Question

How todraw all stereoisomers of 2-bromo-4-methylpentane?

Answer 1

Make a model....

Explanation:

You gots...`H_3C-stackrel(2)CHBrCH_2stackrel(4)CH(CH_3)stackrel(5)CH_3`

AS written `stackrel(2)C` is CHIRAL, and can generate left and right-handed isomers depending on the geometry of the `stackrel(2)C` centre.

And once you have drawn one geometry, the interchange of ANY 2 substituents around `stackrel2C` gives the enantiomer....interchange the substituents again, and you get the enantiomer of an enantiomer, i.e. the original stereoisomer.

Is `stackrel(4)C` chiral? Why or why not?

Answer 2

Here's how to do it.

Explanation:

The structure of 2-bromo-4-methylpentane is

There is only one chiral centre, `"C2"`, so there are only two stereoisomers.
Draw a wedge-dash structure. Put the `"Br"` atom on a wedge in one structure and on a dash in the other isomer,