5465-07-6

Basic information

• Product Name: 2-(1,3-dioxan-2-yl)ethanol
• CAS NO: 5465-07-6
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.1577
• Mol File: 5465-07-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 216.4°C at 760 mmHg
• Flash Point: 101.1°C
• Density: 1.069g/cm³
• Vapor Pressure: 0.0304mmHg at 25°C
• Refractive Index: 1.439
• CAS DataBase Reference: 2-(1,3-dioxan-2-yl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,3-dioxan-2-yl)ethanol(5465-07-6)
• EPA Substance Registry System: 2-(1,3-dioxan-2-yl)ethanol(5465-07-6)

Safety Data

• Hazardous Substances Data: 5465-07-6(Hazardous Substances Data)

Usage

General Description

2-(1,3-dioxan-2-yl)ethanol, also known as Dioxane, is a chemical compound with the molecular formula C6H12O3. It is a colorless, flammable liquid with a faint, pleasant odor. It is commonly used as a solvent in various industrial processes, such as in the production of lacquers, varnishes, and adhesives. It is also used as a stabilizer for the production of chlorinated solvents and as a reagent in organic synthesis. However, Dioxane is considered hazardous to human health and the environment, with potential risks of respiratory irritation, central nervous system depression, and long-term exposure leading to adverse effects on the liver and kidneys. As a result, proper safety precautions and regulations are in place for the handling and disposal of this chemical.

Upstream product

• 75-21-8 oxirane 
• 118418-22-7 Tributyl-[1,3]dioxan-2-yl-stannane 
• 79012-28-5 β-acetoxyethyl-2 dioxanne-1,3 
• 504-63-2 trimethyleneglycol 
• 2134-29-4 3-Hydroxypropanal 
• 102275-51-4 2-<2-(2-hydroxyethoxy)ethyl>-1,3-dioxane 
• 33884-43-4 2-(2-Bromoethyl)-1,3-dioxane 

Downstream Products

• 107-02-8 acrolein 
• 504-63-2 trimethyleneglycol 
• 5935-25-1 2-vinyl-1,3-dioxane 
• 626-68-6 2-methyl-[1,3]dioxane 
• 4161-32-4 4,8-dioxaundecane-1,11-diol 
• 2396-61-4 bis(3-hydroxypropyl)ether 
• 104266-80-0 3-(phenylsulfonyl)-1,1-(propylenedioxy)propane 

Relevant articles and documents

Oxidation of terminal diols using an oxoammonium salt: A systematic study

A systematic study of the oxidation of a range of terminal diols is reported, employing the oxoammonium salt 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (4-NHAc-TEMPO+ BF4-) as the oxidant. For substrates bearing a hydrocarbon chain of seven carbon atoms or more, the sole product is the dialdehyde. A series of post-oxidation reactions have been performed showing that the product mixture resulting from the oxidation step can be taken on directly to a subsequent transformation. For diols containing four to six carbon atoms, the lactone product is the major product upon oxidation. In the case of 1,2-ethanediol and 1,3-propanediol, when using a 1 : 0.5 stoichiometric ratio of substrate to oxidant, the corresponding monoaldehyde is formed which reacts rapidly with further diol to yield the acetal product. This is of particular synthetic value given both the difficulty of their preparation using other approaches and also their potential application in further reaction chemistry.

Method for removal of MW176 cyclic acetal formed during the production of 1,3-propanediol

The present invention is an improvement upon the process for the production of 1,3-propanediol (PDO) wherein an aqueous solution of 3-hydroxypropanal (HPA) is formed, and the HPA is subjected to hydrogenation to produce a crude PDO mixture comprising PDO, water, MW176 acetal, and high and low volatility materials, wherein the crude PDO mixture is dried to produce a first overhead stream comprising water and some high volatility materials and a dried crude PDO mixture as a first distillate bottoms stream comprising PDO, MW176 acetal, and low volatility materials, and wherein the dried crude PDO mixture is distilled to produce a second overhead stream comprising some high volatility materials, a middle stream comprising PDO and MW176 acetal, and a second distillate bottoms stream comprising PDO and low volatility materials. The improvement on this process comprises treating the crude PDO mixture and/or the dried crude PDO mixture and/or the PDO product with an acidic zeolite, an acid form cation exchange resin, or a soluble acid to convert the MW176 cyclic acetal to more volatile materials which can be easily separated from PDO by distillation.

REACTIVITE DES DERIVES DE CYCLOPROPYLIDENE-3 PROPYLE-I. SYNTHESE D'ALCOOLS β-CYCLOPROPYLIDENIQUES

A series of β-cyclopropylidenic alcohols has been synthesized through the following sequence:(i) Wittig condensation between cyclopropylidenetriphenylphosphorane with appropriate monoprotected 1,3-dicarbonyl compounds; (ii)smooth hydrolysis of acetals (after necessary transacetalization step) and ketals thus formed; (iii) LAH reduction of aldehydes and ketones(yielding primary and secondery alcohols respectively) or treatment of ketones with methyllithium (yielding tertiary alcohols).