c) animax lo daleW.L.SQ vaut Aadnenimsx3 Is Clearly outline the mechanism for the SN2 nucleophilic substitution reaction the compound shown below. Give the structure(s) of the expected substitutic product(s). If the compound underwent an elimination reaction instead, give the structure of the expected product(s). CH HO H H₂CH₂C Br

11. Methylation of sodium azide with trimethylsulfanium inn would give off [a] dimethylsultide [d] nitrogen [c] methane Ib; carbon dioxide le] hydrogen gas:

Following are the steps in the industrial synthesis of glycerin. Provide structures for all intermediate compounds (AD) and describe the type of mechanism by which each is formed.

CH3 Ph3P-CHCH3 H3C H3C Aldehydes and ketones are converted into alkenes by means of a direct nucleophilic addition called the Wittig reaction. In the reaction, a triphenylphosphorine ylide, also called a phosphorane, adds to an aldehyde/ketone to give a four-membered cyclic intermediate called an oxaphosphetane. The oxaphosphetane is not isolated but instead spontaneously decomposes to release triphenylphosphine oxide and an alkene. Ph3P-CHCH3 H3C The ylide is formed by reaction of triphenylphosphine, a good nucleophile, with a primary alkyl halide in an S 2 reaction, followed by deprotonation of the carbon with a strong base, such as butyllithium. The carbonyl carbon and the carbon originally bonded to the halogen become the two carbons with the double bond in the product alkene :0: CH3 Com The real value of the Wittig reaction lies in its ability to yield an alkene of predictable structure, as the C-C bond is precisely where the C=O bond was in the reactant and no isomers (other than…