Carbon has a percent composition of 89.9%. Hydrogen has a percent compositon of 10.1%. The percent composition of oxygen or any other element will not be given, but it may still be in the formula. Based on this information along with the ir and nmr spectra come up with an empirical formula and show your steps.

Introductory Chemistry: An Active Learning Approach
6th Edition
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Mark S. Cracolice, Ed Peters
Chapter3: Measurement And Chemical Calculations
Section: Chapter Questions
Problem 5E
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a) Carbon has a percent composition of 89.9%. Hydrogen has a percent compositon of 10.1%. The percent composition of oxygen or any other element will not be given, but it may still be in the formula. Based on this information along with the ir and nmr spectra come up with an empirical formula and show your steps.

b) Once you have the formula, analyze the spectra again and draw the correct structure and label the hydrogens found in different environments as A, B, C etc. Then make an NMR data table which includes the labeled hydrogens, proton chemical shift, integration, splitting pattern and what it couples to (see example table below):

Example of what should be included in the table:

  • the nmr table should include (in the example table imagine the structure of ethanol is drawn with the CH3 hydrogens labeled as A, the CH2 hydrogens labeled as B, and the OH hydrogen labeled as C) : 
hydrogen proton chemical shift  integration splitting pattern couples to..
A 1.2 3 triplet B
B 3.7 2 quartet A
C 2.6 1 singlet -
001
TRANSMITTANCET
D
4000
3000
2000
mm
HAVENUMBERI-I
1500
1000
500
Transcribed Image Text:001 TRANSMITTANCET D 4000 3000 2000 mm HAVENUMBERI-I 1500 1000 500
3
4H
1H
7
6
5
4
PPM
1H
3
2
6H
1
0
Transcribed Image Text:3 4H 1H 7 6 5 4 PPM 1H 3 2 6H 1 0
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