Homework Answers
Mechanism
of Robinson annulation-1) example 1- Base remove proton forms
enolate ion. The attack of enolate to enone via 1,4 addition i.e
Michael addition.protonation of enolate to form ketone.Now base
remove alpha proton to carbonyl at less hindered side forms
carbanion Wich converts to enolate ion.Then aldol addition addition
enolate ion to ketone Forms alkoxide ion Wich abstract proton forms
alcohol . Base abstracts acidic proton and loss of Alcohol
formation of alpha beta unsaturated product
2) example -2 sodium methoxide removes active methylene groups
proton that is most acidic forms enolate ion. Attack of enolate to
enone 1,4 addition i.e Michael addition.enolate protonated to give
ketone.
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19. Give the major organic product of each Robinson Annulation reaction. NaOM, MOH 20. Design a synthesis to perfor...
20. Design a synthesis to perform the following transformations. Show all reagents and synthetic intermediates. Abo...
20. Design a synthesis to perform the following transformations. Show all reagents and synthetic intermediates. Above each arrow is the number of steps each synthesis can be performed in, but you can use as many steps as you need. che sia ke - x ОН ОН when ich OMe 3 Meo
5. Robinson used his annulation reaction in the total synthesis of cholesterol that he published in...
5. Robinson used his annulation reaction in the total synthesis of cholesterol that he published in 1951. (His interest in the synthesis dated back to 1932!) The synthesis was very important for the synthesis of other steroids. Describe in words what is changing from reactants to products in each step and provide the reagents necessary for each conversion. MeMe Me. SH HO Cholesterol (a steroid!) The number of stereoisomers of a molecule can be predicted (in most cases) by using...
FALL 2019 QUIZNIO 1 Draw the MAJOR organic products of each reaction and indicate stereochemistry where...
FALL 2019 QUIZNIO 1 Draw the MAJOR organic products of each reaction and indicate stereochemistry where necessary (4 points SOCIE нанд tok OMSO HCI (2 e) 2 SYNTHESIS: How would you prepare compound 1 from cyclopentanol? You may use any other organic reagents of inorganic reagents you wish but you must start with cyclopentanol. The desired product for each reaction must be the MAJOR PRODUCT. Give the reactants, conditions (where appropriate and products of each synthetic step but NO MECHANISMS....
give the major organic product(s) from the reaction of the compound with each of these reagents...
give the major organic product(s) from the reaction of the compound
with each of these reagents or set of reagents
a) 1) t-BuO(-) 2) CH3I
b) PCC
c) POCl3
d) HCl
e) PBr3
1. For each of the following transformations, provide the missing reagents/conditions, starting material, or major organic...
1. For each of the following transformations, provide the missing reagents/conditions, starting material, or major organic products) as appropriate. You may ignore stereochemistry. All transformations requiring you to fill in reagents can be accomplished in two or fewer steps namorangorang NaOH (cat) moldana 1. Cros, pyridine 2. Hicato c. OYO TA Dono 1. Et Cui 2. H* workup 3. NaBH, MOH modello 1. PhMgBr, E1,0 2 H workup 3. conc. H2SO4 Duplication of this problem ser for any purpose other...
For questions 1-4, provide the missing reactant(s), reagent(s), or major organic product(s) of each reaction. Only...
For questions 1-4, provide the missing reactant(s), reagent(s), or major organic product(s) of each reaction. Only one type of species is missing for each reaction. If you are providing reactant(8) or product(s), be sure to indicate stereochemistry if it is relevant. If you are providing reagents and more than one step is required, be sure to number each step. 1. EtMgBr 2.H20 NH [H] 5. Propose an efficient synthesis for one of the following transformations. Please circle the synthesis you...
6. Give the major organic product from each mixed aldol reaction. Then explain why there conditions...
6. Give the major organic product from each mixed aldol reaction. Then explain why there conditions favor one product instead of generating a mixture of products. NaOH HO H CCI, NaOH HO a. LDA ht 7. Give the curved arrow mechanism for this reaction. he NaOH, H2O heat halla Τ Η 3. Give the major organic aldol product for each reaction, along with the dehydration product possible) formed after heating. NaOH heat H2O heat NaOH H2O ix heat NaOH HO
6. Give the major organic product from each mixed aldol reaction. Then explain why the reaction...
6. Give the major organic product from each mixed aldol reaction. Then explain why the reaction conditions favor one product instead of generating a mixture of products. NaOH a. + Н,о "СС, NaOH b. Н.о a. LDA c. b. О H н 7. Give the curved arrow mechanism for this reaction. NaOH, H,O Н heat
Please explain the mechanisms! 1. Propose a synthesis for each of the following problems starting with reagent shown and using any other organic or inorganic reagents allowed in each problem. Mu...
Please explain the mechanisms!
