The first issue can be accomplished with a Vlookup.
your second task could be accomplished, but by the way I know it would make your sheet run slowly as you would have to check what cell data has just been entered in every time you enter data.
The Vlookup is fairly simple to use, it consists of making a table for your data comparisons and the results you want.
This table can be on the same sheet or another sheet. The first column needs to be your lookup values sorted in alphabetical order, the second column is the values you want to return.
so your formula for H3 would look like =VLOOKUP(D3,Y1:Z50,2,TRUE) D3 Is the value to lookup, Y1:Z50 is where your table is, 2 means we want to return the 2nd columns information (you can have more than 2 columns in the table) and TRUE means the data has to match exactly.
To ensure your data is matched exactly you can make the dropdown box as you requested by clicking on cell D3, and from the data tab, clicking on data validation. You then choose "List" from the allow menu, and then select the first column in your table in this example Y1:Y50.
I have also attached a sample file for you to reference.
Vlookup-example.xlsx
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