When the following optically pure compound (1) is treated with NaN3 in THF (tetrahydrofuran = the solvent) followed by an acidic work-up it is found that for step #1, the rate of formation of the product is tripled when the concentration of NaN3 is tripled. Which is the expected major product?
6. The reaction in question #5 proceeded via which mechanism?
a. E1
b. E2
c. SN1
d. SN2
e. SN2´ (allylic displacement)
Homework Answers
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When the following optically pure compound (1) is treated with
NaN3 in THF (tetrahydrofuran = the...
9 & 10. Treatment of the optically pure (S)- cyclohexanone (1) shown below with sodium methane...
9 & 10. Treatment of the optically pure (S)- cyclohexanone (1) shown below with sodium methane thiolate in THF (tetrahydrofuran the solvent) gives products A and B that both have the same molecular formula CgH14SO. Compound A and B are easily physically separated by distillation with A having the lower boiling point and it is found that the optical rotation of the purified and separated substances A and B [ajo 0. It is experimentally found that the rate of formation...
9. When the following optically pure (S)-epoxide is treated with base, the corresponding alkoxide forms that...
9. When the following optically pure (S)-epoxide is treated with base, the corresponding alkoxide forms that suffers an exclusive intramolecular SN2-type of ring- opening of the epoxide (100% conversion). Select from the following, the best description of the product(s) NOTE: it is recommended that you do this problem with the use of molecular models. Be careful of priority changes when assigning (R)-or (S)-映solute configurations. base (S)-oxiran-2-ylmethanol A. The product is an optically inactive meso-compound. B. The product produced is a...
2. Draw the major product(s) formed when the optically active compound shown below is treated with...
2. Draw the major product(s) formed when the optically active compound shown below is treated with H2O/H2SO4. Is the product optically active? Why or why not? (4 pts) optically active
. When Molecule W is reacted first with cules H and A. When molecule Wis 4....
. When Molecule W is reacted first with cules H and A. When molecule Wis 4. Molecule W has the molecular formula C8H14. When Molecule W is reaca BH3 in tetrahydrofuran (THF) then treated with basic hydrogen peroxide the resu eroxide the resulting products are an optically inactive mixture of molecules H and A. When more treated with warm KMnO4 followed by an acidic water treatment the molecule the product. Draw out the structure for molecules W, H and A?...
4. Molecule W has the molecular formula C&H. When Molecule W is reacted first with BH3...
4. Molecule W has the molecular formula C&H. When Molecule W is reacted first with BH3 in tetrahydrofuran (THF) then treated with basic hydrogen peroxide the resulting products are an optically inactive mixture of molecules H and A. When molecule Wis treated with warm KMnO4 followed by an acidic water treatment the molecule below is the product. Draw out the structure for molecules W. H and A? You must show all of your work in order to earn full credit...
i'm having trouble going backwards in reactions. if you have any tips please share. thank you!...
i'm having trouble going backwards in reactions. if you have
any tips please share. thank you!
3. For each reaction determine the reactant that lead to the formation of the indicated products. (3 points each) 3a. 1. KMnO4, warm 2. H, H20 & CO2 3b. 03, S(CH3)2 ОН 4. Molecule W has the molecular formula C8H14. When Molecule W is reacted first with BHz in tetrahydrofuran (THF) then treated with basic hydrogen peroxide the resulting products are an optically inactive...
Draw the structure of the product that is formed when the compound shown below is treated with the following reagents: 1) BH3, THF; 2) H2O2, HO-.
Draw the structure of the product that is
formed when the compound shown below is treated with the following
reagents: 1) BH3, THF; 2) H2O2, HO-.
2-When the following compound is treated with sodium hydride (NaH), the major product isolated has the...
2-When the following compound is treated with sodium hydride (NaH), the major product isolated has the formula CsH100. IR spectroscopy reveals no significant diagnostic absorption bands, the proton NMR shows three signals, as does the carbon NMR. Suggest a structure for the product that is consistent with the information above and show a mechanism for its formation. (5 Marks) NaH Br он CSH100 ?
Practice Problem 07.71 When the following optically active alcohol is treated with HBr, a racemic mixture...
