Radical Bromination of a 1-isopropyl-4-methylcyclohexane I'm considering a problem whereby 1-isopropyl-4-methylcyclohexane with the indicated stereochemistry shown undergoes radical bromination at the indicated position. I understand there are other products produced. However, if the radical initiator (not shown) extracts the hydrogen at the 4 position, then the bromine radical attacks, there will be two distinct products. However, I am having trouble determining if these molecules are chiral? Are they diastereomers to each other?



Also, as a follow up, how would you name these (reagent + two products) to indicate their stereochemistry?
They are not chiral because $\ce{C}-4$ is only considered to be bonded to 3 unique groups because the ring is completely symmetrical through $\ce{C}-1$ and $\ce{C}-4$.

As for naming these compounds, the reagent is simple: cis-1-isopropyl-4-methylcyclohexane (or cis-1-(1-dimethylethyl)-4-methylcyclohexane if you're a stickler for the rules).

The products are a little tricker. Let's start with the basics: it is 1-bromo-4-isopropyl-1-methylcylohexane. Now to account for the steric relations of these substituents, label the reference substituent (labeled r) followed by a hyphen and the substituent locator number and name. The relative configuration of other substituents are then reported as cis (c) or trans (t) to the reference substituent.

This means that in the order that you present the products, their names are r-1-bromo-t-4-isopropyl-1-methylcylohexane and r-1-bromo-c-4-isopropyl-1-methylcylohexane.

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