7789-92-6

Usage

?Acute Toxicity

Oral - Rat LD50: 1600 mg/kg

Chemical Properties

clear slightly yellow liquid

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 2278, 1950 DOI: 10.1021/ja01161a507

Safety Profile

Moderately toxic by ingestion.Mildly toxic by skin contact. A skin and eye irritant. Whenheated to decomposition it emits acrid smoke andirritating fumes.

InChI:InChI=1/C9H20O3/c1-4-10-8-7-9(11-5-2)12-6-3/h9H,4-8H2,1-3H3

Upstream product

• 78-10-4 tetraethoxy orthosilicate 
• 107-02-8 acrolein 
• 64-17-5 ethanol 
• 54129-53-2 isovaleraldehyde cyanohydrin 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 3984-22-3 2-vinyl-1,3-dioxolane 
• 83490-15-7 2-<2-(2-hydroxyethoxy)-ethyl>-1,3-dioxolane 
• 89769-15-3 2-<2-(2-hydroxypropoxy)-ethyl>-4-methyl-1,3-dioxolane 
• 504-63-2 trimethyleneglycol 

Downstream Products

• 108-99-6 3-Methylpyridine 
• 6630-39-3 2-bromo-1,1,3-triethoxy-propane 
• 91-22-5 quinoline 
• 2806-85-1 3-ethoxypropanal 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 64-17-5 ethanol 
• 111-35-3 3-ethoxy-1-propanol 

Relevant academic research and scientific papers

PRECURSORS OF 3-ALKOXYALKANOLS AND PROCESSES FOR THE PREPARATION OF 3-ALKOXYALKANOLS

Processes for the preparation of 3-alkoxyalkanols useful as solvents for coating materials, photoresists, or the like.Specifcally,(1) a process which comprises reacting an α,β-unsaturated aldehyde with an alcohol in the presence of an acidic catalyst and subjecting the obtained product to hydrolysis and hydrogenation successively;(2) a process which comprises subjecting a reaction mixture obtained by the reaction of an α,β-unsaturated aldehyde with an alcohol and comprising the corresponding 1,1,3-trialkoxyalkane and 3-alkoxyalkanal to hydrolysis and hydrogenation at the same time;(3) a process which comprises recovering a 3-alkoxyalkanal through distillation as an azeotropic mixture thereof with water from a reaction solution obtained by the reaction of an alcohol with acid-containing acrolein or methacrolein prepared by the oxidation of propylene or isobutylene, and hydrogenating the recovered 3-alkoxyalkanal into the corresponding 3-alkoxyalkanol; and(4) a process which comprises bringing a gas produced by the oxidation of propylene or isobutylene Into contact with an alcohol, conducting the reaction of the gas with the alcohol to form the corresponding 1,1,3-trialkoxyalkane, and subjecting it to hydrolysis and hydrogenation.

Acetals and Ethers, XVII: One- or Two-Step Syntheses of 2-(2-Alkoxyethyl)-1,3-dioxacyclanes

2-(2-Alkoxyethyl)-1,3-dioxanes (1) were prepared by a p-toluenesulfonic acid-catalyzed, one-step reaction of propenal with a mixture of aliphatic alcohol and trimethylene glycol in good yields.The transacetalization reaction of 1,1,3-trialkoxypropanes (3) with ethylene glycol or propylene-(1,2)glycol afforded good yields of pure 2-(2-alkoxyethyl)-1,3-dioxolanes (5 or 6), respectively.This reaction proceeds through an intermediate 1,3-dialkoxy-1-(2-hydroxyalkoxy)-propane. - Keywords: 2-(2-Alkoxyethyl)-1,3-dioxane; 2-(2-Alkoxyethyl)-1,3-dioxolane; 2-(2-Alkoxyethyl)-4-me thyl-1,3-dioxolane; 1,3-Dialkoxy-1-(2-hydroxyalkoxy)-propane; Transacetalizations reaction

Derivatives of C-6 functionalized 4-heteroaldehydes. IV. Alcohol interchange via retro-Michael on acetals of 6-hydroxy-4-oxa-aldehydes: Synthesis of 2-alkoxyethyl-1,3-dioxolanes and derivatives

The alcohol interchange between 2--1,3-dioxolane 1 or 2--4-methyl-1,3-dioxolane (cis/trans mixture) 2, and methanol, ethanol, propanol or isopropanol, has been studied at the reflux temperature of mixtures. 1,1,3-Trialkoxy-propanes and 2-(2-alkoxyethyl)-1,3-dioxolanes were found when starting from 1 and 1,1,3-trialkoxypropanes, and 2-(2-alkoxyethyl)-4-methyl-1,3-dioxolanes (cis/trans mixtures, separated by glc) when starting from 2.The operativity of a retro-Michael reaction in the processes is proved; nevertheless, this does not occur when the reactions are carried out at room temperature.