Practice Problem 07.71 When the following optically active alcohol is treated with HBr, a racemic mixture of alkyl bromides is obtained OH Br HBr + H2O Racemic mixture Draw the mechanism of the reaction. Step 1 Get help answering Molecular Drawing questions. Incorrect, Did you follow the instructions exactly when drawing this mechanistic step, what type of mechanism step is shown here? Is it a Loss of Leaving Group or Nucleophilic Attack or Proton Tranfer or Rearrangement? Draw step 1...
3. When 2-ethylcyclohexanone is treated with LDA (in the solvent THF), followed by ethyl bromide, two...
3. When 2-ethylcyclohexanone is treated with LDA (in the solvent THF), followed by ethyl bromide, two different alkylated products are formed. Answer the following questions about this reaction. 1) LDA THE two products 2) CH CH Br 3. a. What is LDA and what is its purpose? 3. b. Draw mechanisms for the reactions and show how the two different products are formed. Product A Mechanism Product B Mechanism 3. c. Draw an energy diagram for the formation of both...
9 & 10. Treatment of the optically pure (S)- cyclohexanone (1) shown below with sodium methane thiolate in THF (tetrahydrofuran the solvent) gives products A and B that both have the same molecular formula CgH14SO. Compound A and B are easily physically separated by distillation with A having the lower boiling point and it is found that the optical rotation of the purified and separated substances A and B [ajo 0. It is experimentally found that the rate of formation...
9. When the following optically pure (S)-epoxide is treated with base, the corresponding alkoxide forms that suffers an exclusive intramolecular SN2-type of ring- opening of the epoxide (100% conversion). Select from the following, the best description of the product(s) NOTE: it is recommended that you do this problem with the use of molecular models. Be careful of priority changes when assigning (R)-or (S)-映solute configurations. base (S)-oxiran-2-ylmethanol A. The product is an optically inactive meso-compound. B. The product produced is a...
2. Draw the major product(s) formed when the optically active compound shown below is treated with H2O/H2SO4. Is the product optically active? Why or why not? (4 pts) optically active
. When Molecule W is reacted first with cules H and A. When molecule Wis 4. Molecule W has the molecular formula C8H14. When Molecule W is reaca BH3 in tetrahydrofuran (THF) then treated with basic hydrogen peroxide the resu eroxide the resulting products are an optically inactive mixture of molecules H and A. When more treated with warm KMnO4 followed by an acidic water treatment the molecule the product. Draw out the structure for molecules W, H and A?...
4. Molecule W has the molecular formula C&H. When Molecule W is reacted first with BH3 in tetrahydrofuran (THF) then treated with basic hydrogen peroxide the resulting products are an optically inactive mixture of molecules H and A. When molecule Wis treated with warm KMnO4 followed by an acidic water treatment the molecule below is the product. Draw out the structure for molecules W. H and A? You must show all of your work in order to earn full credit...
i'm having trouble going backwards in reactions. if you have
any tips please share. thank you!
3. For each reaction determine the reactant that lead to the formation of the indicated products. (3 points each) 3a. 1. KMnO4, warm 2. H, H20 & CO2 3b. 03, S(CH3)2 ОН 4. Molecule W has the molecular formula C8H14. When Molecule W is reacted first with BHz in tetrahydrofuran (THF) then treated with basic hydrogen peroxide the resulting products are an optically inactive...
2-When the following compound is treated with sodium hydride (NaH), the major product isolated has the formula CsH100. IR spectroscopy reveals no significant diagnostic absorption bands, the proton NMR shows three signals, as does the carbon NMR. Suggest a structure for the product that is consistent with the information above and show a mechanism for its formation. (5 Marks) NaH Br он CSH100 ?
Practice Problem 07.71 When the following optically active alcohol is treated with HBr, a racemic mixture of alkyl bromides is obtained OH Br HBr + H2O Racemic mixture Draw the mechanism of the reaction. Step 1 Get help answering Molecular Drawing questions. Incorrect, Did you follow the instructions exactly when drawing this mechanistic step, what type of mechanism step is shown here? Is it a Loss of Leaving Group or Nucleophilic Attack or Proton Tranfer or Rearrangement? Draw step 1...
3. When 2-ethylcyclohexanone is treated with LDA (in the solvent THF), followed by ethyl bromide, two different alkylated products are formed. Answer the following questions about this reaction. 1) LDA THE two products 2) CH CH Br 3. a. What is LDA and what is its purpose? 3. b. Draw mechanisms for the reactions and show how the two different products are formed. Product A Mechanism Product B Mechanism 3. c. Draw an energy diagram for the formation of both...
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