Complete the 7 questions on the worksheet using the data given. 1. With a molecu

Question

Complete the 7 questions on the worksheet using the data given.

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:

Explanation / Answer

1. AKA Degrees of saturation...can be calculated with this (given the molecular formula):
[(Number of Carbons x 2) + 2 - Number of Hydrogens] / 2

Given the structure: Double bonds add one degree of unsaturation, Rings add one degree of unsaturation, Triple bonds add two degrees of unsaturation

Note:
For non hydrocarbon elements:
Oxygen--ignore
Halides (F, Cl, Br, I)--count as a hydrogen
Nitrogen--count as one half of a carbon

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