Homework Answers
Remember: Formation of ethers proceeds via SN2 mechanism
a) The rate of the reaction will increase on changing from CH3Cl to CH3I since I- is a better leaving froup than Cl-
b) The rate would increase on changing the nucleophile from NaOCH3 to NaSCH3. The solvent used here is CH3OH which is a polar protic solvent. As a result the solvent will be involved in hydrogen bonding interactions with the nucleophile making the lone pair less available. Among the two, oxygen is more involved in H-bonding whereas the lone pair on S is relatively free which will then help to speed up the reaction.
c) The rate will decrease. (CH3)2CHCl is a secondary halide which will lower the SN2 rate due to steric effect.
d) The rate will increase. DMSO is a polar aprotic solvent unlike CH3OH which is polar protic. It will not engage in H-bonding interactions with the nucleopile as a result the lone pair on the nucleophile will be readily available for the reaction.
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Predict the effect of the changes given below on the rate of the reaction. CH_3 Cl...
(a) Outline the expected effect of the changes below on the rate of the reaction. Explain...
(a) Outline the expected effect of the changes below on the rate of the reaction. Explain your rationale CH3ОН CH3CI CH30 CH3OCH3CI i) ii) ii) iv) change the substrate from CH3C1 to CH3I change in nucleophile from CH3O to CH3S change the substrate from CH3Cl to (CH3)2CHCl change in solvent from CH3OH to (CH3)2SO (4 marks)
Consider the following S and your reaction to protect the effect of the changes given below...
Consider the following S and your reaction to protect the
effect of the changes given below on the rate of the reaction
clearly state Whether it would react faster or slower or will be
unaffected give a brief explanation why in each case
19. (9 pts.) Consider the following SN2 reaction to predict the effect of the changes given below on the rate of the reaction. (Clearly state whether it would react faster, slower or will be unaffected.) Give a...
For the following reaction: CH_3 OH(aq) + H^+ (aq) + Cl^- (aq) rightarrow CH_3Cl(aq) + H_2O(l)...
For the following reaction: CH_3 OH(aq) + H^+ (aq) + Cl^- (aq) rightarrow CH_3Cl(aq) + H_2O(l) the value of [H^+] was measured over a period of time. Given the data, find the average rate of disappearance of H^+(aq) for the time interval between each measurement. What is the average rate of appearance of CH_3 CI(aq) for the same time intervals?
2. Predict the product(s) of each of the reaction conditions below. Specify the substrate type (primary,...
2. Predict the product(s) of each of the reaction conditions
below. Specify the substrate type (primary, secondary, or tertiary
alkyl halide), nucleophile (strong or poor), and the solvent type
(protic or aptrotic). Specify the type of reaction mechanism (SN1
or SN2), show the curved arrow mechanism and draw the products as
3D structures to illustrate stereochemistry.
Predict the product(s) of each of the reaction conditions below. Specify the substrate type (1º, 2º, or 3 alkyl halide). mucleophile (strong or poor),...
Q1) provide the product for the following reactions, identify as Sn1,Sn2, E1 or E2. Also provide...
Q1) provide the product for the following reactions, identify as Sn1,Sn2, E1 or E2. Also provide the mechanism of the reaction H20 Br NaCN DMSO b). Csi Меон сін C)- KOH ci H d)_ this reaction was run at 100°C and 0.1 M KOH concentration 2) Rank the members of the following groups in order of basicity, nucleophilicity, and leaving group ability. Expain your answers a) H20, OH, CH,CO2- b) Br", ".Fr 3) Predict the effect of the changes given...
For the SN1 reaction between water (H20) and t-butyl bromide (Me3C-Br), indicate the effect that each change below will...
For the SN1 reaction between water (H20) and t-butyl bromide (Me3C-Br), indicate the effect that each change below will have on the RATE of the reaction. Answers are either: rate will increase (1), rate will decreasse (D), or reaction rate will show no change (NC). Enter I, D, or NC in each blank. 1. The concentration of t-butyl bromide decreases. 2. The temperature of the reaction is raised. 3. The nucleophile is changed from H20 to NH3. 4.1-bromobutane is used...
Part A Given the following proposed mechanism, predict the rate law for the overall reaction. 2...
Part A Given the following proposed mechanism, predict the rate law for the overall reaction. 2 NO2 + Cl2 → 2 NO2Cl (overall reaction) Mechanism NO2 + Cl2 → NO2Cl + Cl slow NO2 + Cl → NO2Cl fast Given the following proposed mechanism, predict the rate law for the overall reaction. 2 NO2 + Cl2 → 2 NO2Cl (overall reaction) Mechanism NO2 + Cl2 → NO2Cl + Cl slow NO2 + Cl → NO2Cl fast Answer Choices: Rate =...
