Organic Chemistry Laboratory I - Chem 341

Quiz 7d

1. Calculate the oxidation state of the labeled carbon atom and determine whether this reaction is an oxidation, a reduction, or neither. (2 Pts)

2. Propose a stepwise arrow pushing mechanism for the following organic reaction. (3 Pts)

3. In the functional group region of the IR spectrum, estimate the absorption region associated with an aliphatic C-H bond. (1 pt)

Aliphatic C-H stretches are below 3000 cm^-1, usually around 2950 cm^-1.

4. Circle the compound that is most consistent with the following FT-IR spectrum. (1 pt)

5. Define or give an example to explain the following NMR term: integration curve. (2 pts)

Integration curve or integral number is defined as the area under the peak, which is a measure of the relative number of protons in the molecule. The signals for diethyl ether would have a ratio of 3:2 for the methyl protons relative to the methylene protons.

6. Consider the compound below and answer the following questions regarding the ¹H NMR spectrum for that compound.

(b) What would the splitting pattern look like for the protons on the labeled carbon (e.g. singlet, doublet, triplet, etc.)? (1 pt)

The terminal methyl group is adjacent to a carbon atom with one hydrogen. So n + 1 = 2 and the signal would be split into a doublet.