84355-44-2

Usage

Uses

Used in the Food Industry:
Methyl tetrahydropyran-3-carboxylate is used as a flavoring agent for its ability to improve the taste and aroma of food products, contributing to a more appealing sensory experience for consumers.
Used in the Fragrance Industry:
In the production of perfumes and other fragrance products, methyl tetrahydropyran-3-carboxylate serves as a key ingredient that helps to create complex and nuanced scents, enhancing the overall appeal of these products.
Safety and Regulation:
Methyl tetrahydropyran-3-carboxylate is considered safe for use in food and fragrance products when it adheres to the established regulations and guidelines, ensuring that its application does not pose any health risks to consumers.

InChI:InChI=1/C7H12O3/c1-9-7(8)6-4-2-3-5-10-6/h6H,2-5H2,1H3

Upstream product

• 38426-33-4 2-carbomethoxy-3,6-dihydro-2H-pyran 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 51673-83-7 tetrahydropyran-2-carboxylic acid 
• 60900-13-2 n-butyl 3,6-dihydro-2H-pyran-2-carboxylate 
• 16698-52-5 3,4-dihydro-2H-pyran-2-carboxylic acid sodium salt 

Relevant academic research and scientific papers

Synthesis and Resolution of Tetrahydropyran Carboxylic Acids and the Bioevaluation of Their Esters as Cockroach Attractants

Tetrahydropyran-2- and -3-carboxylic acids were resolved by using quinine.The enantiomeric purity of the corresponding methyl esters (1 and 2) was determined by proton NMR, using a lanthanide chiral shift reagent in the ratio 1:3 (substrate/shift reagent).The relative attractant activity of the racemic, and (+) and (-) isomers of these esters was evaluated against Blattella germanica (L.) and Supella longipalpa (F.).The results show that the activity order for 1 was (-) > (+) > racemic, and for 2 was (+) > (-) > racemic.

Experimental Studies of the Anomeric Effect. Part VI. Ring Inversion Equilibria in Cyclohexane, Tetrahydropyran and Piperidine Rings Substituted by a Carbomethoxy or a Cyano Group.

The ring inversion equilibrium in carbomethoxycyclohexane is compared with those in 2-carbomethoxytetrahydropyran and 2-carbomethoxypiperidine through a variable temperature nmr study of the positions of equilibria.The derived ΔH0ae values (kcal mol-1) of -1.24 (cyclohexane), -1.69 (tetrahydropyran) and -0.54 (piperidine) can be rationalised in terms of competition between steric effects and endo-anomeric effects of the ring heteroatom.Variable temperature studies have also given ΔH0ae values (kcal mol-1) for ring inversions in cyanocylohexane, 2-cyanotetrahydropyran and 2-cyanopiperidine as -0.18, +0.36 and +2.22.Steric effects are small for CN, and the trend in ΔH0 values is consistent with the expected increase in stabilising endo-anomeric effect along the series C, O, N.

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.