.2 Circle the best choice for each statement. La to Best Substrate for SN1 Best nucleophile in DMSO CH;CO2 CH;CH,0- CH;CH2OH Best solvent for SN2 CH;CN CH;OH CH3(CH2);CH3 Best leaving group I- F- OH- Best Nucleophile in CH;CN I- F- он- Best nucleophile in H20 I- Cl- F- Best substrate for SN2 CI -CI CH;CI CH,OH -o . `N(CH3)2 Best solvent for SN1 CH;CN H
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.
![.2 Circle the best choice for each statement.
La
to
Best Substrate for SN1
Best nucleophile in DMSO
CH;CO,
CH;CH;O-
CH;CH2OH
Best solvent for SN2
CH;CN
CH;OH
CH;(CH2);CH3
Best leaving group
I-
F-
OH-
Best Nucleophile in CH;CN
I-
F-
он-
Best nucleophile in H20
I-
CI-
F-
Best substrate for SN2
CI
-CI
CH;CI
-o .
`N(CH3)2
Best solvent for Sn1
CH;OH
CH;CN](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F52fbd536-e600-4809-b9b1-231ba1c95f70%2F9f90d1bb-9d9b-499f-8d94-058ff4ccb664%2Fswvuq6q_processed.jpeg&w=3840&q=75)
![.1 Circle the faster substitution reaction among the following pairs. If the rate is not affected, circle
both.
a)
f)
I-
`Br OH
in H20
k)
Br
NaCN
CI
Br
`Br H2O
in H20
CH,Br
NaCN
g)
b)
Br
SH-
1)
OHO
to
ta
Br
NaBr DMSO
SH-
OH
Br
NaBr CH;OH
c)
h)
m)
Br
Br
CH,CN
DMSO
Br
CH,CN
Br
`Br
DMSO
n)
d)
Br
CI
Br-
i)
H20
in acetone
Br-
-OH
in H20
o)
а) ОН-
b) SH- in CH3OH
j)
Br-
Br
OH
p)
Br-
to
CN
H20
CN
acetone
Br
CH;CI
H20
-Br
Br](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F52fbd536-e600-4809-b9b1-231ba1c95f70%2F9f90d1bb-9d9b-499f-8d94-058ff4ccb664%2Fdi80of_processed.jpeg&w=3840&q=75)
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