1. Propose a synthesis for each of the following problems starting with reagent shown and using any other organic or inorganic reagents allowed in each problem. Multiple steps are required. The number of steps you use does not matter. Reactions should give the desired product as a major product. For full credit show the product of each step (reaction). If you make use of organometallic reagents such as Grignard, Wittig, organolithium, organosodium, organocopper, etc. you must...
1. (7 points) Draw the major, organic product generated for each of the reactions regiochemistry and...
1. (7 points) Draw the major, organic product generated for each of the reactions regiochemistry and stereochemistry. Be sure to indicate if more than one enantiomer is formed. below. Pay particular attention to the CI dilute H2SO4 KCN C2, H20 (dark) 1. BH3 THF 2. H2O2, KOH 1. NaH 2. allyl chloride (e) Draw the stereoisomer of 2,3-diphenylbut-2-ene that yields meso-2,3-dibromo-2,3-diphenylbutane on reaction with Br2 in the cold, darkness. 2.(2 points) Complete the following synthesis by filing in the missing...
20. Design a synthesis to perform the following transformations. Show all reagents and synthetic intermediates. Above each arrow is the number of steps each synthesis can be performed in, but you can use as many steps as you need. che sia ke - x ОН ОН when ich OMe 3 Meo
5. Robinson used his annulation reaction in the total synthesis of cholesterol that he published in 1951. (His interest in the synthesis dated back to 1932!) The synthesis was very important for the synthesis of other steroids. Describe in words what is changing from reactants to products in each step and provide the reagents necessary for each conversion. MeMe Me. SH HO Cholesterol (a steroid!) The number of stereoisomers of a molecule can be predicted (in most cases) by using...
FALL 2019 QUIZNIO 1 Draw the MAJOR organic products of each reaction and indicate stereochemistry where necessary (4 points SOCIE нанд tok OMSO HCI (2 e) 2 SYNTHESIS: How would you prepare compound 1 from cyclopentanol? You may use any other organic reagents of inorganic reagents you wish but you must start with cyclopentanol. The desired product for each reaction must be the MAJOR PRODUCT. Give the reactants, conditions (where appropriate and products of each synthetic step but NO MECHANISMS....
give the major organic product(s) from the reaction of the compound
with each of these reagents or set of reagents
a) 1) t-BuO(-) 2) CH3I
b) PCC
c) POCl3
d) HCl
e) PBr3
1. For each of the following transformations, provide the missing reagents/conditions, starting material, or major organic products) as appropriate. You may ignore stereochemistry. All transformations requiring you to fill in reagents can be accomplished in two or fewer steps namorangorang NaOH (cat) moldana 1. Cros, pyridine 2. Hicato c. OYO TA Dono 1. Et Cui 2. H* workup 3. NaBH, MOH modello 1. PhMgBr, E1,0 2 H workup 3. conc. H2SO4 Duplication of this problem ser for any purpose other...
For questions 1-4, provide the missing reactant(s), reagent(s), or major organic product(s) of each reaction. Only one type of species is missing for each reaction. If you are providing reactant(8) or product(s), be sure to indicate stereochemistry if it is relevant. If you are providing reagents and more than one step is required, be sure to number each step. 1. EtMgBr 2.H20 NH [H] 5. Propose an efficient synthesis for one of the following transformations. Please circle the synthesis you...
6. Give the major organic product from each mixed aldol reaction. Then explain why there conditions favor one product instead of generating a mixture of products. NaOH HO H CCI, NaOH HO a. LDA ht 7. Give the curved arrow mechanism for this reaction. he NaOH, H2O heat halla Τ Η 3. Give the major organic aldol product for each reaction, along with the dehydration product possible) formed after heating. NaOH heat H2O heat NaOH H2O ix heat NaOH HO
6. Give the major organic product from each mixed aldol reaction. Then explain why the reaction conditions favor one product instead of generating a mixture of products. NaOH a. + Н,о "СС, NaOH b. Н.о a. LDA c. b. О H н 7. Give the curved arrow mechanism for this reaction. NaOH, H,O Н heat
Please explain the mechanisms!
1. Propose a synthesis for each of the following problems starting with reagent shown and using any other organic or inorganic reagents allowed in each problem. Multiple steps are required. The number of steps you use does not matter. Reactions should give the desired product as a major product. For full credit show the product of each step (reaction). If you make use of organometallic reagents such as Grignard, Wittig, organolithium, organosodium, organocopper, etc. you must...
1. (7 points) Draw the major, organic product generated for each of the reactions regiochemistry and stereochemistry. Be sure to indicate if more than one enantiomer is formed. below. Pay particular attention to the CI dilute H2SO4 KCN C2, H20 (dark) 1. BH3 THF 2. H2O2, KOH 1. NaH 2. allyl chloride (e) Draw the stereoisomer of 2,3-diphenylbut-2-ene that yields meso-2,3-dibromo-2,3-diphenylbutane on reaction with Br2 in the cold, darkness. 2.(2 points) Complete the following synthesis by filing in the missing...
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