following is a characteristic of a conjugated system?

Accepted Answer

Alternating single and double bonds

Answer

The presence of only single bonds

Answer

The presence of only double bonds

Answer

A branched carbon chain

Question 19

Which reagent can be used to convert an alcohol to an alkene?

Accepted Answer

H2SO4 (conc.)

Answer

KMnO4

Answer

NaBH4

Answer

NaOH

Question 20

What is the mechanism of the following reaction: CH3CH2CH2Br + KOH → CH3CH=CH2 + KBr + H2O?

Accepted Answer

E2 elimination

Answer

SN2 substitution

Answer

Addition

Answer

SN1 substitution

Question 21

Which of the following compounds can undergo an aldol condensation reaction?

Accepted Answer

CH3CH2CHO

Answer

CH3COOH

Answer

CH3CH2OH

Answer

CH3CH2CH3

Question 22

What is the product of the following multi-step synthesis: CH3CH2Br → CH3CH2CN → CH3CH2COOH?

Accepted Answer

Propionic acid

Answer

Ethyl cyanide

Answer

Acetaldehyde

Answer

Ethanol

Question 23

What is the role of a catalyst in organic synthesis?

Accepted Answer

To speed up the reaction without being consumed

Answer

To change the equilibrium of the reaction

Answer

To provide a new pathway for the reaction

Question 24

What safety precautions should be taken when handling organic solvents?

Accepted Answer

Use in a well-ventilated area, wear gloves, and avoid skin contact

Answer

Store in an open container

Answer

Handle with bare hands