Question

Use this table to correlate the peaks in the GC printouts to product identification. Then use the table entries for area or area% in the GC results to calculate ratios. The Nucleophilic Medium contains: RT (min) Compound RT (min) Compound 2.06 1-butanol 2.34 1-chlorobutane 1.35 2-methyl-2-propanol 3.04 1-bromobutane 1.68 2-chloro-2-methylpropane 1.75 2-butanol 2.14 2-bromo-2-methylpropane 2.09 2-chlorobutane 2.70 2-bromobutane Note: Deviations for RT are approximately + 0.07 100g ice 76 mL conc. H2SO4 19.0g NH4CI & 35.0g NH4B GC Chromatography Traces 1.346 1.693 2.130 RT AREA TYPE WIDTH 1.69371239BB 014 2.130 66862 BB 012 AREAX 51.58472 48.41530 OH 1.748 - 2.088 2.705 - RT 2.088 2.705 Area 56310 194360 Type Width Area% BB 0.019 22.46380 PB 0.019 77.53619 1.735 2.073 RT 2.360 3.045 Area Type Width 24016PB 0.018 190167 PB 0.018 Area% 11.21284 88.78717 MOH

For the three gas chromatography graphs in the picture, how do I calculate the ratio of Cl:Br?
I believe it has something to do with the area of the peaks (given in the tables below the graphs).

Also, how do I determine which is a better nucleophile and why?

Thank you!

Answer 1

Chromatogram 1:

Ratio of 2- chloro-2-methylpropane : 2- bromo-2-methylpropane = 51.58472 : 48.41530 = 1.065 : 1

(Dividing the numbers by the smaller number i.e. 48.58472)

Chromatogram 2 :

Ratio of 2- chlorobutane : 2- bromobutane = 22.48360 : 77.53619 = 1 : 3.45

Chromatogram 3 :

Ratio of 1- chlorobutane : 1- bromobutane = 11.21284 : 88.78717 = 1 : 7.92