54004-34-1

Usage

InChI:InChI=1/C8H14O2/c1-7-3-4-8(2,6-9)10-5-7/h5,9H,3-4,6H2,1-2H3

Upstream product

• 1920-21-4 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carbaldehyde 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 107-25-5 methoxyethene 
• 78-85-3 2-methylpropenal 

Downstream Products

• 513-42-8 3-hydroxy-2-methyl-1-propene 

Relevant academic research and scientific papers

Synthesis and biological activity of α-alkylacrolein dimers and their derivatives

Dimers of methacrolein and α-ethylacrolein have been obtained and undergo a Cannizzaro reaction to the corresponding pyran alcohols and sodium salts of pyran acids. Their bacteriostatic, bactericidal, and fungicidal properties have been studied.

Anomeric effect enhancement in C-5-substituted 2-methoxytetrahydropyrans

cis- and trans-2.5-Dimethoxytetrahydropyrans, cis-2,5-dimethoxy-6-methyltetrahydropyran and 2-methoxy-5-methyltetrahydropyran have been examined to see the effect of an OCH3 group at position 5 on the degree of anomeric effect in substituted 2-methoxytetrahydropyrans. The present study shows that this group stabilises the C-2 electronegative substituent in the axial position. Semi-empirical and ab initio molecular orbital calculations support this view, AM1 calculation gives lower enthalpies as well as lower dipole moments for the compounds having an OCH3 group in the axial position at C-2 over the equatorial form in 2-methoxytetrahydropyrans. This enhanced stabilisation is attributed to the electrostatic interaction between the partial positive charge at C-5 and the partial negative charge of the aglycone oxygen atom.

Carbon-13 NMR Spectra of Saturated Heterocycles. XI - Tetrahydropyrans (Oxanes)

The 13C NMR spectra of 62 oxanes (tetrahydropyrans) with and without methyl substituents at various ring positions, some of them bearing in addition (or instead) ethyl, vinyl, ethynyl, carbomethoxy and methylol substituents at C-2, have been recorded, and the 294 resulting chemical shifts have been correlated by multiple linear regression analysis.Axial and equatorial α-, β-, γ-, δ-, gem- and vic-parameters for shifts caused by methyl groups at all ring positions, and similar parameters for Et, -CH=CH2, -CCH, CO2Me and CH2OH groups at C-2, are reported.Standard deviations of the parameters are, in most cases, within 0.3 ppm and the agreement of calculated and experimental shifts is excellent.This is probably the largest parameter set of this type extant. 13C NMR spectra of a number of additional substituted tetrahydropyrans, and of 3,6-dihydro-2H-pyrans and 3,4-dihydro-2H-pyrans, are tabulated and discussed.