1) You react (E)-27-dimethyl-4-octene with bromine collect product and then perf

    1) You react (E)-27-dimethyl-4-octene with bromine collect product and then
    perform a second reaction with potassium hydroxide.
    a) Show the entire mechanism for these reactions.
    b) Given the following masses for starting material intermediate and final
    product (2.0g/4.26g/1.66g) calculate the percent yield for step 1 step 2 and the
    overall reaction.
    c) Given the following melting point data for the intermediate and product briefly
    comment on purity.
    1) You react (E)-27-dimethyl-4-octene with bromine collect product and then
    perform a second reaction with potassium hydroxide.
    a) Show the entire mechanism for these reactions.
    b) Given the following masses for starting material intermediate and final
    product (2.0g/4.26g/1.66g) calculate the percent yield for step 1 step 2 and the
    overall reaction.
    c) Given the following melting point data for the intermediate and product briefly
    comment on purity. (intermediate: 166-170C product: 145-155C) (2pts)
    2) Acetone and propanal react via an aldol condensation in the presence of
    sodium hydroxide and then heat. Show the four possible products and the
    mechanisms that lead to each one.
    3) You wish to synthesize 11-diphenyl-1-propanol via Grignard technique.
    a) Show two possible synthetic pathways along with their mechanisms. One of
    them should involve a ketone or aldehyde as a substrate and the other should
    involve an ester substrate. Make a claim as to which is the more desirable
    synthetic pathway.
    b) Show what would happen if your Grignard reagent came into contact with
    water. For this reason what precautions must be taken when performing a
    Grignard reaction?
    4) What is the difference between an s-cis and s-trans diene? Which can undergo
    Diels-Alder cycloadditions and why?
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