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CHEM 2211: Study Guide

C–H
3300-2700
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C–N
1230-1020
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C–O
1250-1050
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N–H
3500-3300
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O–H Carboxyl group
3300-2500
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O–H Alcohol
3650-3200
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4000-3000
single bond
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3000-2000
Triple Bond
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2000-1500
Double bond
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1600, 1500-1430
arene ring
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3650-3200
O-H
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-Primary -Good Nucleophile -Weak Base
Sn2
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-Secondary -Good Nucleophile -Weak Base
Sn2
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-Tertiary -Good nucleophile -Weak Base
-Sn1 Predominates -Can get E1 with heat
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-Primary -Strong, sterically hindered base
-E2 at high temperatures
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-Secondary -Strong sterically hindered base
E2
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-Tertiary -Strong sterically hindered
-E2
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-Primary -Good nucleophile -Strong base
Sn2
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-Secondary -Good nucleophile strong base
-Sn2 -Add heat for E2
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-Tertiary -Good nucleophile -Strong Base
E2
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-Primary -Poor Nucleophile
-Sn2 (except F-)
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-Secondary -Poor nucleophile
Sn2
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-Tertiary -Poor nucleophile
Sn1- low temp E1- high temp
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10-30ppm
sp3 carbon
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50-70 ppm
sp3 carbon attached to an EN atom
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75-90 ppm
sp carbon
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100-150 ppm
sp2 carbon
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160-180 ppm
carbonyl of ester, amidde, or carboxylic acid
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190-200 ppm
carbonyl of aldehyde or ketone
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100-160
benzene
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