Answered: 1. Arrange the following compounds in…

1. Arrange the following compounds in decreasing order of reactivity towards NaI in acetone: I. Methyl bromide II. Isopropyl bromide III. Ethyl bromide IV. t-butyl bromide

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.52P

See similar textbooks

Related questions

Q: 1. Which are the starting materials used to synthesize the given compound through reductive…

Q: Write the equation for the reaction of the following with acetaldehyde: a. 2,4-DNP b. Schiff's…

A: Since you have posted a question with multiple sub-parts, we will solve first three subparts for…

Q: What is the correct way to arrange the numbered protons in increasing order of acidity and why

A: Answer is 2> 5> 1>3>4

Q: b)Congo Red indicator is synthesized via coupling reaction of diazonium salt which is obtained by…

A: The structures of the required reactants are

Q: You have to prepare the diazonium salt with p-nitroaniline and aniline. What you would expect to be…

A: The diazotization of aniline and the derivatives of aniline begins with the addition of NO+ group on…

Q: The 1H NMR spectra for two esters with molecular formula C8H8O2 are shown next. Which of the esters…

Q: Use the four compounds shown below to answer the following questions: a. Why are the…

Q: 30) Show an increase in the order of the acidity for the following aromatic acids: (i) p-ethyl…

A: Acidity of benzoic acid depends on the group that attached to the benzene ring and the position of…

Q: If it is known that the basic dissociation constants Kb for methylamine, CH3-NH2 and hydroxylamine,…

A: Base dissociation constant is the equilibrium constant for the ionization of the base. For a base, B…

Q: Propose a retrosynthetic analysis for the following molecule, avoiding problems of…

A: In this question, we will propose a retrosynthetic analysis for the give molecule in the question.…

Q: Show how the synthetic scheme developed in synthesize this triiodobenzoic acid X-ray contrast agent.…

Q: Arrange the members of each group in order of decreasing basicity: (a) Ammonia, aniline, methylamine…

A: Note: Since we only answer up to 3 sub-parts, we’ll answer the first 3. Please resubmit the question…

Q: 2. Compare the pka of pyrrole and imidazole. Which heterocycle is more basic? Applying the Hückel…

A: A. Greater is the pKa lower will be the Ka and hence, lower will be the acidity. Hence, higher will…

Q: Consider the following reaction schemes involving the reaction of an imine with an organolithium…

A: Lithium halogen exchange reaction :

Q: Asteltoxin, isolated from cultures of Aspergillus stellatus, exhibits a potent inhibitor on E. coli…

A: Given:- Asteltoxin, isolated from cultures of Aspergillus stellatus, exhibits a potent inhibitor on…

Q: Make a retrosynthetic analysis on the synthesis of m-nitroacetanilide. Use the result to identify…

A: Retrosynthetic analysis is an analysis technique try to solve the problem for the synthesis of…

Q: Running the reaction: 1.25 of the p-bromoacetanilide and 10 mL of water were placed in a 100 mL…

Q: 14 1. Suggest a reason why this might be considered a good point for a first disconnection. II.…

A: DCC is used to convert carboxylic acid to amide in the presence of the base. General reaction is…

Q: IV. Arrange the following in ascending order of reactivity for the preparation of the corresponding…

A: The given salicylaldehyde are to be arrange in ascending order of reactivity for the preparation of…

Q: a) Devise a synthesis of the target molecule 8. Simple starting materials with seven or less carbon…

Q: 25. Quartenary ammonium salts with hydrocarbon chains are used as detergent BECAUSE the presence of…

A: 25. The structure of quaternary ammonium salt is as shown below: A detergent contains both…

Q: Rank the following compounds in order of increasing basicity: I. p-nitroaniline II.…

Q: REACTION MECHANISMS (Reactions of aryl Provide the mechanisms (use MarvinSketch, or (Reactions of…

A: Reaction 1 : formation of nitrosonium ion

Q: Deduce a synthetic strategy for the synthesis of m-nitroacetanilide using retrosynthetic analysis.…

A: The meta nitro Acetanilide can be formed with starting material benzene then double nitration And…

Q: Explain why a much better yield of primary amine is obtained from the reaction of an alkyl halide…

A: Alkyl halide reacts with sodium azide to form alkyl azide. Here the formed alkyl azide is not…

Q: 2. (a) This problem deals with the acidity of amines, not their basicity (or the acidity of their…

A: "Since you have posted a question with multiple sub-parts, we will solve the first three subparts…

Q: Name this type of electrophilic aromatic substituion reaction ?

A: solution;- this reaction is a nitration of the benzene .

Q: Rank the following compounds in order of increasing basicity: I. p-nitroaniline…

A: The basicity of a compound is the tendency of the atom to donate its lone pair. More the electron…

Q: Comment on the separation of naphthalene from mixture contain 3 components 1.Benzoic acid…

Q: 2. а) Draw plausible resonance structures of the enolate ion of the two following compounds, if…

A: resonance structure of two enolate ions.

Q: Rank the following compounds in order of increasing basicity: 1.p-nitroaniline I p-aminobenzaldehyde…

Q: How to prepare isoamyl 4-methoxycinnamate (bp 170°C) using basic glassware. state (i) the reactants,…

A: Using fundamental steps of synthesis of organic molecules via steps , reagent , purification etc.

