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z. hex-4-en-3-one + CH3CH2MGBR 1. React the carbonyl compound: It is (circle one)CONJUGATED NON-CONJUGATED CH3- CH2 The Nucleophile is CH, - CH= ĕ - cu = CH;-CHls Resonance System

z. hex-4-en-3-one + CH3CH2MGBR 1. React the carbonyl compound: It is (circle one)CONJUGATED NON-CONJUGATED CH3- CH2 The Nucleophile is CH, - CH= ĕ - cu = CH;-CHls Resonance System

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterNW4: Nomenclature Worksheet 4: Carbonyl Compounds
Section: Chapter Questions
Problem 15CTQ
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z. hex-4-en-3-one + CH3CH2MBBR 1. React the carbonyl compound: It is (circle one) CONJUGATED NON-CONJUGATED CH3 - CH2 The Nucleophile is CH, - CH - ĕ - CH = CH;-Clls - CH =CH;-CH3 Resonance System Option 1: Only the Nu created from RMgBr, NaBH , or LIAIH, sticks CH3-CH E- CH=cH-CH3 R- CH CH FR Option 2: All other Nu end up here eventually 1 (Preferred) NUB CH3-CH, (option 1 is react the electron-rich nucleophile with the electron- deficient carbonyl carbon) (option 2 is to react the electron-rich nucleophile with the slightly electron-deficient carbon at the end of the resonance system.) Circle the option and reason for reacting with a particular site of the carbonyl compound Option 1: RMgBr, LIAIH4, or NaBH4 Option 2: All other Nu end up sticking here 2. Take care of the negative formal charge of the oxygen in the tetrahedral complex Option 1 (Preferred): All cases except Option 2 :0:7Ht CHe-(- CH -CH-CH3 CH2-CH3 1 (Preferred) Option 2: If there are no leaving groups, R. 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 Option 1: Always use UNLESS * if you reform the DOuble bond Option 2: There is no leaving group (there are carbons and hydrogens), OR there are only whats the Reason? EWA/ ReASonae? carbons and hydrogens except for the Nu that just added, AND it is N or O. - Leauing group? - Shells ? - electronegativity? charge ? 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.)
Transcribed Image Text:z. hex-4-en-3-one + CH3CH2MBBR 1. React the carbonyl compound: It is (circle one) CONJUGATED NON-CONJUGATED CH3 - CH2 The Nucleophile is CH, - CH - ĕ - CH = CH;-Clls - CH =CH;-CH3 Resonance System Option 1: Only the Nu created from RMgBr, NaBH , or LIAIH, sticks CH3-CH E- CH=cH-CH3 R- CH CH FR Option 2: All other Nu end up here eventually 1 (Preferred) NUB CH3-CH, (option 1 is react the electron-rich nucleophile with the electron- deficient carbonyl carbon) (option 2 is to react the electron-rich nucleophile with the slightly electron-deficient carbon at the end of the resonance system.) Circle the option and reason for reacting with a particular site of the carbonyl compound Option 1: RMgBr, LIAIH4, or NaBH4 Option 2: All other Nu end up sticking here 2. Take care of the negative formal charge of the oxygen in the tetrahedral complex Option 1 (Preferred): All cases except Option 2 :0:7Ht CHe-(- CH -CH-CH3 CH2-CH3 1 (Preferred) Option 2: If there are no leaving groups, R. 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 Option 1: Always use UNLESS * if you reform the DOuble bond Option 2: There is no leaving group (there are carbons and hydrogens), OR there are only whats the Reason? EWA/ ReASonae? carbons and hydrogens except for the Nu that just added, AND it is N or O. - Leauing group? - Shells ? - electronegativity? charge ? 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.)
ff. 2 equivalents of methyl ethanoate + sodium methoxide in methanol 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.) Circle the option and reason for reacting with a 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 re form the Double bond whots the Reason? Option 1: Always use UNLESS - LeGuing group? - Shells ? electronegativity? EwA/ ReASonae? - charge Option 2: There is no leaving group (there are carbons and hydrogens), OR there are only carbons and hydrogens except for the Nu that just 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.)
Transcribed Image Text:ff. 2 equivalents of methyl ethanoate + sodium methoxide in methanol 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.) Circle the option and reason for reacting with a 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 re form the Double bond whots the Reason? Option 1: Always use UNLESS - LeGuing group? - Shells ? electronegativity? EwA/ ReASonae? - charge Option 2: There is no leaving group (there are carbons and hydrogens), OR there are only carbons and hydrogens except for the Nu that just 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.)
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