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3) Write the mechanisms leading to the formation of the given ester for reactions A and...
1. Use curved arrows to show the mechanisms of formation of the substitution products in each...
1. Use curved arrows to show the mechanisms of formation of the substitution products in each reaction. Indicate stereochemistry of the products where necessary. [10 points] OCH3 DMSO BrH ♡ CH,CH,OH CH3CH2OH Br a Br NaOH NaOH THF
1) Predict the outcome of the following 4 reactions 1) Predict the outcome of the following...
1) Predict the outcome of the following 4 reactions
1) Predict the outcome of the following 4 reactions MeOH Ph reflux XPh MeΝΟ, reflux Y Br MeNO2 MeSNa DMSO Ph reflux Br 2) For the following 5 molecules predict whether an E2 elimination would be possible for the DRAWN conformation. Do not attempt to rotate around any bonds, judge based on the conformation shown. If yes, show the product. Br Ph BCH Meph Me Y y o tadi men 3)...
4. [12 pts] Propose mechanisms for the formation of all 3 products shown in the reaction...
4. [12 pts] Propose mechanisms for the formation of all 3 products shown in the reaction below: (draw curved arrows, intermediates, and resonance structures if necessary. NO NEED FOR TRANSITION STATES! CH CH CH CH Br Heat CH,CH,OH OCH.CH Mechanism.14 points) Mechanism 2 points) Mechanism.3 14 points) 5. [14 pts] Provide the major products of reacting the alkene shown in the middle of the scheme below with all the reagents independently. Draw the products' structures in the corresponding table below...
10. Select the compound that can not be made using the malonic ester synthesis: O O...
10. Select the compound that can not be made using the malonic ester synthesis: O O OH MeO Оме OH Ph OH A. B. Ph C. D. 11. In general both the malonic ester and acetoacetate synthesis require the addition of dilute acid in order to generate the final product. Why? A. the alkoxy cation needs to be eliminated C. the ionized cation partitions to the aqueous layer B. the stabilized enolate adds a proton in the separatory funnel D....
Show your steps and reaction conditions clearly. No reaction mechanisms are required. (a) Using acetone and...
Show your steps and reaction conditions clearly. No reaction mechanisms are required. (a) Using acetone and 2.2-dimethylpropanal as your only sources of carbon atoms, show how you would synthesize compound 1. Hint: Reaction of a diol and a carbonyl compound. Starting from 1-ethoxynaphthalene and 3-methylbutanoic acid as your only sources of carbon atoms, show how you would synthesize the ester 1. Hint oxidation of a ketone to ester (C) Suggest a synthesis for compound 1 using as starting materials/reactants benzaldehye....
POST-LABORATORY EXERCISES mic Acid Oxidation of Cyclohexanol Chromic Acid Oxid 1. Suppose instead of ead of...
POST-LABORATORY EXERCISES mic Acid Oxidation of Cyclohexanol Chromic Acid Oxid 1. Suppose instead of ead of using chromic acid as the oxidizing agent, you wed concentrated sulfuric acid. em to show the oxidation of cyclohexanol to cyclohexanone. W 1. Waite a mechanism to show the oxidatinast 개 wi 2. How would you carry out the following transformation? GENERAL EXPERIMENTAL ORGANIC CHEMIST action (If it has a name) and 3. Some of the reactions below are write the products of each...
(20) 1. Write mechanisms to account for the following observations. Assume that the sulfur is the...
(20) 1. Write mechanisms to account for the following observations. Assume that the sulfur is the electrophilic atom. Let stereochemistry be your guide. Use the correct arrow formalism and draw the structure of all intermediates. You are not allowed to use a carbocation for any of the reactions. Remember that neutral sulfur is divalent and one row lower on the periodic table than oxygen. OD (20) 2. Briefly explain the following observations. Show mechanisms for each reaction. Show all intermediates...
was given the wrong solutions What alkene is the major product formed from each alkyl halide...
was given the wrong solutions
What alkene is the major product formed from each alkyl halide in an El reaction? сну Considering the requirement of an anti-periplanar geometry, what E2 product(s) is/are formed from each starting material? Note: Deuterium (Atomie Symbol: D) is one of the two stable isotopes of hydrogen." It nucleus contains one profon and one neutron, whereas the nucleus of the more common isotope, protium, contains only one proton. The heavier version of hydrogen can undergo the...
1. Synthetic organic chemists have established clever ways for probing the mechanisms of chemical reactions. In...
1. Synthetic organic chemists have established clever ways for probing the mechanisms of chemical reactions. In general, a preference for anti- periplanar elimination is observed; however, under some conditions the syn-periplanar elimination product can be observed. How do chemists tell the difference between anti-and syn-periplanar eliminations? Let's find out! The reaction of the substrate below under E2 conditions (NaOEt in ethanol) will give different products by syn- and anti- elimination mechanisms. By analyzing the distribution of the products, organic chemists...
Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed....
