The reaction of an alkyl chloride with potassium iodide is generally carried out in acetone to maximize the amount of alkyl iodide that is formed. Why does the solvent increase the yield of alkyl iodide? (Hint: Potassium iodide is soluble in acetone, but potassium chloride is not.)

The reaction of an alkyl chloride with potassium iodide is generally carried out in acetone to maximize the amount of alkyl iodide that is formed. Why does the solvent increase the yield of alkyl iodide? (Hint: Potassium iodide is soluble in acetone, but potassium chloride is not.)

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter13: Substitution

Section: Chapter Questions

Problem 26E

See similar textbooks

Related questions

Q: Hello, can you describe the product formed as a result of the reaction between benzoic acid and…

A: The reaction between a carboxylic acid and an alcohol results in the formation of an ester and the…

Q: Enamines can serve as enolate surrogates in reactions at the a-carbon. In the following reaction…

A: An enamine is an unsaturated compound derived by the condensation of an aldehyde or ketone

Q: When cyclopentene is treated with Br2 in the presence of CH2Cl2 solvent, the major substrate product…

Q: The hemiacetal product of the following reaction is он

Q: `NH HNO3 `NH H2SO4 NO2 Acetanilide para-Nitroacetanilide

A: We have to draw the curly arrow mechanism for this reaction showing step by step and also draw two…

Q: The conversion of acid anhydrides to ester via alkoxides is a favorable reaction

A: A question based on introduction to organic chemistry that is to be accomplished.

Q: Aldol condensation- Synthesis of Dibenzalacetone reaction What is this reaction classified as

Q: Here in Chapter 19, we learned that converting a ketone or aldehyde to an acetal is a good way to…

A: Protecting groups are the groups which selectively mask a particular functional group so that it…

Q: Explain why acetals do not react with nucleophiles.

A: Nucleophiles are electron-rich species. They have tendency to donate electron density. If any other…

Q: Identify the electrophile and the nucleophile in each of the following reaction steps. Then draw…

A: INTRODUCTION: Positively charged species is called as electrophile.It has an incomplete octet due to…

Q: Explain why acetyl chloride reacts faster with water than acetic anhydride does?

A: For the given two compounds, i.e. The relative reactivity of these compounds with water has to be…

Q: How does the reactivity of an aldehyde or a ketone toward nucleophiles compare with thereactivity of…

A: Aldehydes are generally more reactive than ketones in nucleophilic addition reactions due to steric…

Q: The complete reaction of an alkyl halide towards sodium iodide in acetone results to a green flame…

A: Please repost other question, as per company policy we can solve one question at a time.

Q: CO₂E1 CH3CHCO₂E1 1. Na+ "QEt 2. PhBr 3. H30¹, heat prevented. CH3 I CHCO₂H The intended reaction is…

Q: Which compound can act as a nucleophile

A: To find: Which compound can act as a nucleophile

Q: Rank the following in terms of reactivity towards a nucleophile (1 = least reactive and 4 = most…

A: Electrophiles are reagents that are electron deficient. These attack reagents that are rich in…

Q: If the same amount of solid sodium (Na) is used in each reaction, which shape will increase the…

A: Chemical kinetics can be defined as the branch of chemistry that deals with rate of chemical…

Q: но of For the following products draw in the correct two reagents using molecules from the above…

A: Reaction 1 is the esterification reaction where carboxylic acid reacts with an alcohol to form an…

Q: write down the mechanism, step by step, for a nucleophilic addition of your choosing. You could do…

Q: What is the appropriate electrophile nucleophile and solvent to achieve this final product

Q: Explain why a nucleophilic reagent such as ethoxide adds to an alkyne more easily than it adds to an…

A: The unsaturated hydrocarbons are of two types namely alkenes and alkynes. The alkenes consist of at…

Q: The reaction that occurs when the benzaldehyde you have is reacted in a basic environment is called…

A: aromatic aldehydes participate in cannizaaro and benzoin condensation Benzaldehyde doesn't have…

Q: This reaction is an example of conjugate addition of a nucleophile to an a,ß-unsaturated carbonyl.…

A: The two resonance structures of the enolate anion intermediate for this reaction can be drawn as…

Q: List A-D in order of increasing ability of a nucleophile to displace a leaving group in a…

A: a) & b) Aqueous acetone is a protic solvent (the water H-bonds tightly to F-) so iodide will…

Q: Explain why the following alkyl halide does not undergo a substitution reaction, regardless of the…

A: The Following alkyl halide does not undergo a substitution reaction, regardless of the base because-…

Q: The reaction rate of which of the following alkylhalides can be enhanced by increasing the…

A: Alkyl halides react with the hydroxide ions to form alcohol. The reaction proceeds by the…

Q: Explain why alkylation of an α-carbon works best if the alkyl halide used in the reaction is a…

A: The alkylation reaction of an α-carbon depends on the R-X (alkyl halide) used in the reaction. The…

Q: The attached reaction does not afford the major product that is given.Explain why this is so, and…

