CHARACTERISTIC CHMICAL SHIFTS OF PROTONSType of proton δ ppm

0.9 - 2

~ 0.9

~ 1.3

~ 1.71.5 - 2.6

1.5 - 2.7

~ 2.5

2.5 - 44.5 - 6.5

6.5 - 8.29 - 1010 - 121 - 5

CORRELATION OF IR VIBRATION WITH ABSORPTIONVibration Group Absorption Intensity Remark

O-H Stretchalcohol 3700-3584 s non-H.bondedalcohol,phenol 3550-3200 broad,s H.bondedcarboxylic acid 3400-2500 broad,s H.bonded

N-H Stretch

primary amine ~3500,~3400 w,m two bandssecondary amine 3500-3300 w,m one bandprimary amide ~3350,3175-3150 m two bandssecondary amide 3325-3050 m multiple

C-H Stretch

alkyne 3325-3250 sharp,solefin,aromatic 3100-3000 m-s multiplealkane 3000-2800 m-s multiplecyclic alkane 3100-2990 s

aldehyde sharp,m two bands

S-H Stretch thiol 2600-2550 wN=C=O Stretch isocyanate 2270-2000 broad,s

nitrile 2260-2240 sharp,m

alkyne 2260-2100 w

C=O Stretch

anhydride ~1815,~1755 s two bandsacid chloride ~1800 sester ~1745 saldehyde ~1730 sketone ~1715 samide ~1655 scarboxylic acid ~1695 s

sp3 C - H

a) RCH3

b) R2CH2

c) R3CHZ=C-C - H Z = C,O,N

Ar-CH2 - H

C ≡ C - HZ - CH2 - H Z = N,O,XC = C - H

C6H5 - HO = C - H (aldehyde)O = C -O H (acid)RO - H, R-N - H

2880-2820,

2750-2700

C≡N Stretch

C≡C Stretch

C=N Stretch hydrazone 1690-1640 s

C=C Stretcholefin 1670-1600 s

aromatic1600-1575 w two bands1500-1450 m two bands

N-H bend

primary amine 1650-1560 broad,sprimary amide 1655-1560 msecondary amide 1575-1510 wsecondary aro.amine 1515-1500 w

N=O Stretch nitro compound ~1560,~1375 s two bands

C-H bendalkane 1470-1370 m

geminal dimethyl w two bands

C - N Stretchprimary amide ~1410 mprimary amine 1250-1010 waromatic amine 1342-1250 w

C - O Stretch

carboxylic acid 1320-1210 m

ester s asymmetricalsymmetrical

aryl alkyl ether s

alcohol,phenol 1255-1000 sanhydride ~1047 sdialkyl ether 1150-1100 s

C - X Stretch

aromatic-Cl 1100-1075 saliphatic-Cl 850-550 saliphatic-Br 700-510 saliphatic-I 600-475 s

N - H oop bend amine 910-660 broadamide 800-670 s

mono-substituted benzene770-730 v s710-690 s

ortho-disubstituted 770-735 v s but no 710…

meta-disubstituted810-750 v s725-680 m -> s

para-disubstituted 860-800 v sconugation shifts the absorption to lower energy, s=strong,m=medium,w=weak,v s=very strong

1390-1380,

1370-1365

1290-1150,

1125-10001280-1200,

1080-1020

C - H oop bend

(phenyl ring)