Nucleophilic substitution in a 10

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Nucleophilic substitution in a 10 halogenoalkane
sN2
The sN2 Affair
Bromoethane and hydroxide ions
Nucleophilic substitution in a 30 halogenoalkane
sN1
The sN1 Affair
2-bromomethylpropane and hydroxide ions
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H
R
C
Hal
H
Nucleophile
Nucleophilic substitution 2 species in step 1 sN2
Real life analogy
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Bromoethane and hydroxide ions
CH3
C
H
Br
H
OH
Click to reveal equation

Br-

OH -
CH3CH2Br
CH3CH2OH
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R

R
C
Hal
R
nucleophile
Real life analogy
Nucleophilic substitution 1 species in step 1 sN1
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2-bromomethylpropane and hydroxide ions
CH3

CH3
C
Hal
CH3
OH
Click to reveal equation

Br-

OH -
(CH3)3CBr
(CH3)3COH
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Oh no her husband Hydroxy.. Im making a sharp
exit and Im taking my pair of electrons with me
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BlastIm an alcohol again!!!!!
Youre the best Hal Ogen, dont leave!
The sN2 Affair
Of course cuddly primary carbon, you attract me
so much!
End of the Affair sN2
If that Hal Ogens with my wife Ill break his
blinking bond
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The sN1 Affair
The end of the sN1 Affair
I dont care if your husband Hydroxy isnt due
home yet! Tertiary Carbon, youre boring, our
bonds broken and Im taking my pair of electrons
with me!
Home dear, Ive brought my pair of electrons to
cancel out your charge.
Still an alcohol. Hal was my only love. Boo Hoo