does anyone know what 2,6-di-tert-butylphenol (DTBP) is? is it less polar than 2,4 DTBP? why?

Question

what is the capacity of 2,6-DTBP in hydrogen bonding?

Answer 1

2,6-Di-tert-butylphenol (2,6-DTBP) is an alkylated phenol industrially used as an UV stabilizer and an antioxidant for fuels, oils, gasolines, and other hydrocarbon based products; use as an antioxidant in rubber and some plastics was reported in small scale. It is widely approved to prevent gumming in aviation fuels. It is a clear to pale yellow semi-solid, with melting point between 34-36 °C and boiling point at 253 °C, insoluble in water but soluble in ether and methanol. It is also used in manufacture of fragrances and pharmaceuticals. Vast majority of its production volume is used as an intermediate for synthesis of other substances, mostly other phenolic antioxidants. It is not readily biodegradable, and is very toxic to water organisms.

YES. 2,6-DTBP is less polar than 2,4-DTBP because -OH is an electron donating grp. One t-butyl in para position stabilizes the structure a bit more.

Answer 2

The fact that both molecules contain identical groups mean that we have to look at the positions on the ring. In the 2,6 compound the alkyl groups are directly opposite each other, thus cancelling out any polarity the groups might give to the ring. In the 2,4 compound they are on one side of the molecule, and their polarities add somewhat.

Both contain very large groups. Even phenol itself is not very good at hydrogen-bonding, so these large molecules will be even less ready to bond in this way.