Monofluoro Analogs of Eugenol Methyl Ether as Novel Attractants for the Oriental Fruit Fly was written by Khrimian, Achot P.;DeMilo, Albert B.;Waters, Rolland M.;Liquido, Nicanor J.;Nicholson, Jesse M.. And the article was included in Journal of Organic Chemistry in 1994.COA of Formula: C11H16O3 This article mentions the following:
Monofluoro analogs of eugenol Me ether as potential attractants for the Oriental fruit fly (Bactrocera dorsalis, Hendel) were synthesized using selective fluorination reactions: electrophilic hydro- and iodofluorination, fluorodehydroxylation with (diethylamido)sulfur trifluoride (DAST), and Wittig fluoroolefination through the stabilized ylides. Unusual reduction of the double bond was detected in a reaction of Me eugenol with pyridinium poly(hydrogen fluoride). Bis[(3,4-dimethoxyphenyl)alkyl] carbonates were identified as the novel nucleophilic substitution products of the intermediate generated from the reaction of 3,4-dimethoxybenzenealkanols with DAST. Reductive desulfonylation of (Z)-3,4-(MeO)2C6H3CH2CH:CFSO2Ph with sodium amalgam afforded 3,4-(MeO)2C6H3CH2CH:CHF (E/Z = 85:15) which was highly attractive to the Oriental fruit fly. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3COA of Formula: C11H16O3).
3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.COA of Formula: C11H16O3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem