Y Part B The acid-catalyzed dehydration of an alcohol is an E1 reaction in the case of secondary and tertiary alcohols. Complete the first two steps (three boxes shown) of the dehydration of 2,3-dimethyl-2-pentanol ending at an intermediate. 10 + DOCH: ΔΕ OOOOO0d i ?* H₂C Draw I missing reactants and/or products in the appropriate boxes by placing atoms on the grid and connecting them with bonds and including charges where needed. Indicate the mechanism by drawing the electron-flow arrows on the molecules. Arrows should start on an atom or a bond and should end on an atom, bond, where a new bond should be created. View Available Hint(s) Submit Previous Answers Request Answer H-6- + İl H C N 0 -O-H S H₂O:
Basics in Organic Reactions Mechanisms
In organic chemistry, the mechanism of an organic reaction is defined as a complete step-by-step explanation of how a reaction of organic compounds happens. A completely detailed mechanism would relate the first structure of the reactants with the last structure of the products and would represent changes in structure and energy all through the reaction step.
Heterolytic Bond Breaking
Heterolytic bond breaking is also known as heterolysis or heterolytic fission or ionic fission. It is defined as breaking of a covalent bond between two different atoms in which one atom gains both of the shared pair of electrons. The atom that gains both electrons is more electronegative than the other atom in covalent bond. The energy needed for heterolytic fission is called as heterolytic bond dissociation energy.
Polar Aprotic Solvent
Solvents that are chemically polar in nature and are not capable of hydrogen bonding (implying that a hydrogen atom directly linked with an electronegative atom is not found) are referred to as polar aprotic solvents. Some commonly used polar aprotic solvents are acetone, DMF, acetonitrile, DMSO, etc.
Oxygen Nucleophiles
Oxygen being an electron rich species with a lone pair electron, can act as a good nucleophile. Typically, oxygen nucleophiles can be found in these compounds- water, hydroxides and alcohols.
Carbon Nucleophiles
We are aware that carbon belongs to group IV and hence does not possess any lone pair of electrons. Implying that neutral carbon is not a nucleophile then how is carbon going to be nucleophilic? The answer to this is that when a carbon atom is attached to a metal (can be seen in the case of organometallic compounds), the metal atom develops a partial positive charge and carbon develops a partial negative charge, hence making carbon nucleophilic.
please help with part b and c
![Part B
The acid-catalyzed dehydration of an alcohol is an E1 reaction in the case of secondary and tertiary alcohols. Complete the first two steps (three boxes shown) of the dehydration of 2,3-dimethyl-2-pentanol ending at an intermediate.
:0:
*+||+||
D
NN
10+1
Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the grid and connecting them with bonds and including charges where needed. Indicate the mechanism by drawing the electron-flow arrows on the molecules.
Arrows should start on an atom or a bond and should end on an atom, bond, or where a new bond should be created.
► View Available Hint(s)
[1]
Submit
H EXP. CONT
H₂C
Previous Answers Request Answer
H₂C
CH₂
CH₂
F +
H₂C
Ag
+
-O-H
H₂O
H
OZO
N
S
CI
Br
-
H₂Ö:
PF](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F0d37489c-b06e-4663-91d7-ac16cfad329d%2F2f4d2bb8-dbb2-4da4-8ee7-936eb7323ada%2Fu9b8rec_processed.jpeg&w=3840&q=75)
![Part C
Draw the final step of the mechanism and predict the major product obtained from the dehydration of 2,3-dimethyl-2-pentanol.
Draw all the reactants and/or products in the appropriate boxes by placing atoms on the grid and connecting them with bonds and including charges where needed. Indicate the mechanism by drawing the electron-flow arrows on the molecules. Arrows
should start on an atom or a bond and should end on an atom, bond, or where a new bond should be created.
► View Available Hint(s)
NN
10+
[1]
A
Submit
H EXP. CONT
A
H
N
O
S
CI
Br
1
P
F](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F0d37489c-b06e-4663-91d7-ac16cfad329d%2F2f4d2bb8-dbb2-4da4-8ee7-936eb7323ada%2Fd9fst6q_processed.jpeg&w=3840&q=75)
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