Complete ALL 7 questions on the worksheet above using the data given below The 7
ID: 878932 • Letter: C
Question
Complete ALL 7 questions on the worksheet above using the data given belowThe 7 questions are:
1. With a molecular formula of_____, the degree of saturation is calculated as________.
2. The structure of this molecule is(draw structure)
3. (LOOK AT WORKSHEET) IR (cm–1) list all notable peaks and label each representative IR stretch If possible(i.e. Alcohol, C=O, etc)
4. (LOOK AT WORKSHEET) List all 1H NMR peaks given in the problem in the proper format. ex. 1H NMR (500 MHz, CDCl3) S 7.26(m,1H), etc. Some of the splittings are difficult to determine initially and may only be found after the structure is solved.
5. (LOOK AT WORKSHEET) List all 13C NMR peaks are given in the problem in the proper format. Ex. 13C NMR (125 MHz,CDCl3) S 72.4(t,1C)
6.(LOOK AT WORKSHEET) Correlate peaks in the mass spectrum to possible molecular fragments of the parent molecule. Ex: M-18= dehydration (loss of water) OR m/z = 57 is the t-butyl carboxation, m/z= 77 is the phenyl cation.
7. Explain the necessary spectral data that led you to your conclusion, you don't have to list every detail of the data, just enough data to prove your structure is correct.
1. With a molecular formula of_____, the degree of saturation is calculated as________.
2. The structure of this molecule is(draw structure)
3. (LOOK AT WORKSHEET) IR (cm–1) list all notable peaks and label each representative IR stretch If possible(i.e. Alcohol, C=O, etc)
4. (LOOK AT WORKSHEET) List all 1H NMR peaks given in the problem in the proper format. ex. 1H NMR (500 MHz, CDCl3) S 7.26(m,1H), etc. Some of the splittings are difficult to determine initially and may only be found after the structure is solved.
5. (LOOK AT WORKSHEET) List all 13C NMR peaks are given in the problem in the proper format. Ex. 13C NMR (125 MHz,CDCl3) S 72.4(t,1C)
6.(LOOK AT WORKSHEET) Correlate peaks in the mass spectrum to possible molecular fragments of the parent molecule. Ex: M-18= dehydration (loss of water) OR m/z = 57 is the t-butyl carboxation, m/z= 77 is the phenyl cation.
7. Explain the necessary spectral data that led you to your conclusion, you don't have to list every detail of the data, just enough data to prove your structure is correct.
DATA:
The BELOW pictures might help you read the given data and answer the 7 questions
Explanation / Answer
1. With a molecular formula of C6H12O2Cl2, the degree of saturation is calculated as 0.
2. The structure of this molecule is(draw structure)
Cl-CH2-CH2-O-CH2-CH2-O-CH2-CH2-Cl
3. (LOOK AT WORKSHEET) IR (cm–1) list all notable peaks and label each representative IR stretch If possible(i.e. Alcohol, C=O, etc)
peaks in the region 2850-3000 cm-1 is assigned to aliphatic C-H strechings
peaks around 1450-1500 cm-1 is due t C-O-C strechings of ether linkages
4. (LOOK AT WORKSHEET) List all 1H NMR peaks given in the problem in the proper format. ex. 1H NMR (500 MHz, CDCl3) S 7.26(m,1H), etc. Some of the splittings are difficult to determine initially and may only be found after the structure is solved.
3.5 ppm (t, 2H) due to CH2 next to Cl
3.6 ppm (t, 2H) due to CH2 next to O
3.8 ppm (t, 2H) due to CH2 next to CH2 and O
5. (LOOK AT WORKSHEET) List all 13C NMR peaks are given in the problem in the proper format. Ex. 13C NMR (125 MHz,CDCl3) S 72.4(t,1C)
42.7 ppm due to CH2 next to Cl
70-72 ppm peaks are due to carbons next to O
6.(LOOK AT WORKSHEET) Correlate peaks in the mass spectrum to possible molecular fragments of the parent molecule. Ex: M-18= dehydration (loss of water) OR m/z = 57 is the t-butyl carboxation, m/z= 77 is the phenyl cation.
7. Explain the necessary spectral data that led you to your conclusion, you don't have to list every detail of the data, just enough data to prove your structure is correct.
The ether peak in IR, the 3-4-4.0 shift in HMR and 13C peaks confirm the structure.
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