Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry...
Transcript of Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry...
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Organic Chemistry 2 Jasperse Test 1, Alcohol Chemistry Draw Mechanisms for the Following Reactions
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O OHMgBr1.
2. H+
MgBr1.
2. H+O OH
O
HMgBr
1.
2. H+
OH
MgBr1.
2. H+
OHO
H
MgBr1.
2. H+
OHO
T
T
T
RMgBr + Ketone1. Addition2. Protonation
RMgBr + Ketone1. Addition2. Protonation
RMgBr + Aldehyde1. Addition2. Protonation
RMgBr + Aldehyde1. Addition2. Protonation
RMgBr + Epoxide1. Addition2. Protonation
![Page 2: Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry ...web.mnstate.edu/.../Handouts/Test1-PS-2-answers.pdf · Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry((Draw(Mechanisms(for(the(Following(Reactions((1.](https://reader030.fdocuments.in/reader030/viewer/2022040103/5f0f8b687e708231d444b0de/html5/thumbnails/2.jpg)
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1.
2. H+
OBrMg HO
O 1.
2. H+
OHLiAlH4
O OH
NaBH4, CH3OH
NaBH4, CH3OHO HO
MgBr1.
2. H+O
O (excess) OH
T
T
T
RMgBr + Epoxide1. Addition2. Protonation
RMgBr + Ester1. Addition2. Elimination3. Addition4. Protonation
Ketone + NaBH41. Addition2. Protonation
Ketone + NaBH41. Addition2. Protonation
Ketone + LiAlH41. Addition2. Protonation
![Page 3: Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry ...web.mnstate.edu/.../Handouts/Test1-PS-2-answers.pdf · Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry((Draw(Mechanisms(for(the(Following(Reactions((1.](https://reader030.fdocuments.in/reader030/viewer/2022040103/5f0f8b687e708231d444b0de/html5/thumbnails/3.jpg)
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MgBr1.
2. H+O
O (excess) OH
1.
2. H+
MgBr (excess)O
O
OHOH
1.
2. H+
OHO
OMgBr
OH
1.
2. H+O
O OHLiAlH4
T
T
T
RMgBr + Ester1. Addition2. Elimination3. Addition4. Protonation
RMgBr + Cyclic Ester1. Addition2. Elimination3. Addition4. Double Protonation
RMgBr + Cyclic Ester1. Addition2. Elimination3. Addition4. Double Protonation
LiAlH4 + Ester1. Addition2. Elimination3. Addition4. Protonation
![Page 4: Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry ...web.mnstate.edu/.../Handouts/Test1-PS-2-answers.pdf · Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry((Draw(Mechanisms(for(the(Following(Reactions((1.](https://reader030.fdocuments.in/reader030/viewer/2022040103/5f0f8b687e708231d444b0de/html5/thumbnails/4.jpg)
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1.
2. H+O CH3
O LiAlH4 OH
1.
2. H+
LiAlH4OO
HO
OH
1.
2. H+
LiAlH4
HOOH
O
O
OH BrHBr
HCl
OH Cl
OH Br
HBr
T
T
T
LiAlH4 + Ester1. Addition2. Elimination3. Addition4. Protonation LiAlH4 + Cyclic
Ester1. Addition2. Elimination3. Addition4. Double Protonation
LiAlH4 + Cyclic Ester1. Addition2. Elimination3. Addition4. Double Protonation
Tert Alcohol + HX to RX1. Protonate2. Loss of H2O3. Add halide
Tert Alcohol + HX to RX1. Protonate2. Loss of H2O3. Add halide
Tert Alcohol + HX to RX1. Protonate2. Loss of H2O3. Add halide
![Page 5: Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry ...web.mnstate.edu/.../Handouts/Test1-PS-2-answers.pdf · Organic(Chemistry(2((Jasperse( ( Test(1,(Alcohol(Chemistry((Draw(Mechanisms(for(the(Following(Reactions((1.](https://reader030.fdocuments.in/reader030/viewer/2022040103/5f0f8b687e708231d444b0de/html5/thumbnails/5.jpg)