CSH5 a. Н -OCH,CH, CH3 C6H5 Br b. Н CSH5 OCH,CH, CSH;" CH3 Br

The alkene shown undergoes bromination. H (a) Draw the product(s) of bromination of this compound, including all expected stereoisomers (if any). Use wedge-and-dash bonds to designate the stereochemistry at any chirality centers, and make sure to draw an explicit hydrogen if a chirality center has one. (b) Characterize the starting alkene as having the E or Z configuration. (c) characterize the product(s). (a) H Br₂ Draw the product(s) of bromination. Br H Br

1. Predict the major substitution product only of each of the following reactions. Each of these reactions follows the SN2 mechanism. Show stereochemistry in your products where necessary. NACN DMSO Br ONa O2N° acetic acid Nal Br- acetone NaN3 DMSO Br КОН H2O

Do hydration reactions like this one have Markovnikov and anti-Markovnikov products? I know that for addition of halides on alkene double bonds, there are Markovnikov products becasue of 1,2-halide/methyl shifts, but there usually aren't shifts in hydration reactions.  Essentially, would the Markovnikov/major product for this reaction have a hydroxy group attached to the tertiary carbocation and the anti-Markovnikov/minor product for this reaction have a hydroxy group attached to the adjacent secondary carbocation?

Rank the compounds in order of increasing reactivity in electrophilic aromatic substitution. Briefly explain your answer. CóH5OH, C6H5SO3H, C6H5CI

Reaction of the cyclic product with a nitron (see below) yields a mixture of heterocyclic Diastereomers. ND +. NO, ) Name the reaction g) Draw one of the diastereomers. h) Show the orbital interaction and explain all aspects of stereoselectivity for the diastereomer that you selected.

Draw the organic product that is expected to form when the following compound is oxidized under biological conditions. oxidation SH reduction • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • If no reaction occurs, draw the organic starting material.

How do I rank these from best to poorest leaving group? Do I base it in the size of the electronegative atom size?

4) One of the diastereomeric cyclohexyl bromide starting materials below will readily undergo an E2 reaction while the other one will not. Fill in the requested information in boxes and lines indicated including the structure of the alkene product that does undergo an E2 reaction (use scratch paper first please). draw the expected major alkene product draw lowest E chair conformations Me. Ме Me EtO: Na Me "Ме :Br: Ме. Ме Me Me" Ме EtO: Na :Br: Required arrangement of H and LG (Br) for E2? (no acronyms). What is the rate law for and E2? On the template at left, draw all o & o* orbitals involved in the allowed E2 process.

The Stille reaction is similar to the Suzuki reaction. It replaces the alkenyl-organoboron compound of the Suzuki reaction with an alkenyl-organotin compound. (R is an alkyl group such as methyl or butyl.) Unlike the alkenyl-organoboron compound that always has a trans configuration, the alkenyl-organotin compound can have a cis configuration. What is the product of the Stille reaction shown here?