Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
expand_more
expand_more
format_list_bulleted
Question
Chapter 8, Problem 8.6P
Interpretation Introduction
Interpretation:
Mechanism,
Concept introduction:
The unimolecular nucleophilic substitution reaction is the first order reaction that is the
The bimolecular nucleophilic substitution
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
•
Br₂
Which of the following is a likely intermediate in the mechanism for the reaction given above?
O
O There is no intermediate, due to a concerted mechanism.
Le
O
Br
Br
Bro
Br
Br
The reaction mechanism is given below.
elementary step 1 : Br2 ⇋ 2Br fast
elementary step 2: H2 + Br à HBr + H slow rate determining step
elementary step 3: H + Br2 à HBr + Br fast
Overall reaction is H2 + Br2 à 2HBr
k1 is the forward reaction rate constant of step 1, k-1 reverse reaction rate constant of step 1, k2 for reaction rate constant of step 2 and k3 for reaction rate constant of step 3.
What is the molecularity of step 2? Give the chemical formula of the intermediate(s) in the reaction Deduce the rate law in terms of the reagents for the reaction using the elementary steps.
4. Explain why the rate of formation of 1-azidopropane is different depending on which halopropane (X = F,
Cl, Br, I) is used. Explain which halopropane will react fastest?
~X
X = F, Cl, Br, I
NaN
№3
1-azidopropane
Chapter 8 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 8 - Prob. 8.1PCh. 8 - Prob. 8.2PCh. 8 - Prob. 8.3PCh. 8 - Prob. 8.4PCh. 8 - Prob. 8.5PCh. 8 - Prob. 8.6PCh. 8 - Prob. 8.7PCh. 8 - Prob. 8.8PCh. 8 - Prob. 8.9PCh. 8 - Prob. 8.10P
Ch. 8 - Prob. 8.11PCh. 8 - Prob. 8.12PCh. 8 - Prob. 8.13PCh. 8 - Prob. 8.14PCh. 8 - Prob. 8.15PCh. 8 - Prob. 8.16PCh. 8 - Prob. 8.17PCh. 8 - Prob. 8.18PCh. 8 - Prob. 8.19PCh. 8 - Prob. 8.20PCh. 8 - Prob. 8.21PCh. 8 - Prob. 8.22PCh. 8 - Prob. 8.23PCh. 8 - Prob. 8.24PCh. 8 - Prob. 8.25PCh. 8 - Prob. 8.26PCh. 8 - Prob. 8.27PCh. 8 - Prob. 8.28PCh. 8 - Prob. 8.29PCh. 8 - Prob. 8.30PCh. 8 - Prob. 8.31PCh. 8 - Prob. 8.32PCh. 8 - Prob. 8.33PCh. 8 - Prob. 8.34PCh. 8 - Prob. 8.35PCh. 8 - Prob. 8.36PCh. 8 - Prob. 8.37PCh. 8 - Prob. 8.38PCh. 8 - Prob. 8.39PCh. 8 - Prob. 8.40PCh. 8 - Prob. 8.41PCh. 8 - Prob. 8.42PCh. 8 - Prob. 8.43PCh. 8 - Prob. 8.44PCh. 8 - Prob. 8.45PCh. 8 - Prob. 8.46PCh. 8 - Prob. 8.47PCh. 8 - Prob. 8.48PCh. 8 - Prob. 8.49PCh. 8 - Prob. 8.50PCh. 8 - Prob. 8.51PCh. 8 - Prob. 8.52PCh. 8 - Prob. 8.53PCh. 8 - Prob. 8.54PCh. 8 - Prob. 8.55PCh. 8 - Prob. 8.56PCh. 8 - Prob. 8.57PCh. 8 - Prob. 8.58PCh. 8 - Prob. 8.59PCh. 8 - Prob. 8.60PCh. 8 - Prob. 8.61PCh. 8 - Prob. 8.62PCh. 8 - Prob. 8.63PCh. 8 - Prob. 8.64PCh. 8 - Prob. 8.65PCh. 8 - Prob. 8.66PCh. 8 - Prob. 8.67PCh. 8 - Prob. 8.68PCh. 8 - Prob. 8.69PCh. 8 - Prob. 8.70PCh. 8 - Prob. 8.71PCh. 8 - Prob. 8.72PCh. 8 - Prob. 8.73PCh. 8 - Prob. 8.74PCh. 8 - Prob. 8.75PCh. 8 - Prob. 8.76PCh. 8 - Prob. 8.1YTCh. 8 - Prob. 8.2YTCh. 8 - Prob. 8.3YTCh. 8 - Prob. 8.4YTCh. 8 - Prob. 8.5YTCh. 8 - Prob. 8.6YTCh. 8 - Prob. 8.7YTCh. 8 - Prob. 8.8YTCh. 8 - Prob. 8.9YTCh. 8 - Prob. 8.10YTCh. 8 - Prob. 8.11YTCh. 8 - Prob. 8.12YTCh. 8 - Prob. 8.13YTCh. 8 - Prob. 8.14YTCh. 8 - Prob. 8.15YTCh. 8 - Prob. 8.16YTCh. 8 - Prob. 8.17YTCh. 8 - Prob. 8.18YTCh. 8 - Prob. 8.19YT
Knowledge Booster
Similar questions
- Which substance in the reaction below either appears or disappears the fastest? 4NH3 + 7O2 --> 4NO2 + 6H2O a) NH3 b) O2 c) NO2 d) H2O e) They all appear/disappear at the same ratearrow_forwardThe below reaction follows second order rate kinetics and proceeds via a bimolecular mechanism. KCNCH3B1 -» KBr + CH3CN If the concentration of potassium bromide were doubled, how many times faster would the reaction go? If the concentration of CH3Br were doubled. How much faster would the reaction go? Write the rate law for the above reaction. If [KCN] 0.5 M, [CH3Br] 0.5 M, and the relative reaction rate is 0.25 M/s, what is the rate constant? Also, what are the units of the rate constant?arrow_forwardWhich of the following statements is TRUE regarding the energy profile shown below? in Reaction Progress O The reverse reaction is faster than the forward reaction. The reaction mechanism involves one transition state, two intermediates, and one catalyst. O The forward reaction is a catalyzed reaction with E₂ < 0. The reaction proceeds via a two-step mechanism where the 2nd step is the rate determining step. Energyarrow_forward
