Chemistry Reference
In-Depth Information
reaction resulting in ketonic products. Dehydrodecarboxylation of AbA yielded
diabietyl ketone (DAK); it was also noted that DAK is able to react with dienophiles
by the Diels-Alder mechanism [33, 34]. This is a very interesting reaction, involving
the double bonds of the diene (rosin acid) as they can be coupled with unsaturated
carboxylic substances as dienophiles and transformed into organic polybasic
acids in accordance with the Diels-Alder mechanism. The synthesis of (MPA) and
acrylopimaric acid (APA) from rosin acids has already been reported [35]. Atta and
co-workers [36] described the condensation of diethanolamine (DEA) with MPA
and APA to produce hydroxymethylated derivatives as illustrated in
Scheme 2.1
. The
method of purification and characterisation was described [36]. DAK is the product
of dehydrodecarboxylation of AbA in the presence of PTSA. It is a bisdiene and so
behaves as a monomer for the Diels-Alder polymerisation reaction. The synthesis
of multifunctional hydroxylated AbA derivatives, by reacting DEA with the adducts
produced by the reaction of DAK with both MA and AA, will be investigated. The
condensed product of ethanolamine with the Diels-Alder adduct of DAK and AA
designated as DAKA. The chemical reactions presumed to take place between DAK
with both MA and AA, followed by the reaction of these adducts with DEA, are
illustrated in
Scheme 2.1
. The main physicochemical properties of DAK, MA/DAK,
AA/DAK, MA/DAKA and AA/ DAKA were described by Atta and co-workers [36].
The physicochemical characteristics of DAK adducts with MA and AA with their
amide derivatives are listed in
Table 2.3
.