17. Which of the following statements is true? A. An Sw1 reaction always proceeds faster than...
17. Which of the following statements is true? A. An Sw1 reaction always proceeds faster than an S2 reaction. B. An Sw2 reaction is not stereospecific C. Good alkyl halide substrates for an E1 reaction are also good for an E2 reaction. D. Increasing the alkyl halide concentration enhances the reaction rate of an Sw1 reaction but not that of an E2 reaction. 18. For the following reaction, what happens to the reaction rate if the concentration of NaN, is...
1. Predict the effect on the equilibrium system in below if the reaction temperature is increased....
1. Predict the effect on the equilibrium system in below if the reaction temperature is increased. 2 SO2(g) + O2(g) ↔ 2 SO3(g)+ heat a. Shift to the product side b. There will be no change. c. Shift to the reactant side 2. Predict the effect on the equilibrium system in below if the SO2 gas concentration is decreased. 2 SO2(g) + O2(g) ↔ 2 SO3(g) a. Shift to product side b. shift to reactant side c. no change 3....
Predict the product for the following reaction. Choose from the list of compounds given below. 1-hexanol...
Predict the product for the following reaction. Choose from the list of compounds given below. 1-hexanol 1. DMSO, (COCI), 2. Etz 2-chlorohexane 2-hexanone hexanoic acid 1-hexanol hexanal
(a) Outline the expected effect of the changes below on the rate of the reaction. Explain your rationale CH3ОН CH3CI CH30 CH3OCH3CI i) ii) ii) iv) change the substrate from CH3C1 to CH3I change in nucleophile from CH3O to CH3S change the substrate from CH3Cl to (CH3)2CHCl change in solvent from CH3OH to (CH3)2SO (4 marks)
Consider the following S and your reaction to protect the
effect of the changes given below on the rate of the reaction
clearly state Whether it would react faster or slower or will be
unaffected give a brief explanation why in each case
19. (9 pts.) Consider the following SN2 reaction to predict the effect of the changes given below on the rate of the reaction. (Clearly state whether it would react faster, slower or will be unaffected.) Give a...
For the following reaction: CH_3 OH(aq) + H^+ (aq) + Cl^- (aq) rightarrow CH_3Cl(aq) + H_2O(l) the value of [H^+] was measured over a period of time. Given the data, find the average rate of disappearance of H^+(aq) for the time interval between each measurement. What is the average rate of appearance of CH_3 CI(aq) for the same time intervals?
2. Predict the product(s) of each of the reaction conditions
below. Specify the substrate type (primary, secondary, or tertiary
alkyl halide), nucleophile (strong or poor), and the solvent type
(protic or aptrotic). Specify the type of reaction mechanism (SN1
or SN2), show the curved arrow mechanism and draw the products as
3D structures to illustrate stereochemistry.
Predict the product(s) of each of the reaction conditions below. Specify the substrate type (1º, 2º, or 3 alkyl halide). mucleophile (strong or poor),...
Q1) provide the product for the following reactions, identify as Sn1,Sn2, E1 or E2. Also provide the mechanism of the reaction H20 Br NaCN DMSO b). Csi Меон сін C)- KOH ci H d)_ this reaction was run at 100°C and 0.1 M KOH concentration 2) Rank the members of the following groups in order of basicity, nucleophilicity, and leaving group ability. Expain your answers a) H20, OH, CH,CO2- b) Br", ".Fr 3) Predict the effect of the changes given...
For the SN1 reaction between water (H20) and t-butyl bromide (Me3C-Br), indicate the effect that each change below will have on the RATE of the reaction. Answers are either: rate will increase (1), rate will decreasse (D), or reaction rate will show no change (NC). Enter I, D, or NC in each blank. 1. The concentration of t-butyl bromide decreases. 2. The temperature of the reaction is raised. 3. The nucleophile is changed from H20 to NH3. 4.1-bromobutane is used...
17. Which of the following statements is true? A. An Sw1 reaction always proceeds faster than an S2 reaction. B. An Sw2 reaction is not stereospecific C. Good alkyl halide substrates for an E1 reaction are also good for an E2 reaction. D. Increasing the alkyl halide concentration enhances the reaction rate of an Sw1 reaction but not that of an E2 reaction. 18. For the following reaction, what happens to the reaction rate if the concentration of NaN, is...
Predict the product for the following reaction. Choose from the list of compounds given below. 1-hexanol 1. DMSO, (COCI), 2. Etz 2-chlorohexane 2-hexanone hexanoic acid 1-hexanol hexanal
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