# How would one determine the yield of primary vs. secondary hydrohalogenation addition products?

For example, if I was to perform the following reaction:

$$\ce{CH3CHCH2 + HBr -> CH3CHBrCH3 + CH3CH2CH2Br}$$

How would I quantitatively determine the relative yield of the primary and secondary alkyl halides?

Would IR or UV/Vis spectrscopy be able to differentiate between them, or would I have to utilize reactions such as substitution with hydroxyl then oxidation to form ketones and carboxylic acids to differentiate between the two?

• 1H NMR would show the relative yield by comparing the integration of the CHBr proton and the CH2Br protons.. IR or UV/Vis will not do this. – Waylander Mar 13 '19 at 7:27
• Or you isolates them (not sure isolate is the term in English. I mean in the current example you get the individual compounds by distillation, if possible. .). – Alchimista Mar 13 '19 at 8:52