For each compound, predict the major product(s) of free-radical bromination.

Bromination of an alkene by N-bromosuccinimide (NBS) in the presence of light or peroxide is a radical reaction and produces an allylic bromide. For the given bromination of 3-methylcyclopentene, select the allylic bromides from the set at the right that would be products of the reaction. CH3 CH3 CH2 CH3 CH3 Br. NBS Br Br hy or ROOR C D A Br Br- CH3 CH3 CH2 Br- E F Br

How many monobromination products would be obtained from radical bromination of methylcyclohexane?

The following photochemical bromination reaction could give many monobrominated products. Ignoring stereochemistry, how many different monobrominated products are theoretically possible? However, radical bromination is quite selective, so there will be one major product. Draw the major product. Ignore stereoisomers. H₂C H₂C H₂C CH₂ CH₂ Br₂ hv

Predict in order of reactivity (1 being the slowest, 3 being the fastest) of primary, secondary, and tertiary alkyl halides toward nucleophilic displacement by an SN2 reaction mechanism

Outline how one might achieve the following transformation, showing reagents and the isolated intermediates in the synthetic scheme.

For this mechanism, why are there two E1 major products? Are both of the E1 products of equal stability? Why or why not? What is the relative stability of the cycloalkenes with methyl?  Also, why doesn't SN1 have two products? Is it because shifting the hydride would make it less stable?

What two sets of a conjugated diene and a dienophile could be used to prepare the following compound?

Arrange the following radicals in order of decreasing rate of bromination. UHT NOM EUT DEW

Intramolecular Diels-Alder reactions are possible when a substrate contains both a 1,3-diene and a dienophile, as shown in the following general reaction. , two new rings With this in mind, draw the product of the following intramolecular Diels-Alder reaction. draw structure .