Use the information below to identify and explain the relationship between the basicity of the two nucleophiles and their nucleophilicities Nuc: + CH3INuc-CH, +ICH3OH25 °CNucleophile namepKa of conjugate acidk (second order rate constantfor the reaction shown below)M1. s1CH3O (methoxide)Pho (phenoxide)2.5 X 10-47.9 X 10-515.19.95

Answered: Image /qna-images/answer/f9076f4e-fd74-495e-aa84-0c549914c7ce.jpg

Answered: information below to identify and…

information below to identify and explain the relationship between the basicity of the two nucleophiles and their nucleophilicities

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter13: Substitution

Section: Chapter Questions

Problem 43CTQ

See similar textbooks

Related questions

Q: what will be in the question marked box. give answer and also give clear handwritten reaction.

A: Aniline contains a ring activator and ortho-para director NH2 group. When aniline reacts with acetyl…

Q: Complete the mechanism for the acid-catalyzed hydrolysis of acetic anhydride in water by adding the…

A: acetic anhydride is an acid derivative Acetic anhydride involve in acidic hydrolysis give 2…

Q: Nucleophilic attack may appear to occur in two steps as shown below. The alcohol is the nucleophile…

A: The carbon atom double bonded to oxygen atom and single bonded to two alkyl groups is called…

Q: what causes an alkane, alkene, and alkyne differ in acidity Please explain. I understand that the…

A: Alkyne is sp- hybridized. Alkene is sp2 hybridized. Alkane is sp3 hybridized. More the S character…

Q: What are the Possible Mechanisms for Nucleophilic Substitution ?

A: The replacement of any atom or group of atoms by a nucleophile is known as nucleophilic substitution…

Q: Which of the following could act as an electrophile?

A: Answer: b.H3O+ (hydronium ion) Explanation: Electron pair acceptor (or) electron deficeint (or)…

Q: Which of the following is expected to be most reactive towards a nucleophilic aromatic substitution…

A: We have to tell which compound is more reactive towards a nucleophilic aromatic substitution via the…

Q: In the presence of excess base and excess halogen, a methyl ketone is converted to a carboxylate…

A: Methyl ketone is a kind of ketone in which methyl group is attached to the carbonyl group. This…

Q: Explain the below ? Carbanions are nucleophiles

A: Nucleophiles are electron rich species which donates electrons to electron deficient species. Eg.…

Q: What would the reaction equate to?

A: The balanced equation for the reaction of acetic acid and NaHCO3 is,

Q: What is the most acidic hydrogen on the following molecule and why?

A: A strong acid is an acid that dissociates to make protons available for reaction. Acid mainly…

Q: The product in this reaction is basic enough to be protonated by a dilute HCl solution. Draw the…

Q: The reaction between ethanoyl chloride and the hydroxide ion to give an acid is classified as:…

Q: Nucleophilic substitution happens on compounds having nucleophilic groups as leaving groups. The…

A: The compounds given are,

Q: Please use detailed worded reasoning to answer the following question, using resonance,…

A: We have to predict the order for ester hydrolysis.

Q: In the presence of excess base and excess halogen, a methyl ketone is converted to a carboxylate…

A: In halo from the reaction, A methyl ketone gets converted into carboxylate ion, and the leaving…

Q: Use data given below to calculate A,S° for each of the

A: Standard entropy change= entropy of product- entropy of reactants ∆S= entropy of KClO4 - [entropy of…

Q: which

A: Nucleophilic substitution reaction in which an nucleophile substitute any group from reactant.

Q: Predict the organic and inorganic products of the given reaction, and select the class to which the…

A: We have find out correct reaction mechanism.

Q: Account for the difference in the products of the following reactions:

Q: (a) What is the hybridization of the nitrogen in each of the following compounds? (b) How does…

A: The hybridisation of the nitrogen in I is sp2 and in II is sp3.

Q: Please help me how to get this answer form this reaction. Can you show step by step and explain.…

Q: Without reading ahead in L Chapter 20, state whether it should be possible to carry out each of the…

A: The reactivity of the acid derivative depends on the partial positive charge on the carbonyl carbon…

Q: Define the General Features of Nucleophilic Substitution ?

