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4. Conversion of B into C involves hydrolysis of the ester followed by decarboxylation. On the...
4. (15 Points) Pericyclic Reactions: The transformation below can be described as a pericyclic reaction followed by a polar-acidic mechanism, where the acid is not shown because it is picked up from...
4. (15 Points) Pericyclic Reactions: The transformation below can be described as a pericyclic reaction followed by a polar-acidic mechanism, where the acid is not shown because it is picked up from the environment. (a) Start by redrawing the starting material below, and show how the pericyclic reaction occurs with curved arrows. (b) Specify the type of pericyclic reaction it represents and the name reaction. (c) If you've done the pericyclic reaction correctly, your product will be an enol. From...
tivities Electron pairs :0: :0: 9 H:03 :0—H I- Erase H-CC-HH-CC-H I- H-OH Write the first...
tivities Electron pairs :0: :0: 9 H:03 :0—H I- Erase H-CC-HH-CC-H I- H-OH Write the first step of this aldol reaction using curved arrows to show electron reorganization. H OHH dilute ag NaOH H-CC-C 0- 0-0-1 АН HH ethana "aldor Recheckt (2017) Nat Et Ethanol pe 1 pt The double cyclization (above) proceeds by formation of an enolate followed by two successive intramolecular Michael reactions 1 pt Write a detailed mechanism for this reaction on paper, then draw structural formulas...
СО cat. H + NH2CH3 + H2CO2C CO2CH3 CO CHE Cocaine has been prepared by a...
СО cat. H + NH2CH3 + H2CO2C CO2CH3 CO CHE Cocaine has been prepared by a sequence beginning with a Mannich reaction between dimethyl acetonedicarboxylate, methylamine, and butanedial. The mechanism involves the following steps: 1. Following initial protonation of the carbonyl oxygen, nucleophilic attack by the amine forms carbinolamine 1; 2. Proton transfer and elimination of water forms iminium ion 2; he enol form of the dicarboxylate ester attacks the iminium ion to form adduct 3; 4. Adduct 3 tautomerizes...
Draw a structural formula for the product of the aldol reaction of the compound shown above,...
Draw a structural formula for the product of the aldol reaction of the compound shown above, as well as the a.B-unsaturated aldehyde or ketone formed from dehydration of the aldol product. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right comer. Separate structures using the sign from the drop-down menu. . o 1. Og 2. (CH3)2...
QUESTION 1 Any reaction involving a carbonyl group and a strong acid begins with the same...
QUESTION 1 Any reaction involving a carbonyl group and a strong acid begins with the same first step, which is __________________ of the carbonyl oxygen. QUESTION 2 Using condensed molecular formulas (C#H#X#Y#) for your answers, predict the products of the reactions of C6H5CH2CHO (phenylacetaldehyde) with these reagents, and identify the functional group produced in the product. Note that the Tx symbol above allows you to do a subscript. a. NaBH4 / CH3OH b. 1. CH3MgBr; 2. H2O c. Ph3P=CHCH3 d....
extra credit orgo chem NaBH MOH 1.Write two starting materials (five or fewer C's) that react...
extra credit orgo chem
NaBH MOH 1.Write two starting materials (five or fewer C's) that react to form the target molecule starting from any carbonyl compound and any organometallic reagent. OH Part IV. Mechanistic Puzzlers (16 pts) 10. Reduction of cyclohexanone using lithium aluminum hydride gives a deuterated alcohol when D.O is used instead of H.O in the workup step. Account for this outcome with a mechanism, showing curved arrows, the key intermediate, and lone pairs and charges. (6 pts)...
13 SN1: Synthesis of tert-Butyl Chloride Alkyl halides can be prepared from their corresponding alcohols via...
13 SN1: Synthesis of tert-Butyl Chloride Alkyl halides can be prepared from their corresponding alcohols via an acid catalyzed substitution reaction. The mechanism of these acid catalyzed substitution reactions are labeled as SNI (substitution, nucleophilic, unimolecular) and S 2 (substitution, nucleophilic, bimolecular). Tertiary alcohols follow the Syl route, primary alcohols follow the Sy2 route, and secondary alcohols can follow either path. Under acidic conditions, the mechanism (Figure 1) of the Syl reaction involves rapid protonation of the alcohol, followed by...
Please explain what is going on in this lab for STEP 3. what are some important...
Please explain what is going on in this lab for STEP 3. what
are some important factors?
Multistep Synthesis Preparation of 4,4-Diphenyl-3-buten-2-one! This experiment illustrates se multistep synthesis, in which the the next. This process is very common iment illustrates several important concepts of organic synthesis. It is a synthesis, in which the product of one reaction becomes the starting material of This process is very common in industry and research, and demands careful to vields and techniques. The experiment...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition of the proton to one face of the alkene with simultaneous delivery of a bromide ion from a different molecule of H-Br. 11. Which compound is the strongest nmucleophile for reaction of methane methanesulfonate (CHOS0.CH) in methanol at room temperature? (You may assume that everything is soluble in methanol) (A) potassium bromide (B) cesium iodide (C) sodiam chloride (D) lithium flaoride 12. Which proton...
