show the structural formula of the predominant product or products formed when (r)-butan-2-ol is treated with each of the following:
a.) pcc (pyridinium chlorochromate)
b.) k2cr2o7
c.) 1) nah and then 2) 1-bromobutane
d.) socl2
e.) pbr3

A) Butanone

B) Butanone

C) Sec-butyl Butyl Ether

D) (S)-2-Chloro-Butane

E) (S)-2-Bromo-Butane

Explanation:

A) and B) Oxidation of secondaries alcohols gives the corresponding ketone, even if it is a weak oxydation agent like PCC.

C) In the first step the strong base (NaH) attacks the hydroxyl group deprotonating it resulting in the formation of H2 (gas) and an alcoxide. Later, in the second step the alcoxide attacks via SN2 the alkyl halide given an ether.

D) E) Thionyl chloride and Phosphorus tribromide are useful agents to substitute an hydroxyl group to the corresponding halide.

he uptake of drugs from the intestine is often strongly influenced by diffusion. for example, consider a water-insoluble steroid for treating inflammation that is solubilized in aggregates of detergent molecules, called micelles. these micelles, aggregates of 80 soap molecules, have a molecular weight of 24,000, a diameter of 2.6 nm, and a charge of -27. the positively charge ions (counterions) in this system are na".