A compound (C_9H_9BrO_2) gives the following NMR data. Draw the structure of the compound. '1^H-NMR: 1.39 ppm, t(3H); 4.38 ppm, q(2H); 7.57 ppm, d(2H); 7.90 ppm, d(2H)
13^C-NMR: 165.73; 131.56; 131.01; 129.84; 127.81; 61.18; 14.18
You do not have to consider stereo chemistry.
You do not have to explicitly draw H atoms.
Do not include lone pairs in your answer.

ethyl 4-bromobenzoate

Explanation:

In this question, we can start with the Index of Hydrogen Deficiency (I.H.D):

This indicates, that we can have a benzene ring (I.H.D = 4) and a carbonyl group (I.H.D = 1), for a total of 5.

Additionally, in the 1H-NMR info, we have a triplet 1.39 (3H) followed by a doublet 4.38 (2H), this indicates the presence of an ethyl group (). Also, in the formula, we have 2 oxygens if we have carbonyl group with 2 oxygens we have a high probability to have an ester group.

Now, if we add this to the benzene ring and the "Br" atom that we have in the formula, we will have ethyl 4-bromobenzoate.

See figures 1 and 2 to further explanations.

I hope it helps!

For cyclohexane compounds drawn in a chair conformation:   -axial bonds are vertical  -equatorial bonds are parallel to two bonds within the ring.  thus, as i assume the chair conformation is drawn:   -the x group is in an axial position, as are the five other vertical bonds.  -three axial bonds are on the top face of the ring  -the other three axial bonds are on the bottom face  the position of the second substituent on each ring carbon is equatorial.  gauche groups must be on an adjacent carbon such as carbon 6 and carbon 2, and also gauche groups are rotated by 60 degrees relative to each other.  drawing the newman projections for c1–c2 and c1–c6 aids in visualizing the groups that are gauche to the y group on c1.  click this link and watch some academic videos that may you more understand the topic 

Ch4 is nonpolar and insoluble in water. since all of the hydrogen atoms are evenly spread around the carbon atom even through the c h bond is polar all the poles cancel each other out.