The second page is an example how it suppose to be done.(Hex-4-en-3-one+CH3CH2MgBR). It's complete. Please follow directions. ee. butyric acid + xs CH3MgBr1. React the carbonyl compound:It is (circle one) CONJUGATEDNON-CONJUGATEDThe Nucleophile isPotential to Establish a Resonance SystemOption 1: Almost all reactionsOption 2 When Nu is a strong base (OH or OR).1 (Preferred)and the leaving group is identical to the Nu(option 1 is react the electron-rich nucleophilewith the electron- deficient carbonyl carbon)(option 2 is remove the alpha hydrogen andcreate a resonance-stabilized carbanion that canact as a nucleophile.)with aCircle the option and reason for reactparticular site of the carbonyl compoundOption 1: Always use UNLESSOption 2: The Nu matches Y AND is -OR2. Take care of the negative formal charge of the oxygen in the tetrahedral complexOption 1 (Preferred): All cases except Option 21 (Preferred)Option 2: If there are no leaving groups,or if the only potential leaving group isthe Nu that was just added and itis not a very good leaving group (N or O).(option 1 is reform the double bond)(option 2 is add a hydrogen ion)Circle the option and reason* if you reform the Double bondwhotstheReason?Option 1: Always use UNLESSEwA/ REASonae?- LeGuing group?Shells ?Option 2: There is no leaving group (there arecarbons and hydrogens), OR there are only-charge ?- elec trunegativity?carbons and hydrogens except for the Nu thatjust added, AND it is N or O.3. Check to see if the reaction continues(xs Nu, or C with 4 single bonds, 2 electron-withdrawing atoms with non-bonded electron pairs.) CH3 -CH 2CH=cH-CHzz. hex-4-en-3-one + CH3CH2MgBr1. React the carbonyl compound:It is (circle one) CONJUGATED NON-CONJUGATEDCH- CH2The Nucleophile isCH3- CH= ě - cH = CH;-CHtsResonance SystemOption 1: Only the Nu createdfrom RMgBr, NaBH or LIAIH, sticksRR-CH CH8+Option 2 All other Nu end up here eventually1 (Preferred)NUBCHg-CH,(option 1 is react the electron-rich nucleophilewith the electron- deficient carbonyl carbon)(option 2 is to react the electron-rich nucleophilewith the slightly electron-deficient carbon at theend of the resonance system.)Circle the option and reason for reacting with aparticular site of the carbonyl compoundOption 1: RMgBr, LIAIH4, or NaBH4Option 2: All other Nu end up sticking here2. Take care of the negative formal charge of the oxygen in the tetrahedral complex:0:a Ht- CH-CH-CH3CH2-CH3Option 1 (Prefered). All cases except Option 21 (Preferred)Option 2: If there are no leaving groups,or if the only potential leaving group isthe Nu that was just added and itis not a very good leaving group (N or O).(option 1 is reform the double bond)(option 2 is add a hydrogen ion)Circle the option and reasonOption 1: Always use UNLESS* if u reform the DOuble bondyouOption 2: There is no leaving group (there arewhots tleReason?carbons and hydrogens), OR there are onlycarbons and hydrogens except for the Nu thatEw A/ ReaSonae?- LeGuing group?- Shells ?elec trinegativity?just added, AND it is N or O.|charge3. Check to see if the reaction continues (xs Nu, or C with 4 single bonds, 2 electron-withdrawing atoms with non-bonded electronpairs.)

Given: Butyric and and methyl magnesium bromide. To find: Nucleophile Solution: Nucleophile are…

ee. butyric acid + xs CH3MgBr 1. React the carbonyl compound: It is (circle one) CONJUGATED NON-CONJUGATED The Nucleophile is Potential to Establish a Resonance System Option 1: Almost all reactions Option 2 When Nu is a strong base (OH or OR), 1 (Preferred) and the leaving group is identical to the Nu (option 1 is react the electron-rich nucleophile with the electron- deficient carbonyl carbon) (option 2 is remove the alpha hydrogen and create a resonance-stabilized carbanion that can act as a nucleophile.) with a Circle the option and reason for react particular site of the carbonyl compound Option 1: Always use UNLESS Option 2: The Nu matches Y AND is -OR 2. Take care of the negative formal charge of the oxygen in the tetrahedral complex Option 1 (Preferred): All cases except Option 2 1 (Preferred) Option 2: If there are no leaving groups, or if the only potential leaving group is the Nu that was just added and it is not a very good leaving group (N or O). (option 1 is reform the double bond) (option 2 is add a hydrogen ion) Circle the option and reason * if you reform the Double bond whots the Reason? Option 1: Always use UNLESS - LeGuing group? Shells ? EwA/ ReASonae? Option 2: There is no leaving group (there are carbons and hydrogens), OR there are only -charge? - elec tronegativity? carbons and hydrogens except for the Nu that just added, AND it is N or O.

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter8: Addition Via Carbocation

Section: Chapter Questions

Problem 31CTQ