2. Consider the following reaction OH + PPO OH a. Draw the resonance structures of the intermediate that is formed after the benzene ring reacts with the allylic carbocation. b. Provide arrow-pushing mechanism for the formation of the product from the intermediate formed in part a.
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- A benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.6. Complete this multi-step reaction sequence on paper: Convert 2-pentanol into 2,3-dibromopentane. Draw structures of the starting material (2-pentanol) and final product (2,3-dibromopentane), and show the two reactions needed for this synthesis. Include the structure of the intermediate compound, and the reagents and conditions for each reaction. Then explain why 1,2-dibromopentane would not be a significant product of this synthesis.Draw a structural formula of an alkene or alkenes (if more than one) that undergo acid-catalyzed hydration and without rearrangement give 1-methylcyclohexanol as the major product. • You do not have to consider stereochemistry. • You do not have to explicitly draw Hatoms. • If more than one structure fits the description, draw them all. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. ● 8) *9.8 MUIT / ? ChemDoodle [ ] remove
- Wittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and ketones. (a) Draw the structure of the triphenylphosphonium salt and Wittig reagent formed from each chloroether. (b) Draw the structural formula of the product formed by treating each Wittig reagent with cyclopentanone. Note that the functional group is an enol ether or, alternatively, a vinyl ether. (c) Draw the structural formula of the product formed on acid-catalyzed hydrolysis of each enol ether from part (b).Electrophiles for the electrophilic aromatic substitution reactions have to be very strong to react with the stable aromatic rings. A nitronium ion is needed for nitration of aromatic rings. Complete the mechanism of the formation of the nitronium ion from concentrated nitric acid in concentrated sulfuric acid2. Draw the structures and explain why CH3CH₂O and CH3CO₂ are good nucleophiles but CH3SO3, water, and alcohols (R-OH) are poor nucleophiles. Propose a 'cutoff' for the amount of negative charge needed to be a good nucleophile. CH3CH₂O CH3CO₂ CH3SO3 H₂O CH₂OH
- a) Draw the structure of alkene and proposed reagent(s) used to prepare the product in Reaction A. Draw the reaction mechanism for first image b) Predict the molecular structure of the major product(s) of Reaction B and C with second image c) Rank the following compounds from the lowest to highest boiling point. Explain your answer briefly. A: 1-Butanoic acid; B: 1- Butanol; C: 1-Butane d) Draw any three alcohol isomers with molecular formula of C4H10O. e) Based on isomer structures you drawn in part (d), draw the final oxidation product(s) (by KMnO4/H+) of any two isomer, respectively.Draw a structural formula of an alkene or alkenes (if more than one) that undergo acid-catalyzed hydration and without rearrangement give 1-methylcyclohexanol as the major product. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • If more than one structure fits the description, draw them all. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. ● AAVII -85 ? ChemDoodleⓇ Y [FDraw a structural formula of an alkene or alkenes (if more than one) that undergo acid-catalyzed hydration and without rearrangement give 1-methylcyclohexanol as the major product. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • If more than one structure fits the description, draw them all. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. ● VIL ? ChemDoodle Ⓡ Qt Sn [F
- 1. Nitration of pyridine occurs primarily at the 3-position as shown in the reaction below. Explain why nitration at this position is favored over nitration at the 2 or 4 position. Use structures to support your answer. Note that the numbering of the ring begins with the nitrogen as position 1. HNO3 H₂SO4 `N .NO₂Q2Show why the OH functional group, of phenol below, is ortho directing using curly arrows to show the formation of each of the four resonance structures A, B, C and D. Draw all the resonance structures A through D and explain why one resonance structure is more favourable than the other three in directing the electrophile (E*) ortho to the OH functional group.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.
