Provide the organometallic reagent that is needed to perform the transformation shown below. The reagent should be formatted as LiR or BrMgR where R is an alkyl group written as a Condensed Formula. Do not use subscripts. (Use the Reagent Cabinet List as a reference for correct formatting of your answer.) HO,

Provide the organometallic reagent that is needed to perform the transformation shown below. The reagent should be formatted as LiR or BrMgR where R is an alkyl group written as a Condensed Formula. Do not use subscripts. (Use the Reagent Cabinet List as a reference for correct formatting of your answer.) HO,

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter16: Synthesis Workshop 1

Section: Chapter Questions

Problem 25E

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Provide the organometallic reagent that is needed to perform the transformation shown below. The reagent should be formatted as LiR or BRMGR, where R is an alkyl group written as a Condensed Formula. Do not use subscripts. (Use the Reagent Cabinet List as a reference for correct formatting of your answer.) OH
O A and C QUESTION 5 Provide the organometallic reagent that is needed to perform the transformation shown below. The reagent should be formatted as LİR or BrMgR, where R is an alkyl group written as a Condensed Formula. Do not use subscripts. (Use the Reagent Cabinet List as a reference for correct formatting of your answer.) HO.
Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CH3OH H3C CI • • • • You do not have to consider stereochemistry. Include all valence lone pairs in your answer. Do not include counter-ions, e.g., Na+, I", in your answer. In cases where there is more than one answer, just draw one.
Circle the drawing that best describes the transition state structure for the addition step (first step) of the acyl substitution reaction shown in the box below. Place a box around the drawing that best describes the transition state structure for the elimination step (second step) of the acyl substitution reaction shown in the box below. + CH;CH2O Br + CH3 Br CH3 OCH2CH3 8- -Br 8- -Br CH3 CH;CH2Ó 8- CH3 CH;CH,Ó 8- CH3 CH;CH20 Br 8- 8- CH3 8- Br CH3 Br CH3 Br CH;CH20 8- CH3CH20 8- CH3CH20
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You react an unknown aldehyde (substitutent group marked with an "x") with a ketone and get the product on the right (substitutent group still unknown). HNMR data for the product is shown below. Which of these 3 aldehydes is the reactant that was used? sorry the HNMR looks rough, this was the last question on my final and I am still kinda reeling from it.
Nonconjugated B,y-unsaturated ketones are in base-catalyzed equilibrium with their conjugated a,ß-unsaturated isomers. The mechanism of interconversion involves the formation of a resonance-stabilized intermediate with three resonance contributors. Draw the structures of these three resonance contributors. OH • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate resonance structures using the symbol from the drop-down menu. + *** Sn [F
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Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CI + H₂N • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. OH • Do not include counter-ions, e.g., Na+, I¯, in your answer. • In cases where there is more than one answer, just draw one.
or-o The transformation above can be performed with some combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A 1) CH3CH₂MgBr 2) H3O* D DMP or PCC B conc. H₂SO4, heat E 1) CH3CH₂CH₂MgBr 2) H3O+ C Mg F Na₂Cr₂O7, H₂SO4, H₂O
9. Provide the major dehydration product of the following reaction. Recall which of the four substitution and elimination reactions a dehydration is. Before you do your SN# or E# mechanism, remember what heteroatoms do in the presence of an acid (aka - the-OH is a bad leaving group, but protonating it might turn it into a good one). Don't forget to apply the concept from the previous question. 5 OH H+ A Send a chat
The addition of an alcohol to an acid chloride is an example of alcoholysis (alcohol addition with bond breakage). Consider the alcoholysis reaction below and answer the questions that follow. 1. Show the tetrahedral intermediate that is formed after the nucleophilic addition of the alcohol to the acid chloride. Be sure to include all lone pair electrons and formal charges on your intermediate structure. 2. Show the final product of this alcoholysis reaction that forms after the intermediate you made in Part 1. Do not include inorganic or charged products in your answer. Be sure to include all lone pair electrons and formal charges.