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1. For CNH#O#N# IHD = 2N+2 - (#hydrogens+#halogens) + (#Ns)! ! ! ! ! 2 !!
You Should Know:!
75! 50!
C O C C C CC
0!50!100!150!200!
40! -5!
sp3!90! 70!sp!150! 105!
sp2!
150! 120!
aromatic!
210! 160!
carbonyl!
60! 18!C N
C O4. Typical 13C chemical shifts!
2. How to identify symmetry and use it.!!3. Proton Inventory. Identify if any protons are attached to non-carbon atoms by!Summing the number of C-attached protons and comparing to molecular formula !
5. multiplicities!
Carbon NMR essentials
16.315.8
13.425.2
13.9 34.7
22.8
14.1 32.2
23.1
14.132.6
23.2 29.7
32.6
23.2 29.9
propane butane pentane hexane
heptane
14.2
octane
32.6
23.2 30.0
14.2
nonane
30.3
32.6
23.2 31.1
decane
30.514.225.4
24.5
isobutane
31.1
32.0
isopentane
11.7
22.2
28.0
32.0
isohexane
20.9
22.714.328.1
31.7
neopentane
36.9
30.6
2,2-dimethylbutane
29.1
8.9
3-methylpentane29.5
11.8
11.536.9
2,3-dimethylbutane
19.534.3
2,2,3-trimethylbutane
27.433.138.3
16.1
H3C CH35.7
ethane-2.3 methaneCH4
base values
etc...
10.1
25.2
65.046.7
27.3
64.9
27.3
32.0 69.5
32.0 32.0
OHOH OH OH
Alcohols
19.2
30.9
72.6
19.2
OH
67.4
82.8 17.4
29.9
21.2
12.973.7
76.9
19.6
12.1
1.7
21.6
79.9
12.0
14.4
Alkyne Chemical Shifts
CHO =O
H
key:
15.246.6 35.9
NH
51.7 42.8
62.313.3
21.221.2
N3.06
3.06
N
Amine Chemical Shifts