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Which of the following reagents does not add to an alpha, beta-unsaturated ketone in a1, 4...
Rheosmin is a saturated ketone obtained from an alpha,beta-unsaturated ketone (a crossed aldol condensation product) which...
Rheosmin is a saturated ketone obtained from an
alpha,beta-unsaturated ketone (a crossed aldol condensation
product) which is capable of undergoing hydrogenation to yield a
saturated ketone (Rheosmin). Using this technique, identify the
reagents needed to prepare Rheosmin via crossed aldol reaction.
Rheosmin 4-(4-hydroxyphenyl)butan-2-one
Which of the following nucleophiles would tend to favor conjugate addition to an alpha beta unsaturated...
Which of the following nucleophiles would tend to favor conjugate addition to an alpha beta unsaturated carbonyl? (C6H5)3P CH2 CH3CH20 CH3Li O CH3(CH2)3MgBr ⓔ LiAlH4
Which of the following reagents do not react with ketone carbonyls? a. NaBH4 b. (CH3)2Culi c....
Which of the following reagents do not react with ketone carbonyls? a. NaBH4 b. (CH3)2Culi c. LiAlH4 d. CH3MgCl . Treatment of an alcohol with which of the following would produce an ether? a. CISI(CH3)2(C(CH3)3) b. NaH, CICHOCH3 c. NaH, CH3CH2Br d. all of these Conjugate addition to a,B-unsaturated carbonyl compounds is characteristic of a. mild, reversible nucleophiles b. strong, irreversible nucleophiles c. wet oxidizing agents d. large weak electrophiles e. small strong electrophiles f. alkyllithiums
3) Gilman reagents are a type of organocuprate which are able to provide nucleophilic carbons for...
3) Gilman reagents are a type of organocuprate which are able to provide nucleophilic carbons for a 1,4 conjugated addition on a,B-unsaturated carbonyls (see below). Following the addition, an acidic workup protonates the anionic intermediate to yield the product shown. a. Draw the mechanism that occurs between the anionic carbon nucleophile and the cyclic ketone electrophile. The mechanism should use 3 arrows. Show the intermediate following the addition in the box below. Indicate charges Explain why the nucleophilic carbon attacks...
4. In contrast to the alpha amino acids which are ubiquitous in nature, beta amino acids...
4. In contrast to the alpha amino acids which are ubiquitous in nature, beta amino acids (with an extra carbon in the backbone) are quite rare. They form secondary structures that have very different conformations from traditional proteins. For instance, the compound shown below is the simplest beta amino acid; unusually, it is most stable in a gauche conformation. Draw it and explain why, co, Corn lonic c Hdi athrachan H₂N HT 5. Quebrachitol is a naturally occurring compound found...
4. Multiple Choice Place your answer in the space provided. (2 pts. each; 12 pts. total)...
4. Multiple Choice Place your answer in the space provided. (2 pts. each; 12 pts. total) Which is NOT true of the aldol condensation? A. It accomplishes the formation of a new carbon-carbon bond B. The enolate is favored at equilibrium (assume NaOH as the base) C. The key step is the mechanism is attack of the enolate ion on a carbonyl carbon atom D. Dehydration of the aldol product is often observed and is irreversible. _Which sets of hydrogen...
PRE-LAB QUIZ for EXPERIMENT 27 Name 1. In Experiment 27, a modified Perkin reaction is performed....
PRE-LAB QUIZ for EXPERIMENT 27 Name 1. In Experiment 27, a modified Perkin reaction is performed. The Perkin reaction is a carbonyl condensation reaction that is related to the Claisen condensation and aldol condensation. In this experiment, the reactants are benzaldehyde and 3-benzoylpropionic acid with sodium acetate and acetic anhydride as catalysts. Draw the structures of these compounds in the space below. benzaldehyde 3-benzoylpropionic acid acetic anhydride 2. The first step of the reaction is the formation of the mixed...
Chem 30B F2019 Practice Exam 2A 1. Which of the following compounds is a tertiary alcohol?...
Chem 30B F2019 Practice Exam 2A 1. Which of the following compounds is a tertiary alcohol? Circle your answer(s) CHCH HOCH CH2CH.CH HOCHCH.CH 2. Draw the structure for 3-propyl-2-chloro-cycloheptanal: 3. Write an IUPAC name for the following compound: HC ANH2 Chem 300 F2019 Pratice Exam 2A 4. Which of the following alcohols would undergo oxidation to form a ketone (circle the correct structures)?
Can you help me identify reagent (i), Compound 8 and Compound 12 in the reaction scheme?...
Can you help me identify reagent (i), Compound 8 and
Compound 12 in the reaction scheme?
You have laboratory data on all the compounds in the
synthesis, however the amount of data available to you varies. Some
have the entirety of the spectral data, others have as little as
the elemental analysis. Use the laboratory data to help you
discover which reaction has been performed.
The lab data for Compound 8 and 12 is as
follows:
You can use any...
HO form Which of the following compounds is most reactive towards hudleophilic addition rxns? a) lo...
