Organic Chemistry
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The reaction shown below is an example of thiol synthesis.
The reaction consists of thiourea reacting with an alkyl chloride, followed by hydroxide-ion-promoted hydrolysis. What is the reaction's mechanism?
What thiol is produced using thiourea and 1-chloropentane?
Starting with alkyl halide and thiol, show the preparation of the given thioester.
The foul smell excreted by skunks is due to a number of thiols. Show how you would synthesize the following thiol using vinylcyclohexane?
Show how to synthesize isopropyl propyl sulfide using propan-1-ol and propan-2-ol.
When hunting dogs stand nose-to-nose with a skunk while barking furiously, they are often not aware of the skunk spray directed toward them. One method to reduce the amount of the odor is to use a bath that contains some mild dish detergents, dilute hydrogen peroxide, and sodium bicarbonate to wash the dog. If skunk oil contains two thiol derivatives shown below, explain how using this mixture can help to remove the skunk spray.
Thiols have a tendency to undergo dimerization by forming a disulfide bond, a reaction that hair stylists utilize to create permanent curls in hair. What reagent could be used to perform this transformation?
Starting with hydrogen sulfide and two different haloalkanes as the initial molecules, provide a synthesis of the molecule shown below.
Similar to 2-mercaptopropan-1-ol, 2,5-dimercaptohexane-3,4-diol reacts with disulfide bridges. However, the equilibrium lies predominantly to the right in the reaction of 2,5-dimercaptohexane-3,4-diol. Explain.
Starting with an alkyl halide and a thiol, determine the synthesis of the given molecule.
Propose a synthesis of the structure below using an alkyl halide and a thiol.
Starting with pure (S)-hexan-3-ol and any necessary reagents, show how the following can be synthesized:
(i) pure (S) enantiomer of 3-hexyl methyl sulfide
(ii) pure (R) enantiomer of 3-hexyl methyl sulfide
Propose a method to convert trans-6-methyloct-4-ene-1-thiol from an alkenyl halide.
Draw the product(s) of the reaction given below.