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Question

Based on the information below, propose a structure for the compound. Use the infrared spectrum

to identify potential functional groups and use the ¹H NMR spectrum to identify the various protons

present.

Molecular Formula: CH,NCI₂

Hint: The ring system is trisubstituted at position 1, 2 and 4.

Nujol mul

31863

3420.2

3310.3

300 MHz

CDCI,

C

www.ger

7.250 7240

2851.1

29148

7000

Wavenumber

appar

DE

мм

Chach

7.000

618.4

43713

481.5

D₂O Shake

2:00

309.8

402.4

45 40 35

Chemical Shift (ppm)

294.4

6.700

6475

Chemical Shipp

822

1130.4

h045.5

Veed

1700

26

1823 648

814.1

6650

Fig: 1