8 pts. Propose a mechanism for the following reaction.
OH->H_(3)O^( )H^(-)
Bonus 6 : The starting material in the mechanism is the result of what kind of reaction (2) of what compound (2)? What is the name of the produm (2) III. 26 points. Provide a step-by-step synthesis for the following transformations. Regiochemistry and/or stereochemistry at the reactive carbon atom(s) must be explicitly shown as part of your molecular representations even if the carbon atom is not chiral. Group synthesis steps for a single functional group transformation on one arrow, and provide the most efficient synthesis you can. If you are uncertain about a set of reagents then don't write anything on the arrow. I stop grading at the first step that will not proceed as you described. It is okay to not include reagents if you are unsure; partial credit will be awarded if the functional group transformation is correct. Ample space for scratch work is provided for each problem. 29. 12 pts. Provide the product(s) for the following reactions. Regiochemistry and stereochemistry must be explicitly represented in the chemical structure(s) of the products. Assume that the major products are formed and isolated during the synthesis. Circle the final product if scratch work is included. NBS Mg, anh. ether HCHO
PCC,CH_(2)Cl_(2)
NaN(H_(2))/(N)H_(3)
propyl bromide
H_(2)
, Lindlar's cat.
Br_(2)
OH
PCC,CH_(2)Cl_(2)
EtMgBr , anh. ether
H_(3)O^( )
PBr_(3)