A: In nucleophilic substitution, a nucleophile (a species with an unshared pair of electron) reacts…

Q: Provide the whole reaction mechanism (generation of electrophile, nucleophile, bond formation, bond…

A: Alkene are unsaturated hydrocarbon due to presence of double bond and so presence of double bond or…

Q: Predict the product and propose a plausible curved arrow mechanism for the following reaction: H+

A: Given question, We draw the appropriate product along with mechanism,the curved arrows showing the…

Q: Organic chemistry : Carboxylic acids & its derivatives Please PREDICT the reactants / products /…

Q: Explain why a high reaction temperature favours elimination reactions, instead of substitution…

A: Since you have asked multiple question, we will solve the first question for you. If you want any…

Q: under theromodynamic base conditions, the below system gives alkylation at the less substituted…

Q: Use the information below to identify and explain the relationship between the basicity of the two…

A: if a acid has lesser the value of PKa it will be more acidic. Weaker the conjugate more stronger the…

Q: Predict the product of the following reaction (support your answer with the mechanism):

A: This is is grignard reaction. Grignard reagent is organomagnesium halide which contain…

Q: Please define the following terms: Nucleophilic Substitution reaction

A: Introduction : Nucleophilies : Nucleophile (nucleous loving species) can be defined as the chemical…

Q: In a paragraph Outline a mechanism for the formation of the ether

A: Williamson's ether synthesis

Q: BS21008 Organic Chemistry for the Life Sciences Assignment Week 7 Bearing in mind Huckel's rule,…

Q: Chemistry Provide the missing information for each letter in the following synthesis scheme.

Q: A student proposed the following syntheses. Explain why they would not work as written.

A: In the presence of CH3OH, H+, aldehyde form hemi-acetal which further treating with Grignard…

Q: Explain with the help of resonance structures which of the two nitrogen atoms is more basic in the…

Q: Give a clear explanation handwritten answer...complete the following reaction

A: Dimethyl formamide is a polar aprotic solvent, thus the Reaction between a tertiary alkyl halide and…

Q: Sketch a diagram to show typical Brønsted plots of a general acid and a general base catalysed…

A: To show typical Brønsted plots of a general acid and a general base catalyzed reaction is shown…

Q: Compound name is Toluene . Name the structures of all possible chemical (Electrophilic aromatic…

A: All the reaction schemes are shown below including name and structure of all the products. The…

Q: Alkenes can be converted into alcohols by acid-catalyze addition of water.

A: Protonation of alkene Attack of water as nucleophile Deprotonation to form alcohol as product.

Q: How would you explain why phenol is the o-p driver, while nitro benzene is m-directional? Resonance…

A: The chemical structure of both the phenol ans nitrobenzene are shown below. Phenol: In benzene ring,…

Q: answer....given below some compounds give the rank most reactive to least reactive in an…

Q: Nitromethane is quite acidic due to the stability of the nitromethane anion shown below. List two…

A: When a proton is abstracted from nitro methane, the anion obtained is stabilized. This is the reason…

Q: the mechanism leading to the product(s) for the acid-base reactions below. Label the acid, base,…

A: Acid is a compound that gives hydrogen ions and a conjugate base in the solution. Base accepts…

Q: electrophilic aromatic displacement reaction by drawing the structures of the compounds given below…

A: Aromatic Electrophilic substitution reactions:

Q: Click the "draw structure" button to launch the drawing utility. Report problem Draw the product of…

A: Carbon forms maxiumum four bonds. The oxygen atom can form maximum 2 bonds.

Q: Carboxylic acid is treated with an alcohol and an acid catalyst, an ester is formed and this…

A: Esterification is a general name for the reaction of synthesis of ester. Typically an acid and…

Concept explainers

Diol

In chemistry there are so many chemical compounds that have a hydroxyl group but a chemical compound having two hydroxyl groups (-OH) is termed as a diol. It also implies the presence of two alcohols whereas polyols contain two or more than two hydroxyl groups (-OH). Glycol or 1,2-diol is an aliphatic diol that has two alcohol groups on adjacent carbon atoms. In industries, the most commonly used diol is ethylene glycol.

