Complete the 7 questions on the worksheet using the data given. FOLLOW THE WORKS

Question

Complete the 7 questions on the worksheet using the data given. FOLLOW THE WORKSHEET FORMAT WHEN ANSWERING
1. With a molecular formula of_____, the degree of saturation is calculated as________.
2. The structure of this molecule is(draw structure)
3. IR (cm–1) list all notable peaks and label each representative IR stretch If possible(i.e. Alcohol, C=O, etc)
4. 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. 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. 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. Complete the 7 questions on the worksheet using the data given. FOLLOW THE WORKSHEET FORMAT WHEN ANSWERING
1. With a molecular formula of_____, the degree of saturation is calculated as________.
2. The structure of this molecule is(draw structure)
3. IR (cm–1) list all notable peaks and label each representative IR stretch If possible(i.e. Alcohol, C=O, etc)
4. 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. 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. 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: (this is all the info given, no more) IGNORE ALL PENCIL MARKS!

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C344 Spectroscopy Problem Set Answer Sheet for compound 1. With a molecular formula of -, the , the degree of unsaturation is calculated as 2. The structure of this molecule is 3. IR (em') List all notable IR peaks and label each representative IR stretch if possible (i.e. alcohol, C-o, (cml) List all notable IR peaks and label each representative IR stretchif possible (ie, ak etc Peak Group 4. List all 1H NMR peaks given in the problemin the proper format, ex-H NMR (500 MHz, CDCl) 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. List all"CNMR peaks given in the problem in the proper forma. Ex."CNMR(125 MHz, CDCI)724 (t, IC) 6. 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 carbocation, m/z 77 is the phenyl cation m/z fragment 7. On the back of this sheet, explain all 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 that your structure is correct.

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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