How would you write the mechanism for the opening of an epoxide for 1,2-epoxy-1-methylcyclopentane with methanol...
How would you write the mechanism for the opening of an epoxide for 1,2-epoxy-1-methylcyclopentane with methanol and sulfuric acid.
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How would you write the mechanism for the opening of an epoxide
for 1,2-epoxy-1-methylcyclopentane with methanol...
Epoxide Ring Opening Post Lab Questions: 1 Reflux conditions are problematic when performing acid catalyzed epoxide...
Epoxide Ring Opening Post Lab Questions: 1 Reflux conditions are problematic when performing acid catalyzed epoxide ring opening reactions. Provide the potential side product(s) that would result from carrying out the following reaction under reflux conditions. You must be sure to show the side products of both the major and minors products of the reaction below: . 3PO4 Methanol Reflux
Show the mechanism for the epoxide ring opening. a) b) 1) mCPBA 2) HBr 1) mCPBA...
Show the mechanism for the epoxide ring opening.
a)
b)
1) mCPBA 2) HBr 1) mCPBA 2) NaCN
Question 1: Write an example of each mechanism: g. Deprotonation of an alcohol and subsequent reaction...
Question 1: Write an example of each mechanism: g. Deprotonation of an alcohol and subsequent reaction h. Deprotonation of an alkyne and subsequent reaction i. Basic ring opening of an epoxide j. Acid catalyzed ring opening of an epoxide
Why would it be problematic to perform an acid catalyzed epoxide ring opening reaction under reflux...
Why would it be problematic to perform an acid catalyzed epoxide ring opening reaction under reflux conditions? Be specific. Provide the potential side product(s) that would result from carrying out the following reactions under reflux conditions. Hint
4. Propose a detailed mechanism for the following reaction. You need to show using curved arrow notation how each of...
4. Propose a detailed mechanism for the following reaction. You need to show using curved arrow notation how each of the products can be formed. 1-bromo-1-methylcyclopentane + methanol - cyclohexene + methoxycyclohexane + 1-methoxy-1-methyl cyclopentane + l-methylcyclopentene (4 different products)
Experiment Questions What is an epoxide and how is it useful with respect to synthesis design?...
Experiment Questions What is an epoxide and how is it useful with respect to synthesis design? • What are typical reagents used for epoxidation? • What is the mechanism for epoxidation? Must stereospecificity be considered? Experiment Techniques • Use of sodium bisulfite wash to remove excess peroxy acid from reaction mixture. Introduction By now you are well aware that the product of previous experiment (reaction of cyclohexanol and acid) is an alkene. You should also be storing key reactions of...
1. You made wintergreen in Lab 1 by reacting salicylic acid (C 7H,O3) with methanol (CH3OH)....
1. You made wintergreen in Lab 1 by reacting salicylic acid (C 7H,O3) with methanol (CH3OH). If you react salicylic acid with acetic acid (C2H402). you can make aspirin The rate law for this reaction is: rate k [C H6o3 IC2H421 The salicylic acid and acetic acid reaction is slow. Sulfuric acid, H2SO4, is used as a catalyst in this reaction. The rate law for this reaction with the H2SO4 catalyst is: rate k [C 2H,02l [H2SO, a. If the...
10) Write out the following reactions giving the major organic products, showing the proper regiochemistry and...
10) Write out the following reactions giving the major organic products, showing the proper regiochemistry and stereochemistry where needed. Give a complete electron (arrow) pushing mechanism under the reactions where asked to do so. Label all appropriate mechanisms as SN1, SN2, El or E2 a. trans-2-methylcyclopentanol with HCI. (Give a mechanism) b. trans-1-bromo-2-methylcyclopentane with a methanolic solution of AgNOs. c. iodoethane with sodium cyanide (Na CN). d. 1,2-dimethylcyclobutanol with concentrated sulfuric acid at 95 C (Give a mechanism) e. S-2-bromopentane...
Treating 2-methyl-1-butene with methanol in the presence of sulfuric acid gives 2-methoxy-2-methylbutane
Treating 2-methyl-1-butene with methanol in the presence of sulfuric acid gives 2-methoxy-2-methylbutane. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism.
B) Three-membered ring system opening (For marks] B.1) Mercurinium ions. a) Review the Oxymercuration/reduction mechanism in...
B) Three-membered ring system opening (For marks] B.1) Mercurinium ions. a) Review the Oxymercuration/reduction mechanism in section 3.5a), with water used as a nucleophile, to produce alcohols with Markovnikov orientation. (no mark] b) With the mechanism seen in class, (predict the product of the following transformation, in the presence of methanol as a solvent in the reaction [3 marks), and (ii) write the mechanism of the overall reaction (from beginning to end, [10 marks]). [4 marks] 1) Hg(OAc), in MeOH...
Epoxide Ring Opening Post Lab Questions: 1 Reflux conditions are problematic when performing acid catalyzed epoxide ring opening reactions. Provide the potential side product(s) that would result from carrying out the following reaction under reflux conditions. You must be sure to show the side products of both the major and minors products of the reaction below: . 3PO4 Methanol Reflux
Show the mechanism for the epoxide ring opening.
a)
b)
1) mCPBA 2) HBr 1) mCPBA 2) NaCN
4. Propose a detailed mechanism for the following reaction. You need to show using curved arrow notation how each of the products can be formed. 1-bromo-1-methylcyclopentane + methanol - cyclohexene + methoxycyclohexane + 1-methoxy-1-methyl cyclopentane + l-methylcyclopentene (4 different products)
Experiment Questions What is an epoxide and how is it useful with respect to synthesis design? • What are typical reagents used for epoxidation? • What is the mechanism for epoxidation? Must stereospecificity be considered? Experiment Techniques • Use of sodium bisulfite wash to remove excess peroxy acid from reaction mixture. Introduction By now you are well aware that the product of previous experiment (reaction of cyclohexanol and acid) is an alkene. You should also be storing key reactions of...
1. You made wintergreen in Lab 1 by reacting salicylic acid (C 7H,O3) with methanol (CH3OH). If you react salicylic acid with acetic acid (C2H402). you can make aspirin The rate law for this reaction is: rate k [C H6o3 IC2H421 The salicylic acid and acetic acid reaction is slow. Sulfuric acid, H2SO4, is used as a catalyst in this reaction. The rate law for this reaction with the H2SO4 catalyst is: rate k [C 2H,02l [H2SO, a. If the...
10) Write out the following reactions giving the major organic products, showing the proper regiochemistry and stereochemistry where needed. Give a complete electron (arrow) pushing mechanism under the reactions where asked to do so. Label all appropriate mechanisms as SN1, SN2, El or E2 a. trans-2-methylcyclopentanol with HCI. (Give a mechanism) b. trans-1-bromo-2-methylcyclopentane with a methanolic solution of AgNOs. c. iodoethane with sodium cyanide (Na CN). d. 1,2-dimethylcyclobutanol with concentrated sulfuric acid at 95 C (Give a mechanism) e. S-2-bromopentane...
Treating 2-methyl-1-butene with methanol in the presence of sulfuric acid gives 2-methoxy-2-methylbutane. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism.
B) Three-membered ring system opening (For marks] B.1) Mercurinium ions. a) Review the Oxymercuration/reduction mechanism in section 3.5a), with water used as a nucleophile, to produce alcohols with Markovnikov orientation. (no mark] b) With the mechanism seen in class, (predict the product of the following transformation, in the presence of methanol as a solvent in the reaction [3 marks), and (ii) write the mechanism of the overall reaction (from beginning to end, [10 marks]). [4 marks] 1) Hg(OAc), in MeOH...
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