1.8- Octanediol

Aldehydes usually undergo reductive dimerization upon electrolysis, as in the formation of 4,5-octanediol in 55% yield from butanal. Small chain aldehydes (such as acetaldehyde) give significant amounts of reduction to the alcohol but the proportion of dimer increases as the chain length increases, which is probably due to increased hydration of the small aldehydes and the alcohol products. 

Reaction of benzaldehyde with 1 2 octanediol in benzene containing a small amount of p toluenesulfonic acid yields almost equal quantities of two products in a combined yield of 94% Both products have the molecular formula C15H22O2 Suggest reasonable structures for these products... 

Peroxytnfluoroacetic acid is used tor numerous oxidations of saturated hydrocarbons and aromatic compounds It oxidizes alkanes, alkanols, and carboxylic acids with formation of hydroxylation products [29] Oxidation of cyclohexane with peroxytnfluoroacetic acid proceeds at room temperature and leads to cyclohexyl trifluoroacetate in 75% yield, 1-octanol under similar conditions gives a mixture of isomeric octanediols in 59% yield, and palmitic acid gives a mixture of hydroxypalmitic acids in 70% yield [29]... 

A third method of converting citronellol into rhodinol is by hydrating citronellol by means of 30 per cent, sulphuric acid. This yields the glycol 3-7-dimethyl octanediol-1-7, of the formula—... 

Yang and coworkers did the most efforts on the development of network polyester based on citric acid. " They investigated the reaction of citric acid with a series of aliphatic diols (from 3-16 carbon chains) and polyether diols such as polyethylene oxide (PEG), in which 1,8-octanediol (POC) and 1,10 decanediol (PDC) have been studied the most. 

Polyester synthesis was carried out hy insertion-dehydration of glycols into polyanhydrides using lipase CA as catalyst (Scheme 6). The insertion of 1,8-octanediol into poly(azelaic anhydride) took place at 30-60°C to give the corresponding polyester with molecular weight of several thousands. Effects of the reaction parameters on the polymer yield and molecular weight were systematically investigated. The dehydration reachon also proceeded in water. The reaction behaviors depended on the monomer structure and reaction media. 

The detailed kinetic study of octene-1 epoxidation by. veodecylsulfonic peracid was performed [25,42]. The 1,2-octanediol monodecylsulfonate was identified as the main product of the reaction. The kinetic dependence of the reaction rate (v) on the reactants concentration obeys the equation... 

Canali et al.17 reported the use a linear poly(tartrate) ligand in the asymmetric epoxidation of allylic alcohols. Moderate results were obtained. They also reported the use of branched/crosslinked poly(tartrate), which gave moderate to good results in the asymmetric epoxidation of allylic alcohols. As shown in Scheme 4-9, when L-(+)-tartaric acid and 1,8-octanediol are heated... 

The tartaric acid, 1,8-octanediol and p-toluene sulfonic acid were placed in the flask and the latter flushed with N2. A positive pressure of N2 was then maintained throughout. The mixture was stirred as the temperature was raised to 140 °C to achieve a homogeneous solution the temperature was then allowed to fall to 125 °C and the reaction left to proceed for 3 days. 

The second type of solvent-related effect which commonly occurs is observed when a mixture of 1-octanol and 1,8-octanediol is analyzed in two different eluents. In chloroform, the two alcohols are not resolved due to their similar molecular size. In THF, however, resolution nearly to baseline can be achieved due to differentiation of the alcohols on the basis of hydrogen bonding interactions with THF. Octanediol, having two sites for interaction, forms a species with a significantly larger effective size in solution than does octanol which has only one site for interaction. The separation is therefore enhanced. 

---