HO form Which of the following compounds is most reactive towards hudleophilic addition rxns? a) lo i isla ally e) ye • The first step of nucleophilic acyl substitutions I attack of a carbonyl group to intermediate a) electrophilic trigonal c) electrophilic, tetrahedral b) nucleophilic trigonal. d) nucleophilic, tetrahedral Provide the necessary reagents to carry out the Kollowing conversson. a) 1. (CH₃)₂ Culi 2. H₂O b) l. excess DIBAHZ. H₂O ~оси, c)l. excess CH ₂ Mg Br 2. H₂O d)...
Rheosmin is a saturated ketone obtained from an
alpha,beta-unsaturated ketone (a crossed aldol condensation
product) which is capable of undergoing hydrogenation to yield a
saturated ketone (Rheosmin). Using this technique, identify the
reagents needed to prepare Rheosmin via crossed aldol reaction.
Rheosmin 4-(4-hydroxyphenyl)butan-2-one
Which of the following nucleophiles would tend to favor conjugate addition to an alpha beta unsaturated carbonyl? (C6H5)3P CH2 CH3CH20 CH3Li O CH3(CH2)3MgBr ⓔ LiAlH4
Which of the following reagents do not react with ketone carbonyls? a. NaBH4 b. (CH3)2Culi c. LiAlH4 d. CH3MgCl . Treatment of an alcohol with which of the following would produce an ether? a. CISI(CH3)2(C(CH3)3) b. NaH, CICHOCH3 c. NaH, CH3CH2Br d. all of these Conjugate addition to a,B-unsaturated carbonyl compounds is characteristic of a. mild, reversible nucleophiles b. strong, irreversible nucleophiles c. wet oxidizing agents d. large weak electrophiles e. small strong electrophiles f. alkyllithiums
3) Gilman reagents are a type of organocuprate which are able to provide nucleophilic carbons for a 1,4 conjugated addition on a,B-unsaturated carbonyls (see below). Following the addition, an acidic workup protonates the anionic intermediate to yield the product shown. a. Draw the mechanism that occurs between the anionic carbon nucleophile and the cyclic ketone electrophile. The mechanism should use 3 arrows. Show the intermediate following the addition in the box below. Indicate charges Explain why the nucleophilic carbon attacks...
4. In contrast to the alpha amino acids which are ubiquitous in nature, beta amino acids (with an extra carbon in the backbone) are quite rare. They form secondary structures that have very different conformations from traditional proteins. For instance, the compound shown below is the simplest beta amino acid; unusually, it is most stable in a gauche conformation. Draw it and explain why, co, Corn lonic c Hdi athrachan H₂N HT 5. Quebrachitol is a naturally occurring compound found...
4. Multiple Choice Place your answer in the space provided. (2 pts. each; 12 pts. total) Which is NOT true of the aldol condensation? A. It accomplishes the formation of a new carbon-carbon bond B. The enolate is favored at equilibrium (assume NaOH as the base) C. The key step is the mechanism is attack of the enolate ion on a carbonyl carbon atom D. Dehydration of the aldol product is often observed and is irreversible. _Which sets of hydrogen...
PRE-LAB QUIZ for EXPERIMENT 27 Name 1. In Experiment 27, a modified Perkin reaction is performed. The Perkin reaction is a carbonyl condensation reaction that is related to the Claisen condensation and aldol condensation. In this experiment, the reactants are benzaldehyde and 3-benzoylpropionic acid with sodium acetate and acetic anhydride as catalysts. Draw the structures of these compounds in the space below. benzaldehyde 3-benzoylpropionic acid acetic anhydride 2. The first step of the reaction is the formation of the mixed...
Chem 30B F2019 Practice Exam 2A 1. Which of the following compounds is a tertiary alcohol? Circle your answer(s) CHCH HOCH CH2CH.CH HOCHCH.CH 2. Draw the structure for 3-propyl-2-chloro-cycloheptanal: 3. Write an IUPAC name for the following compound: HC ANH2 Chem 300 F2019 Pratice Exam 2A 4. Which of the following alcohols would undergo oxidation to form a ketone (circle the correct structures)?
Can you help me identify reagent (i), Compound 8 and
Compound 12 in the reaction scheme?
You have laboratory data on all the compounds in the
synthesis, however the amount of data available to you varies. Some
have the entirety of the spectral data, others have as little as
the elemental analysis. Use the laboratory data to help you
discover which reaction has been performed.
The lab data for Compound 8 and 12 is as
follows:
You can use any...
HO form Which of the following compounds is most reactive towards hudleophilic addition rxns? a) lo i isla ally e) ye • The first step of nucleophilic acyl substitutions I attack of a carbonyl group to intermediate a) electrophilic trigonal c) electrophilic, tetrahedral b) nucleophilic trigonal. d) nucleophilic, tetrahedral Provide the necessary reagents to carry out the Kollowing conversson. a) 1. (CH₃)₂ Culi 2. H₂O b) l. excess DIBAHZ. H₂O ~оси, c)l. excess CH ₂ Mg Br 2. H₂O d)...
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