- Based on the time and temperature data collected for the reaction of KMnO4 with either malonic acid or oxalic acid, one can conclude that generally as the temperature of a reaction is increased, the rate of the reaction increases. This is because, the activation energy is lowered and the reactant molecules collide with greater energy the activation energy is lowered and the reactant molecules collide more frequently the activation energy is lowered, the reactant molecules collide more frequently and with greater energy per collision O the reactant molecules collide more frequently and with greater energy per collisionarrow_forwardQuestion 5 Reaction Rates Please carefully examine the reactions given below and answer the question that follows. NH2 HN CH3 CH3 ~10 X Faster than Reaction B Reaction A DMSO NH, HN-CH, Reaction B CH3I DMSO NO, NO2 It is observed that, for the SN2 reactions described above, Reaction A proceeds -10 times faster than Reaction B under the same conditions. In the box below please provide an explanation for this observation.arrow_forward(a) Select all of the correct statements about reaction rates from the choices below. The lower the rate of a reaction the longer it takes to reach completion.Reaction rate constants increase with increasing temperature.Catalysts increase reaction rates.Fast reactions can be slowed down by lowering the temperature.Slow reactions can be speeded up by raising the temperature.The rate of a reaction is the same as the rate constant of the reaction.Reaction rate constants decrease with increasing temperature.arrow_forward
- Br OH", H2O A + Br HO B / SH¯, CH3SH HS' + Br Br Which reaction is predicted to be faster (A or B)? Reactions A and B are of the same type. Classify the reactions shown in A and B as SN1 or Sn2 (write 1 if SN1, write 2 if SN2)?arrow_forwardWhen fitting data to a best fit line, a correlation coefficient (R2) is determined and used to evaluate the quality of fit. The best fit of the data will have an R² value closest or equal to zero (0). closest or equal to one (1). equal to the rate of the reaction occurring. equal to the rate constant of the reaction occurring.arrow_forwardMain Content -Man Energy Reaction Progress RxnDiag21. Consider the reaction energy diagram provided. Which step in this reaction requires the least amount of activation energy? step one step two step three step four There is not enough information to determine this answer.arrow_forward
- Proposed mechanism for a reaction is O3 + NO2 ------------> NO3 + O2 slow NO3 + NO2 ---------> N2O5 fast What are the intermediates in the proposed mechanism?arrow_forwardWhat can be done to increase the rate of this reaction by a factor of four: (CH3)3CSH(g) + Cl¯(aq) = (CH3)3CCl(aq) + SH¯(aq) Select an answer and submit. For keyboard navigation, use the up/down arrow keys to select an answer. Increasing Rate Homework Answered Due Apr 23rd, 11:59 PM a Double the concentration of both the nucleophile and the electrophile b C d Quadruple the concentration of the electrophile Quadruple the concentration of the nucleophile All of the above Answered - Incorrect 1 attempt left Resubmitarrow_forwardTable 2: Molarity of H2O2 and KI and Reaction Rate Trial H2O2 Concentration, M KI Concentration, M Reaction Rate(Reciprocal Slope) 1 0.29 M 0.40 M 14.08 2 0.29 M 0.20M 25 3 0.023 M 0.40 M 20 help me with this part please, and show me all steps Order with respect to H2O2: Order with respect to KI:arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY