1) 2-iodopentane was passed through a mass spectrometer and the

most abundant fragment ion gave a peak with m/z = 183.

Draw the displayed formula of this fragment ion. Include its charge.

Show your WORKING OUT for determining the abundent fragment ion.

2) NMR spectroscopy can be used to study the structures of organic compounds. Compound M was studied using 1H NMR spectroscopy:

---------------------CH3
-------a---------------I
Br - CH2 - CH2 - C - CH3
------------------------I
----------------------CH3

Compound M is shown above.

a) Give the number of peaks in the 1H NMR spectrum of Compound M.

Take into consideration hydrogen species that are in the same environment.

b) Give the splitting pattern of the protons labelled a in Compound M.

Apply the n+1 rule.

c) Give the IUPAC name of Compound M.

1) ?

2)
a) ?
b)?
c) 1- bromo-3,3-dimethylbutane