1) Do the following synthesis: (e) Benzene to 1,3-dipropylbenzene (f) Benzene to p-nitrobenzoic acid (g) Benzene to p-bromobenzaldehyde (h) Acetopheneone to 1,3-diethylbenzene  2) What is the main product for each of the following reactions? (d) Styrene + CH3CH2COCl AlCl3, then Br2, Fe -----> ? (e) Benzene + 1-chloro-2,2-dimethylpropane, AlCl3 -----> ? (h) Benzene + HCOCl, AlCl3 then 1-chlorobutane, AlCl3 -----> ?

The following reaction could produce an isomeric mixture of three alkenes. Please answer the following questions.

1) alkene (1 mole) 03 (1 mole) 2) (CH3)2S (1 mole) Scheme Q1a Products 1A and 1B? + (CH3)2S=O c) Assuming that in step 2 in the above reaction H2O2 (hydrogen peroxide) is used instead of (CH3)2S (dimethylsulfide), what would be the resulting products 1C and 1D? Draw their structure and circle and name the functional groups in the products.

Provide the structure of the major organic product in the following reaction.

(a) In an acid-catalyzed hydration, one of the following 10 carbon alkynes is expected to produce a single hydration product? Select the correct alkyne and draw the structure of the hydration product that is formed from this alkyne. (I) 2-decyne; (II) 3-decyne; (III) 4-decyne; (IV) 5-decyne; (V) none of these will give a single hydration product. (b) The reaction shown below gives Compound X as the major product. The mass spectrum of X is shown. Br2, H20 Compound X 100 - MS-IW-5644 80 60 40 - 20 - 20 40 60 80 100 120 140 160 180 200 220 m/z Considering the reactions of alkynes and the MS data, de duce which of following structures corresponds to X: Br Br HO, IV V I II II Support your answer with a reaction mechanism for fomation of X and identification of relevant peaks in the mass spectrum. 12 Relative Intensity

Show how the reaction of an allylic halide with a Grignard reagent might be used to synthesize the following hydrocarbons.(a) 5-methylhex-1-ene