Q: Rationalize the order of reactivity 5 acid amide 1 acid halide 3 ester 4 carboxylic acid 2…

Q: Op H,SO, NHCCH, + HNO, 0,N- -NHCH, + H,O CH,CO,H nitric acid (16 N) acetanilide p-nitroacetanilide…

A: The reaction taking place is given as,

Q: why the –NHCOCH3 group in acetanilide is only moderately activating while the -NH2 group in aniline…

A: As per regulation only one question can be answered. Besides question 2 is incomplete.

Q: Determine the starting material needed to prepare pseudoepherine using reductive amination

A: In this question, we will Identify starting material. You can see details explanation and Solution…

Q: 1. Arrange the following in the order of decreasing reactivity towards a nucleophile. (Number them…

Q: Investigate what an acid-base extraction consists of and what functional groups in substances can…

A: In Acid-Base Extraction, we can extract the acidic functional groups (like Carboxylic acid) and…

Q: Use the four compounds shown below to answer the following questions: a. Why are the…

Question

1. Arrange the following compounds in decreasing order of reactivity towards NaI in acetone:

I. Methyl bromide

II. Isopropyl bromide

III. Ethyl bromide

IV. t-butyl bromide

2. Rank the following compounds in order of increasing basicity:

I. p-nitroaniline III. N-methylaniline

II. p-aminobenzaldehyde IV. p-methylaniline

3. Order the following acids with respect to increasing acidity:

I. Fluoroacetic acid III. Chloroacetic acid

II. 3-chloropropanoic acid IV. Propanoic acid

4. Arrange the ff. in their decreasing order (easiest first) of relative ease in the acid-catalyzed esterification of ethyl alcohol:

I. (CH₃)₂CHCOOH II. CH₃CH₂COOH III. (CH₃)₃COOH

Expert Solution

This question has been solved!

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

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Step by step

Solved in 2 steps with 2 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

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

1. Why does H2 not give an IR spectrum? 2. Explain why primary amines and unsubstituted amides have two NH stretching absorptions. 3. Why do anhydrides show two carbonyl peaks? 4. HCl is known to give addition reactions to carbon-carbon double bonds. Why is this behavior not observed in this reaction? 5. Predict the structure of the product expected from addition of molecular bromine to maleic acid.
Asteltoxin, isolated from cultures of Aspergillus stellatus, exhibits a potent inhibitor on E. coli BF1 ATPase activity. During S. L. Schreiber's synthesis of asteltoxin, substance 1 was treated with a strong base to form anion 2. necessary representations. b) Determine whether each of the following bases would be suitable for deprotonation of substance 1 and explain your decision in each case: (i) NaOH, (ii) NaNH2, or (iii) CH3CO2Na.
According to the Evan's pKa table, phenol has a pKa of 9.95. p-Nitro and m-nitrophenol have pKas of 7.14 and 8.35 respectively. Using resonance structures, explain the observed trends in the acidity of these molecules.
After the reduction of camphor with NaBH4 experiment, you took a 1H-NMR of your product sample. The sample ave the following 1H-NMR singlas with the given integrations (2.314 and 9.497). Determine the product ratio of isoboreneol to borneol in this particular mixture.
1.Explain why pyridine ( Kb=2.3x10-9) is a much stronger base than pyrrole (Kb=2.5x10-14), 2.Explain and illustrate, why it is difficult to perfom Friedel-Craft reactions on unactivated pyridine.
What is the most likely organic product of the exhaustive hydrolysis of PhCN? A. benzoic acid B. benzamide C. benzylamine D. benzene
In an Electrophilic Aromatic Reaction explain: 1. why the –NHCOCH3 group in acetanilide is only moderately activating while the -NH2 group in aniline is strongly activating? 2.Also explain why in a Electrophilic Aromatic Reaction why potassium bromate is used in this reaction instead of Br2 directly?
Indicate the order of basicity of: aniline, 2-propylamine and 1-(2-aminophenyl)ethanone. Explain.
Benzoic Acid V end point = 22 ml of NaOH V 1/2 = 11 ml of NaOH pKa = 5 Substituted Acid - P- bromobenzoic Acid V end point = 17 ml of NaOH V 1/2 = 8.5 ml of NaOH pKa = 4.9 Briefly explain the electronic effect of the subsistent present in your acid compared to benzoic acid
Rationalize the order of reactivity 5 acid amide 1 acid halide 3 ester 4 carboxylic acid 2 acid anhydride
Which or which of the statements given below is correct. I) Maleic anhydride is a carboxylic acid derivative and its reaction with water is a reduction reaction. II) Fumaric acid and maleic acid are stereoisomers of each other III) Since fumaric acid has a more stable structure than maleic acid, its boiling point is higher. A. Solo I B. I and III C. II and III D. I, II, III E. Solo III
Primary amines can also be prepared by the reaction of an alkyl halide with azide ion, followed by catalytic hydrogenation. What advantage do this method and the Gabriel synthesis have over the synthesis of a primaryamine using an alkyl halide and ammonia?