A: The alkyl halide is a tertiary alkyl halide, and the reagent is a strong base. The reaction is an…

Q: Explain why quinuclidine is a much more reactive nucleophile than triethylamine, even though both…

Q: Explain why quinuclidine is a much more reactive nucleophile thantriethylamine, even though both…

A: The chemical species that donates a pair of electron to form a chemical bond is called a…

Q: describe the product formed as a result of the reaction between benzylamine and ethylacrylate by…

A: Since there is a lone pair on N of amine. Hence it attacks the C with partial +ve charge in ethyl…

Q: How do you explain why in base-catalyzed halogenation of acetone, the second (and third)…

A: Explanation: Base-catalyzed halogenation of acetone occurs through enolate formation. After the 1st…

Q: Acetal product formation is difficult since hemiacetals are stable while acetals are not. True False

A: The question is based on the concept of organic reactions. we have to determine the stability of…

Q: Draw the major product formed in the reaction of an epoxide with acidic methanol.

Q: Why aldehydes and ketones do not undergo nucleophilic substitution reaction?

A: The reaction in which an electron donor pair called the nucleophile is replaced by an electron…

Q: What is the product of this reaction Sequence?

Q: The complete reaction of an alkyl halide towards sodium iodide in acetone results to O formation of…

A: Consider any general alkyl halide, R-X The reaction of R-X with NaI in acetone is known as…

Q: How can we explain why, in base-catalyzed halogenation of acetone, the second (and third)…

A: Halogens are 7th group elements and their introduction into organic compounds via substitution gives…

Q: reagents

A: In Negishi cross coupling Reaction, Aryl halide or vinyl halide react with Organozinc to form…

Q: The borohydride reduction of a ketone involves a nucleophilic attack on the electrophilic ketone…

A: In the reduction of ketones by borohydride nucleophilic hydride ion (from borohydride) attacks the…

Q: Enolates are formed by deprotonation of an α-carbon hydrogen. Answer the following questions about…

A: in this given molecule alpha carbon is adjacent carbon of carbonyl group, that is at the ring…

Q: Explain why the following alkyl halide does not undergo a substitution reaction, regardless of the…

A: The given problem deals with nucleophilic substitution reaction of second order i.e. SN2 reaction.…

Q: Rank the nucleophiles in following group in order of increasing nucleophilicity. −OH, Br−, F− (polar…

A: The given groups are -OH, Br-, F- To find: The increasing order of nucleophilicity

Q: If both size of the ketone and electronics of the aldehyde affect the overall reaction rate, which…

A: In aldol condensation a carbonyl compound forms α,β unsaturated carbonyl compound. In this the…

Q: This reaction is an example of conjugate addition of a nucleophile to an a,ß-unsaturated carbonyl.…

A: The alpha hydrogen to the carbonyl group is acidic in nature and this hydrogen is removed in…

Q: What is the net charge of the product made after an organometallic reagent reacts with an epoxide,…

A: After addition of water/acid, the net charge of the product will be zero. Correct answer is 0. For…

Q: Explain why in the base-catalyzed halogenation of acetone, the second (and third) halogenation…

A: Base catalysed means the reaction in which bases are used as catalyst and reactions are proceed to…

Q: Determine whether attached nucleophilic acyl substitution is likely to occur.

A: Nucleophilic substitution reaction involves the substitution of a leaving group by a nucleophile.…

Question

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Protection of Groups in Organic Synthesis

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

A common method where one alkyl halide is converted to another alkyl halide is known as Finkelstein reaction. In one example of this reaction the reaction of an alkyl chloride with potassium iodide is generally carry out in acetone to maximize the amount of alkyl iodine that this formed. Why does the solvent increase the amount of alkyl iodide. Hint: potassium idioide is soluble in acetone but potassium chloride is not.
The following transformation can be accomplished by reactions we have studied in this chapter and Chapter 20. Name the type of reaction used in each step.
Explain why quinuclidine is a much more reactive nucleophile than triethylamine, even though both compounds have N atoms surrounded by three R groups.
Hello, can you describe the product formed as a result of the reaction between benzoic acid and ethyl alcohol in an acidic environment by writing the mechanism of the reaction.
Indicate who acts as nucleophile and electrophile in the reaction and draw the hemiacetal product.
Complete these nucleophilic substitution reactions. In each reaction, show all electron pairs on both the nucleophile and the leaving group.
What would be a viable mechanism for the following reaction?
Circle the halogenated compounds that can be used successfully to prepare a Grignard reagent for alcohol synthesis by subsequent reaction with an aldehyde or ketone. For those not circled, explain in complete sentences why they cannot be used to make a Grignard reagent. please explain steps
In base-catalyzed halogenation of acetone, the second (and third) on the same carbon How do you find the reason why the halogenation does not occur on the carbon in the other methyl group when it occurs? explain?
Explain why the following alkyl halide does not undergo a substitution reaction, regardless of the base that is used.
Explain why a nucleophilic reagent such as ethoxide adds to an alkyne more easily than it adds to an alkene
please, complete the following reaction