Hi, not sure if this is right or not, I do not have any chemical shift data on hand.
1. 5 signals, so 5 proton environments. The overlapping signals at 2ppm are just a singlet and a quartet, I think. They overlap because they have the same chemical shift. The nmr is run on a machine with a low frequency, probably a 60MHz machine, if you run on a machine at say 300 Mhz then the signals might separate. Basically the higher the frequency the longer the piece of paper the spectrum is printed on. Its like the scale from 1-8 instead on being on a piece of A4 paper for example, its on a A3 piece, same spectrum, just spread out more, so overlapping signals can be separated.
2. CH3CH=C(CH3)OCH2CH3 gives the correct splitting pattern if the chemical shifts are right!
3. CH3- CH will give the doublet intensity 3 (shift 1.5) and the quartet intensity 1(shift 3.2)
4. 0-CH2-CH3 will give the quartet intensity 2 (shift 2) and the triple intensity 3 (shift 1.1)
5. C=C(CH3) would give the big singlet at shift 2 intensity 3.
Hope this helps a bit, but not sure if its right!