Complete the 7 questions on the worksheet using the data below. The 7 questions

Question

Complete the 7 questions on the worksheet using the data below.
The 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 read the data/graphs above

Explanation / Answer

1. By using the formula of degree of unsaturation DOU = (2C + 2 + N - X - H)/2 the degree of saturation is calculated as total number of bonds - DOU

3. At 3000 -OH , 2200 -CN, 1700 CO, 1400-1600 ArC=C,

4. a and b correponds to a doublet, c corresponds to a triplet, d and e corresponds to a multiplet, f and h correponds to a multiplet and g is for singlet

6. M+ peak is 57.

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