Synthesis of dimedone This lab exercise will give you practical experience with the generation of...
Synthesis of dimedone This lab exercise will give you practical experience with the generation of a malonic ester enolate and subsequent reaction with an a,p-unsaturated carbonyl compound. This sequence is known as the Michael reaction. In the presence of sodium methoxide, dimethyl propanedioate (malonic ester/dimethyl malonate) is converted to the corresponding enolate anion and reaction with 4-methylpent-3-en-2-one (mesityl oxide) affords the Michael adduct 1, as shown in the reaction sequence below. Under the basic reaction conditions, the Michael adduct 1...
4. (15 Points) Pericyclic Reactions: The transformation below can be described as a pericyclic reaction followed by a polar-acidic mechanism, where the acid is not shown because it is picked up from the environment. (a) Start by redrawing the starting material below, and show how the pericyclic reaction occurs with curved arrows. (b) Specify the type of pericyclic reaction it represents and the name reaction. (c) If you've done the pericyclic reaction correctly, your product will be an enol. From...
tivities Electron pairs :0: :0: 9 H:03 :0—H I- Erase H-CC-HH-CC-H I- H-OH Write the first step of this aldol reaction using curved arrows to show electron reorganization. H OHH dilute ag NaOH H-CC-C 0- 0-0-1 АН HH ethana "aldor Recheckt (2017) Nat Et Ethanol pe 1 pt The double cyclization (above) proceeds by formation of an enolate followed by two successive intramolecular Michael reactions 1 pt Write a detailed mechanism for this reaction on paper, then draw structural formulas...
СО cat. H + NH2CH3 + H2CO2C CO2CH3 CO CHE Cocaine has been prepared by a sequence beginning with a Mannich reaction between dimethyl acetonedicarboxylate, methylamine, and butanedial. The mechanism involves the following steps: 1. Following initial protonation of the carbonyl oxygen, nucleophilic attack by the amine forms carbinolamine 1; 2. Proton transfer and elimination of water forms iminium ion 2; he enol form of the dicarboxylate ester attacks the iminium ion to form adduct 3; 4. Adduct 3 tautomerizes...
Draw a structural formula for the product of the aldol reaction of the compound shown above, as well as the a.B-unsaturated aldehyde or ketone formed from dehydration of the aldol product. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right comer. Separate structures using the sign from the drop-down menu. . o 1. Og 2. (CH3)2...
extra credit orgo chem
NaBH MOH 1.Write two starting materials (five or fewer C's) that react to form the target molecule starting from any carbonyl compound and any organometallic reagent. OH Part IV. Mechanistic Puzzlers (16 pts) 10. Reduction of cyclohexanone using lithium aluminum hydride gives a deuterated alcohol when D.O is used instead of H.O in the workup step. Account for this outcome with a mechanism, showing curved arrows, the key intermediate, and lone pairs and charges. (6 pts)...
13 SN1: Synthesis of tert-Butyl Chloride Alkyl halides can be prepared from their corresponding alcohols via an acid catalyzed substitution reaction. The mechanism of these acid catalyzed substitution reactions are labeled as SNI (substitution, nucleophilic, unimolecular) and S 2 (substitution, nucleophilic, bimolecular). Tertiary alcohols follow the Syl route, primary alcohols follow the Sy2 route, and secondary alcohols can follow either path. Under acidic conditions, the mechanism (Figure 1) of the Syl reaction involves rapid protonation of the alcohol, followed by...
Please explain what is going on in this lab for STEP 3. what
are some important factors?
Multistep Synthesis Preparation of 4,4-Diphenyl-3-buten-2-one! This experiment illustrates se multistep synthesis, in which the the next. This process is very common iment illustrates several important concepts of organic synthesis. It is a synthesis, in which the product of one reaction becomes the starting material of This process is very common in industry and research, and demands careful to vields and techniques. The experiment...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition of the proton to one face of the alkene with simultaneous delivery of a bromide ion from a different molecule of H-Br. 11. Which compound is the strongest nmucleophile for reaction of methane methanesulfonate (CHOS0.CH) in methanol at room temperature? (You may assume that everything is soluble in methanol) (A) potassium bromide (B) cesium iodide (C) sodiam chloride (D) lithium flaoride 12. Which proton...
Synthesis of dimedone This lab exercise will give you practical experience with the generation of a malonic ester enolate and subsequent reaction with an a,p-unsaturated carbonyl compound. This sequence is known as the Michael reaction. In the presence of sodium methoxide, dimethyl propanedioate (malonic ester/dimethyl malonate) is converted to the corresponding enolate anion and reaction with 4-methylpent-3-en-2-one (mesityl oxide) affords the Michael adduct 1, as shown in the reaction sequence below. Under the basic reaction conditions, the Michael adduct 1...
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