Complete the mechanism by adding curved arrows showing electron flow, and draw the product(s) of the reaction of pentanoic chloride with the first equivalent of the given Grig reagent before it gets a change to react with the second equivalent. Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the grid and connecting them with bonds, including charges where neede 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 wh new bond should be created. View Available Hint(s) DOC ²0 +²²¹ • ***** [1] A CH₂ H₂C Mg-Br: H* EXP. CONT? L C י CH₂ ether H₂C CH₂ H₂C 10: :CI: CH₂ In "CH₂ ether CH₂ IL с N O S CI Br 1 P F second Grignard equivalent final product
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.
![Complete the mechanism by adding curved arrows showing electron flow, and draw the product(s) of the reaction of pentanoic chloride with the first equivalent of the given Grignard
reagent before it gets a change to react with the second equivalent.
Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the grid and connecting them with bonds, 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)
D
MN
¹ © +1¬
[1]
24
7
→→ H*
H EXP.
L
CONT.
1
?
CH₂
we ha
H₂C
Mg-Br:
CH₂
ether
H₂C
H₂C
CH₂
Ö
n
:CI:
CH₂
CH3
ether
CH3
H
C
N
O
S
CI
Br
1
P
F
second Grignard equivalent final product](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe48131a6-7a33-49e2-93ad-6b39e502b52e%2Ffee052be-86c4-4dd2-9695-3f49276f9c1d%2F213auz_processed.jpeg&w=3840&q=75)
Step by step
Solved in 3 steps with 4 images
