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In: Chemistry

Can someone please provide me the easiest way to memorize IR spectra values above the fingerprint...

Can someone please provide me the easiest way to memorize IR spectra values above the fingerprint region. Just some simple hints or good ways to look at compounds to graphs would be great! I also need some help with remembering CNMR spectra too. Any help is greatly appreciated.

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Expert Solution

Solution:

The easiest way to memorize IR spectra values above the fingerprint region. Just some si

S.No(For hydrocarbons)

Bond/Compound type

Frequencies(in cm-1)

1

C-H (Alkynes)

3300

2

C-H aromatic rings

3000-3100m, 675-870

3

C-H (Alkenes)

3020-3080m,675-1000

4

C-H (Alkanes)

2850-2960,1350-1470

5

C≡C alkynes

2100-2260v                         

6

C=C alkenes

1640-1680v

7

C≈C aromatic rings

1500,1600v

S.No(For carbonyl compounds)

1

O-H (monomeric alcohols and phenols

3610-3640v

2

O-H (hydrogen bonded alcohols and phenols)

3200-3600 broad

3

O-H in carboxylic acids

2500-3000 broad

4

C=O(aldehydes, ketones, carboxylic acid and esters)

1590-1760

5

C-O (alcohols, ethers, esters and carboxylic acids

1080-1300

For compounds containing N

1

N-H amines

3300-3500m

2

C≡C nitriles

2210-2260v

3

C-N amines

1180-1360

4

-NO2 nitro compounds

1515-1560,1345-1385

[Note: m for moderate, v for variable and ≈ for mix of single and double bonds.]

Hints: i) remember from highest frequency value to lowest. ii)Frequency for C-H bond is alkyne> aromatic rings> alkenes > alkanes. iii)Frequency for ‘C’ and ‘C’ is alkyne> alkenes > aromatic rings.

C13 NMR

Carbon environment

Chemical shift ppm

C-C

0-50

C- O

50-100

C= C

100-150

This short form can be elaborated as follows

C=O(ketones)

205-220

C=O(aldehydes)

190-200

C=O (in acids and esters)

160-185

C(in aromatic rings)

125-150

C=C(in alkenes)

115-140

RCH2O-

50-90

RCH2Cl

30-60

RCH2NH2

30-65

R3CH

25-35

CH3CO-

20-50

R2CH2

16-25

RCH3

10-15


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