Adipaldehyde is the
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the formula . It is a colorless oil that is usually encountered as an aqueous solution because it is highly reactive like many
dialdehyde
In organic chemistry, an aldehyde () (lat. ''al''cohol ''dehyd''rogenatum, dehydrogenated alcohol) is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred ...
s. The compound has attracted interest as a precursor to
nylon
Nylon is a family of synthetic polymers characterised by amide linkages, typically connecting aliphatic or Polyamide#Classification, semi-aromatic groups.
Nylons are generally brownish in color and can possess a soft texture, with some varieti ...
-related polymers. It can be produced by double
hydroformylation
In organic chemistry, hydroformylation, also known as oxo synthesis or oxo process, is an industrial process for the production of aldehydes () from alkenes (). This chemical reaction entails the net addition of a formyl group () and a hydrogen ...
of 1,3-
butadiene
1,3-Butadiene () is the organic compound with the formula CH2=CH-CH=CH2. It is a colorless gas that is easily condensed to a liquid. It is important industrially as a precursor to synthetic rubber. The molecule can be viewed as the union of two ...
, but this methodology has not achieved commercialization. It has been prepared by oxidation of
1,6-hexanediol
1,6-Hexanediol is an organic compound with the formula (CH2CH2CH2OH)2. It is a colorless water-soluble solid.
History and synthesis
W. H. Perkin Jr. and his graduate student Edward Haworth first prepared the compound in 1894 during their resea ...
with
pyridinium chlorochromate
Pyridinium chlorochromate (PCC) is a yellow-orange salt (chemistry), salt with the chemical formula, formula 5H5NH rO3Clˆ’. It is a reagent in organic synthesis used primarily for organic redox reaction, oxidation of Alcohol (chemistry), al ...
.
[{{cite journal , doi=10.1016/s0040-4039(00)75204-x , title=Pyridinium Chlorochromate. An efficient reagent for oxidation of primary and secondary alcohols to carbonyl compounds , date=1975 , last1=Corey , first1=E.J. , last2=Suggs , first2=J.William , journal=Tetrahedron Letters , volume=16 , issue=31 , pages=2647–2650 ]
References
Aldehydes