Propose a structure for the following compound that fits the following ¹H NMR data: 
Formula: C₁₀H₁₄                   
¹H NMR:
1.2 ppm (6H, doublet)
2.3 ppm (3H, singlet)
2.9 ppm (1H, septet)
7.0 ppm (4H, doublet)

Propose a structure for the following compound, C₇H₁₂O₂ with the given ¹³C NMR spectral data: 

Broadband decoupled ¹³C NMR:19.1, 28.0, 70.5, 129.0, 129.8, 165.78 δ 

DEPT-90:28.0, 129.8 δ 

DEPT-135:19.1 δ (↑), 28.0 δ (↑) , 129.8 δ (↑) , 70.5 δ (↓) & 129.0 δ (↓)

Propose a structure for the following compound that fits the following ¹H NMR data: 

Formula: C₃H₈O₂              

¹H NMR:

3.36 δ (6H, singlet)

4.57 δ (2H, singlet)

Propose a structure for the following compound that fits the following ¹H NMR data: 

Formula: C₂H₄O₂                      

¹H NMR:

2.1 δ (singlet, 1.2 cm)

11.5 δ (0.5 cm, D₂O exchange)

Propose a structure for the following compound, C₅H₁₀O with the given ¹³C NMR spectral data: 

Fully Broadband decoupled ¹³C NMR and DEPT: 206.0 δ (↑); 55.0 δ (↑); 21.0 δ (↓) & 11.0 δ (↑).

Provide the structure of the unknown compound from the given information. 

Formula: C₄H₁₀O      

IR: 3200-3600 cm^-1      

¹H NMR:

0.9 ppm (6H, doublet) 

1.8 ppm (1H, nonatet) 

2.4 ppm (1H, singlet) 

3.3 ppm (2H, doublet)

Provide the structure of the unknown compound from the given information. 

Formula: C₄H₉N       

IR: 2950 cm^-1, 3400 cm^-1    

¹H NMR:

1.0 ppm (4H, triplet) 

2.1 ppm (4H, triplet) 

3.2 ppm (1H, singlet)

Show how you would distinguish among the following three compounds

(a) using infrared spectroscopy and no other information.

(b) using proton NMR spectroscopy and no other information.

(c) using ¹³C NMR, including DEPT, and no other information.