A new proof of structure of the cyclic dimers of α,β-ethylenic hydrocarbons was written by Dumas, Gerard;Rumpf, Paul. And the article was included in Compt. rend. in 1956.Recommanded Product: 13417-49-7 This article mentions the following:
Acrolein was dimerized in dilute HCl to 3-formyl-5,6-dihydro-α-pyran which gave a 78% yield of the corresponding acid, m. 83-4°, upon Ag2O oxidation. Reduction of the acid with Raney Ni at 120 atm. and 100° gave tetrahydropyran-3-carboxylic acid (I), b12 136-7°; anilide, m. 131°. The dimer from the diene synthesis was reduced using Pt black, and the resulting formyltetrahydropyran treated with aqueous Ag2O to give a tetrahydropyrancarboxylic acid (II), b12 126-7°; anilide, m. 122-3°. Ionization constants of II and I are 3.80 (20°) and 4.40 (18°), resp. These differences are taken as proof that the carbonyl group in the acrolein dimer from the diene synthesis is in the α-position so that II is tetrahydropyran-2-carboxylic acid. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Recommanded Product: 13417-49-7).
5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7) belongs to tetrahydropyran derivatives. Tetrahydropyran is a useful synthetic intermediate. Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and dihydropyran are common intermediates in organic synthesis. The most notable anticancer agent, bryostatin, and eribulin are marine macrolides having intriguing tetrahydropyran and furan motif. Recommanded Product: 13417-49-7
Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics