Asked Dec 24, 2019

Draw the products formed when (S)-butan-2-ol is treated with TsCl and pyridine, followed by NaOH. Label the stereogenic center in each compound as R or S. What is the stereochemical relationship between the starting alcohol and the nal product?


Expert Answer

Step 1

Alcohols are converted into alkyl tosylates by treatment with para-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts - OH (a poor leaving group) into - OTS (a good leaving group). The stereochemistry of the reaction is retention of conf...

Want to see the full answer?

See Solution

Check out a sample Q&A here.

Want to see this answer and more?

Solutions are written by subject experts who are available 24/7. Questions are typically answered within 1 hour.*

See Solution
*Response times may vary by subject and question.
Tagged in



Organic reactions

Related Chemistry Q&A

Find answers to questions asked by student like you
Show more Q&A

Q: Which class of drugs is used in sleeping pills?

A: Benzodiazepines such as Xanax, Valium, Ativan, and Librium are anti- anxiety medications, that are a...


Q: What is the oxidation state for [(SALEN)VCl2?

A: The ligand “SALEN”, N, N’-bis (salicylidene) ethylenediamine, denoted by “SalenH2”, is a divalent li...


Q: How many milliliters of 6.00 M NaOH solution are needed to provide 0.325 mol of NaOH?

A: Given:Molarity = 6.00 MNumber of moles = 0.325 mol


Q: Carboxylic acids contain carbonyl group but do not show the nucleophilic addition reaction like alde...

A: Click to see the answer


Q: Write a series of reaction leading to parabromoethylbenzene, beginning with benzene and using other ...

A: Structure of Para-bromoethylbenzene is shown below,


Q: Why should the monomers used in addition polymerisation through free radical pathway be very pure?

A: Click to see the answer


Q: Under which situations can an amorphous substance change to crystalline form?

A: Crystalline solid is a three dimensional arrangement of a solid in which particle of solid are arran...


Q: Name each of the following oxides. Assuming that the compounds are ionic, what charge is associated ...

A: Naming of ionic compound:Most cations and anions can combine to form neutral, solid compounds that a...


Q: Rank the following atoms in order of increasing electronegativity. Label the most electronegative an...

A: Electronegativity: it is the tendency of atoms to attract a lone pair of electrons towards itself.El...