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 +CH- Option 2: When Nu is a strong base ( OH or OR), and the leaving group is identical to the Nu 1 (Preferred) (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) * If you reform the Double bond Whots the - Leau ing group? - Shells? electronegativity? Circle the option and reason Reason? Option 1: Always use UNLESS Ew A/ Rensone? Option 2: There is no leaving group (there are carbons and hydrogens), OR there are only carbons and hydrogens except for the Nu that charge 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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(Hex-4-en-3-one+CH3CH2MgBR). It's complete. Please follow directions. 

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
CH-
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,
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)
* if you reform the Double bond
Whots tle
- LeGu ing group?
- Shells ?
elec tronegativity?
Circle the option and reason
Reason?
Option 1: Always use UNLESS
Ew A/ ReAsonle?
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.
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: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 CH- 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, 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) * if you reform the Double bond Whots tle - LeGu ing group? - Shells ? elec tronegativity? Circle the option and reason Reason? Option 1: Always use UNLESS Ew A/ ReAsonle? 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. 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.)
CH3 -CH 2CH=cH-CHz
z. hex-4-en-3-one + CH3CH2MgBr
1. React the carbonyl compound:
It is (circle one) CONJUGATED NON-CONJUGATED
CH- CH2
The Nucleophile is
CH3- CH
= ě - cH = CH;-CHts
Resonance System
Option 1: Only the Nu created
from RMgBr, NaBH or LIAIH, sticks
R
R-CH CH
8+
Option 2 All other Nu end up here eventually
1 (Preferred)
NUB
CHg-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
:0:a Ht
- CH-CH-CH3
CH2-CH3
Option 1 (Prefered). 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
Option 1: Always use UNLESS
* if u reform the DOuble bond
you
Option 2: There is no leaving group (there are
whots tle
Reason?
carbons and hydrogens), OR there are only
carbons and hydrogens except for the Nu that
Ew A/ ReaSonae?
- LeGuing group?
- Shells ?
elec trinegativity?
just added, AND it is N or O.
|
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:CH3 -CH 2CH=cH-CHz z. hex-4-en-3-one + CH3CH2MgBr 1. React the carbonyl compound: It is (circle one) CONJUGATED NON-CONJUGATED CH- CH2 The Nucleophile is CH3- CH = ě - cH = CH;-CHts Resonance System Option 1: Only the Nu created from RMgBr, NaBH or LIAIH, sticks R R-CH CH 8+ Option 2 All other Nu end up here eventually 1 (Preferred) NUB CHg-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 :0:a Ht - CH-CH-CH3 CH2-CH3 Option 1 (Prefered). 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 Option 1: Always use UNLESS * if u reform the DOuble bond you Option 2: There is no leaving group (there are whots tle Reason? carbons and hydrogens), OR there are only carbons and hydrogens except for the Nu that Ew A/ ReaSonae? - LeGuing group? - Shells ? elec trinegativity? just added, AND it is N or O. | 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.)
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