Leaving Group Conversions - Sulfonyl Chlorides - Online Tutor, Practice Problems & Exam Prep

Determine the product of the reaction below.

Give the product of the reaction below.

What is the possible product of the sulfonylation reaction shown below?

Suggest a reaction to convert ethanol into the given product using a sulfonate ester.

• CH₃CH₂SCH₂CH₃

Draw the major product in the reaction given below.

Provide a reaction with suitable reagents to convert ethanol to the following compounds using tosylate intermediates.

a. Bromoethane
b. Ethanamine

Mesylate is used in the same function as tosylates. Is the mesyl group or the tosyl group expected to be a better leaving group? Justify your answer. 

Which atom in toluene sulfonyl chloride (TsCl) is electrophilic? Justify your answer.

Identify the product of the reaction shown below.

What is the possible product of the sulfonylation reaction shown below?

Draw the products that will form when the molecule below reacts with the reagents (i) 1. TsCl, Et₃N 2. NaSH, and (ii) 1. TsCl, Et₃N 2. NaOt-Bu. Write "no reaction" if no reaction occurs.

Draw the mechanism for the given reaction using tosylate.

(i) Explain why this method is not the most sustainable.

(ii) Determine the reagent we use instead of tosylate.

Draw the major products of the reactions below.

Propose a synthesis of the given compound from a reaction between 1-butanol and a sulfate ester.

Propose a synthesis to convert 3-methylbutan-1-ol to the following compounds using tosylate intermediates.

i) 3-methyl-1-propoxybutane

ii) 4-methylpentanenitrile

Draw the stereoisomers formed from the reactions below.

(1) (S)-pentan-2-ol + TsCl in pyridine

(2) (R)-2-pentyl tosylate + NaBr

Predict the final product of the reaction

Complete the following multistep synthesis in two steps. (Note: use a tosyl ester formation as one of the steps.)

Provide the final products of each of the reactions given below. 

a. Cyclopentylmethanol + TsCl/pyridine 

b. product of (a) +LiAlH4

Starting with alcohol and using an appropriate tosylate intermediate, synthesize the following molecule.

Draw the major product(s) formed from the reactions shown below:

Provide the following multistep synthesis in 3 steps. (Note: Use tosylate formation as one of the steps.)

Use a tosylate intermediate to synthesize the molecule below. Use an appropriate alcohol as the starting molecule.

What is the product of the reaction given?

Determine the product of the reaction given.

Using tosylate formation in one step, complete the given multistep synthesis. (The number of steps is also shown.)

Determine the products when given alcohol is reacted with (a) SOCl₂, Et₃N, and (b) 1. TsCl, Et₃N 2. NaCN. If there are no reactions, write "No Reaction."

Provide the necessary reagents for the following reaction.

How could you prepare (R)-2-deuterio-2-butanol from (S)-2-deuterio-2-butanol?