Identify the mechanism by which each of the reactions above
proceeds from among the mechanisms listed. Use the letters
a - i for your answers.
Methanol to + + NaOCH3 NOCH Mothands t º + HOCH • NAGI HOCHZ + NaCl OH NaHCO3 o + H2O + CO2 + Nal a = Proton transfer b = Lewis acid base c = Radical chain substitution d=Radical chain addition e = Electrophilic addition f=E1 Elimination g=E2 Elimination h=Syl Nucleophilic substitution i= Sy2...
1. Use curved arrows to show the mechanisms of formation of the substitution products in each reaction. Indicate stereochemistry of the products where necessary. [10 points] OCH3 DMSO BrH ♡ CH,CH,OH CH3CH2OH Br a Br NaOH NaOH THF
1) Predict the outcome of the following 4 reactions
1) Predict the outcome of the following 4 reactions MeOH Ph reflux XPh MeΝΟ, reflux Y Br MeNO2 MeSNa DMSO Ph reflux Br 2) For the following 5 molecules predict whether an E2 elimination would be possible for the DRAWN conformation. Do not attempt to rotate around any bonds, judge based on the conformation shown. If yes, show the product. Br Ph BCH Meph Me Y y o tadi men 3)...
4. [12 pts] Propose mechanisms for the formation of all 3 products shown in the reaction below: (draw curved arrows, intermediates, and resonance structures if necessary. NO NEED FOR TRANSITION STATES! CH CH CH CH Br Heat CH,CH,OH OCH.CH Mechanism.14 points) Mechanism 2 points) Mechanism.3 14 points) 5. [14 pts] Provide the major products of reacting the alkene shown in the middle of the scheme below with all the reagents independently. Draw the products' structures in the corresponding table below...
10. Select the compound that can not be made using the malonic ester synthesis: O O OH MeO Оме OH Ph OH A. B. Ph C. D. 11. In general both the malonic ester and acetoacetate synthesis require the addition of dilute acid in order to generate the final product. Why? A. the alkoxy cation needs to be eliminated C. the ionized cation partitions to the aqueous layer B. the stabilized enolate adds a proton in the separatory funnel D....
Show your steps and reaction conditions clearly. No reaction mechanisms are required. (a) Using acetone and 2.2-dimethylpropanal as your only sources of carbon atoms, show how you would synthesize compound 1. Hint: Reaction of a diol and a carbonyl compound. Starting from 1-ethoxynaphthalene and 3-methylbutanoic acid as your only sources of carbon atoms, show how you would synthesize the ester 1. Hint oxidation of a ketone to ester (C) Suggest a synthesis for compound 1 using as starting materials/reactants benzaldehye....
POST-LABORATORY EXERCISES mic Acid Oxidation of Cyclohexanol Chromic Acid Oxid 1. Suppose instead of ead of using chromic acid as the oxidizing agent, you wed concentrated sulfuric acid. em to show the oxidation of cyclohexanol to cyclohexanone. W 1. Waite a mechanism to show the oxidatinast 개 wi 2. How would you carry out the following transformation? GENERAL EXPERIMENTAL ORGANIC CHEMIST action (If it has a name) and 3. Some of the reactions below are write the products of each...
(20) 1. Write mechanisms to account for the following observations. Assume that the sulfur is the electrophilic atom. Let stereochemistry be your guide. Use the correct arrow formalism and draw the structure of all intermediates. You are not allowed to use a carbocation for any of the reactions. Remember that neutral sulfur is divalent and one row lower on the periodic table than oxygen. OD (20) 2. Briefly explain the following observations. Show mechanisms for each reaction. Show all intermediates...
was given the wrong solutions
What alkene is the major product formed from each alkyl halide in an El reaction? сну Considering the requirement of an anti-periplanar geometry, what E2 product(s) is/are formed from each starting material? Note: Deuterium (Atomie Symbol: D) is one of the two stable isotopes of hydrogen." It nucleus contains one profon and one neutron, whereas the nucleus of the more common isotope, protium, contains only one proton. The heavier version of hydrogen can undergo the...
1. Synthetic organic chemists have established clever ways for probing the mechanisms of chemical reactions. In general, a preference for anti- periplanar elimination is observed; however, under some conditions the syn-periplanar elimination product can be observed. How do chemists tell the difference between anti-and syn-periplanar eliminations? Let's find out! The reaction of the substrate below under E2 conditions (NaOEt in ethanol) will give different products by syn- and anti- elimination mechanisms. By analyzing the distribution of the products, organic chemists...
Identify the mechanism by which each of the reactions above
proceeds from among the mechanisms listed. Use the letters
a - i for your answers.
Methanol to + + NaOCH3 NOCH Mothands t º + HOCH • NAGI HOCHZ + NaCl OH NaHCO3 o + H2O + CO2 + Nal a = Proton transfer b = Lewis acid base c = Radical chain substitution d=Radical chain addition e = Electrophilic addition f=E1 Elimination g=E2 Elimination h=Syl Nucleophilic substitution i= Sy2...
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