Tsuboi, Sadao et al. published their research in Bulletin of the Chemical Society of Japan in 1987 | CAS: 18891-13-9

Ethyl methyl adipate (cas: 18891-13-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C9H16O4

A highly stereoselective synthesis of (E)-enol lactones by the Wittig reaction of cyclic anhydrides with (α-alkoxycarbonylethylidene)triphenylphosphorane was written by Tsuboi, Sadao;Fukumoto, Hirohumi;Wada, Hiroshi;Takeda, Akira;Fukuyama, Keiichi. And the article was included in Bulletin of the Chemical Society of Japan in 1987.Synthetic Route of C9H16O4 The following contents are mentioned in the article:

The Wittig reaction of Ph3P:CMeCO2R (I; R = Et, Me3C) with glutaric anhydrides II (R1, R3, R4 = H, Me; R2 = H, Me, Ph) gave 13-86% exo-(alkoxycarbonyl)heptenolides III and 6-35% endo-(alkoxycarbonyl)heptenolides IV (R-R4 = same as above). (E)-III were obtained with high stereoselectivity. X-ray crystal anal. of III (R = Me3C, R1 = Me, R2-R4 = H) confirmed the stereochem. assigned. The Wittig reactions of I with adipic and azelaic anhydrides are also reported. This study involved multiple reactions and reactants, such as Ethyl methyl adipate (cas: 18891-13-9Synthetic Route of C9H16O4).

Ethyl methyl adipate (cas: 18891-13-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C9H16O4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics