#4: C3H5CIO₂- IR analysis indicates a broad peak at 3200 and a strong peak at 1710cm-¹ 12.8 12.6 12.4 12.2 300 MHz 'H NMR In CDCD 12.0 1H 11.8 11.6 11.4 11.2 4.5 4.0 3.5 3.0 1H possible structure 300 MHz 'H NMR In CDC 2.5 2.0 3H 0.5 0.0

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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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#4: C3H5CIO₂ - IR analysis indicates a broad peak at 3200 and a strong peak at 1710cm-¹
12.8
12.6
12.4
12.2
300 MHz 'H NMR
In Ca
12.0
1H
11.8
11.6
11.4
11.2
4.5
4.0
3.5
3.0
1H
possible structure
300 MHz 'H NMR
In CDC
2.5
2.0
1.5 1.0
3H
0.5 0.0
Transcribed Image Text:#4: C3H5CIO₂ - IR analysis indicates a broad peak at 3200 and a strong peak at 1710cm-¹ 12.8 12.6 12.4 12.2 300 MHz 'H NMR In Ca 12.0 1H 11.8 11.6 11.4 11.2 4.5 4.0 3.5 3.0 1H possible structure 300 MHz 'H NMR In CDC 2.5 2.0 1.5 1.0 3H 0.5 0.0
Expert Solution
Step 1: Molecular formula and DBE

The given molecular formula is C3H5ClO2.

The major IR peaks are a broad peak at 3200 cm-1 and a strong peak at 1710 cm-1.

We have to give the possible structure of the molecule.

The double bond equivalency (DBE) of the molecule is DBE = (No. of carbon atoms + 1) - open parentheses fraction numerator N o. space o f space m o n o v a l e n t space a t o m s space minus space N o. space o f space t r i v a l e n t space a t o m over denominator 2 end fraction close parentheses = (3+1) - open parentheses 6 over 2 close parentheses = (4 - 3) = 1.

So, the unknown molecule has one degree of unsaturation.

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