Question

Use the information below to identify and explain the relationship between the basicity of the two nucleophiles and their nucleophilicities

Nuc: + CH3I
Nuc-CH, +I
CH3OH
25 °C
Nucleophile name
pKa of conjugate acid
k (second order rate constant
for the reaction shown below)
M1. s1
CH3O (methoxide)
Pho (phenoxide)
2.5 X 10-4
7.9 X 10-5
15.1
9.95

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

Below is the equation for a nucleophilic substitution reaction and some experimental data. CH3CH2Br + CH3COO- ⇌ CH3CH2CO2CH3 + Br- Rate = k [CH3CH2Br][CH3COO-] Which mechanism would best fit the data?
Predict the products by showing the reaction mechanism (arrow pushing) of the given diagram.1. Cl2; H2O2. O3; DMS3. BH3 THF; H2O, NaOH
In light of your answer to Problem 30-40, explain why a mixture of products occurs in the following reaction:
Acetic anhydride reacts with water in the following manner: CH3C(O)-O-C(O)CH3 + H2O = 2CH3CO2 If this reaction is carried out in an inert solvent with low concentrations of both acetic anhydride and water, it follows the rate law rate = k [CH3C(O)-O-C(O)CH3] [H2O] with a rate constant of 0.0035 s-1. However, if low concentrations of acetic anhydride are placed in pure water, it follows the rate law rate = K [CH3C(O)-O-C(O)CH3] where K = 0.1944 s-1. Explain why this is happening.
Useful Information: sodium metam: Commercial grade sodium metam is 33% pure sodium metam by weight and has a density of 1.2 g/mL. Hydrolysis of metam (Methyl isothiocynate) + H2S Rate constants for hydrolysis for metam (base catalyzed hydrolysis is negligible) = 300 mol -1 L. sec -1 , = 1 x 10-8 sec-1 Metam also undergoes photolysis to methyl isothiocyanate with a half-life of 1.6 hrs. Data for Sacramento River discharge Q = 75,000 L/min mean depth = 0.30 m pH = 7.8 mean width = 3.2 m dispersion coefficient D = 1.6 x 102 m2/min Assuming the spill acts acts as a single point source. How long does it take for the maximum contaminant concentration to get to Lake Shasta? If Na+ acts as conservative (i.e., it is not transformed) tracer, calculate the maximum concentration (in g/L) at Lake Shasta. (Hint: remember that sodium only constitutes a…
Need your help for this: Show the reaction mechanism for the formation of a. RCONH2 from the reaction of RCOOR' with NH3 b. RCOOR" from the reaction of RCOOR' with R"OH in acidic medium
The following mechanism is given: . The first step is:• Protonation• Deprotonation• replace2.2. : B-particle represents:• The base• Nucleophiles• Electrophilic• Radicals2.3.  The shape arrow indicates:• Equilibrium• Reversibility• Tautomeria• Transform2.4. The last step is:• Nucleophilic infestation on electrophilic• Electrophilic attack on the nucleophile• Attack of the oxygen atom on a double bond• Double bond splitting Please answer in detail, each step of mechsnism with suitable answer otherwise I'll downvote
The following initial rate data are for the reaction of tertiary butyl bromide with hydroxide ion at 55 oC:(CH3)3CBr + OH- (CH3)3COH + Br- Experiment [(CH3)3CBr]o, M [OH-]o, M Initial Rate, Ms-1 1 0.378 0.324 4.23×10-3 2 0.378 0.648 4.23×10-3 3 0.756 0.324 8.47×10-3 4 0.756 0.648 8.47×10-3 Complete the rate law for this reaction in the box below.Use the form k[A]m[B]n , where '1' is understood for m or n and concentrations taken to the zero power do not appear. Don't enter 1 for m or n Rate = From these data, the rate constant is _______s-1.
For SN1 Explain the order in which 1o (primary) alkyl halides reacted (fastest to slowest) and explain why. The 1o primary alkyl halides are: (see picture below) 1-chlorobutane 1-bromobutane 1-chloro-2butene benzylchloride
For the reduction of 2-methyl cyclohexanone to methyl cyclohexanol using NaBH4... 1. What is the reaction mechanism (draw curved arrows)? What is the nucleophile? Electrophile? 2. Using your reaction mechanism from the above question, sketch the reaction coordinatediagram. What does the transition state most likely look like? What is the rate-determining step?
In the reaction of NaBH4 with formaldehyde in methanol sovlent, the products are BH3, CH3OH and sodium methoxide. what is the transition state for the slow step of this reaction? please give structure.
The second-order rate constants for the reaction of oxygen atoms with aromatic hydrocarbons have been measured (R. Atkinson and J.N. Pitts, J. Phys. Chem. 79, 295 (1975)). In the reaction with benzene the rate constants are 1.44 × 107 dm3 mol−1 s−1 at 300.3 K, 3.03 × 107 dm3 mol−1 s−1 at 341.2 K, and 6.9 × 107 dm3 mol−1 s−1 at 392.2 K. Find the frequency factor and activation energy of the reaction.