(a) For the reaction of 1-methoxy-4-methylbenzene with CH3C(O)CI in the presence of AICI3, describe the bonding and electron distribution in 1-methoxy- 4-methylbenzene, formation and structure of the electrophile in the reaction, and the most stable intermediate responsible for the end product. H₂C CI. I, AICI3 Me -OMe 1-methoxy-4-methylbenzene

Compounds containing deuterium (D = 2H) are useful for kinetic studies and metabolic studies with new pharmaceuticals.One way to introduce deuterium is by using the reagent LiAlD4, equivalent in reactivity to LiAlH4. Show how to makethese deuterium-labeled compounds, using LiAlD4 and D2O as your sources of deuterium, and any non-deuterated startingmaterials you wish.(a) CH3CHDOH (b) CH3CD2OH (c) CH3CD2OD

(b) From the following molecules, A-D, a rotaxane can be formed. B NH i. ii. A HN H 'N C H D Cd(CIO4)2 NH₂ Draw the structure of the possible rotaxane that can be formed by molecules A-D. Give the order you would add the above molecules in order to synthesise a rotaxane. Justify your chosen order.

Write the mechanism(s), major product(s), and stereochemistry(ies) for each of the following reactions:please do them in the structural form i have them

10-11

Provide the structure of the major organic product of the following reaction and? explain the stereochemistry which results in this product. 2-Pentanol reacting with 1.) PBr3, pyridine 2.) NaCN

43C\ ......cion 2 (a) What reaction will occur if a catalytic amount of the base sodium ethoxide is added to acetone? Propose a structure of the product from this reaction. HK CH₂ NaOEt (0.05 eq) (b) What product would be expected if acetone were added to an excess of a stronger base (e.g. LDA)?

2. Give the products when 1-methyl-2-deutero-cyclohexene is treated with the following reagents. Be sure to clearly show stereochemistry of product(s). 1) Hg(OAc)2, H,о 2) NABH, CCI, (an inert solvent) CH3 H2, Pd/C ELOH CH;OH H,SO,(cat.)

Please help with the following ochem reaction scheme involving ethyl 3-methyl-2-oxocyclopentane-1-carboxylate. Provide the bond line structures for each compound formed in each step of the reaction scheme shown in the image provided

Provide a 3-5 step synthetic route the target molecule from starting material A. Be sure to account for relative stereochemistry and to suggest reagents/conditions for each step CN .CI H3C CN Target molecule starting material (A)