2396-43-2

Basic information

• Product Name: 2,4,6-tripropyl-1,3,5-trioxane
• Synonyms: 2,4,6-tripropyl-1,3,5-trioxane;Parabutyraldehyde;1,3,5-Trioxane, 2,4,6-tripropyl-
• CAS NO: 2396-43-2
• Molecular Formula: C₁₂H₂₄O₃
• Molecular Weight: 216.31716
• EINECS: 219-249-3
• Mol File: 2396-43-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 296.74°C (rough estimate)
• Flash Point: 85.7°C
• Appearance: /
• Density: 1.0316 (rough estimate)
• Vapor Pressure: 0.0197mmHg at 25°C
• Refractive Index: 1.4410 (estimate)
• CAS DataBase Reference: 2,4,6-tripropyl-1,3,5-trioxane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-tripropyl-1,3,5-trioxane(2396-43-2)
• EPA Substance Registry System: 2,4,6-tripropyl-1,3,5-trioxane(2396-43-2)

Safety Data

• Hazardous Substances Data: 2396-43-2(Hazardous Substances Data)

Usage

General Description

2,4,6-tripropyl-1,3,5-trioxane is a chemical compound with the molecular formula C12H24O3. It is a cyclic trimer of propylene oxide and is also known as tripropyl formal or tripropyloxane. 2,4,6-tripropyl-1,3,5-trioxane is a colorless liquid at room temperature with a faint, sweet odor. It is primarily used as a solvent in various industrial processes, as well as a fuel additive and a component in the production of polyurethane foams. It has low toxicity and is not considered to be a significant environmental or health hazard.

InChI:InChI=1/C12H24O3/c1-4-7-10-13-11(8-5-2)15-12(14-10)9-6-3/h10-12H,4-9H2,1-3H3

Upstream product

• 123-72-8 butyraldehyde 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 

Downstream Products

• 123-72-8 butyraldehyde 
• 645-62-5 2-ethylhexenal 
• 18618-89-8 2-ethylhexane-1,3-diol monobutyrate 

Relevant articles and documents

Determination of ceiling temperature and thermodynamic properties of low ceiling temperature polyaldehydes

Knowledge of the ceiling temperature and thermodynamic variables for low ceiling temperature polymers is critical to understanding the material's synthesis and use. Synthesis of the polymer below its ceiling temperature is the routine polymerization route. In situ 1H NMR of the equilibrium polymerization reaction can provide critical information for determining the enthalpy and entropy of polymer formation. Three polyaldehydes were synthesized with in situ 1H NMR, and their energies of formation were determined for the linear region of ceiling temperature. Insights into the mechanism of polymerization were also found using this method.

Synthesis of 1,3,5-trioxanes: A new, simple method using a bentonitic earth as catalyst

A simple method for synthesizing aliphatic as well as aromatic 1,3,5-trioxanes using as catalyst a bentonitic earth is reported. The yields ranged from good to excellent.

Antimony(v) cations for the selective catalytic transformation of aldehydes into symmetric ethers, α,β-unsaturated aldehydes, and 1,3,5-trioxanes

1-Diphenylphosphinonaphthyl-8-triphenylstibonium triflate ([2][OTf]) was prepared in excellent yield by treating 1-lithio-8-diphenylphosphinonaphthalene with dibromotriphenylstiborane followed by halide abstraction with AgOTf. This antimony(v) cation was found to be stable toward oxygen and water, and exhibited exceptional Lewis acidity. The Lewis acidity of [2][OTf] was exploited in the catalytic reductive coupling of a variety of aldehydes into symmetric ethers of type L in good to excellent yields under mild conditions using Et3SiH as the reductant. Additionally, [2][OTf] was found to selectively catalyze the Aldol condensation reaction to afford α-β unsaturated aldehydes (M) when aldehydes with 2 α-hydrogen atoms were used. Finally, [2][OTf] catalyzed the cyclotrimerization of aliphatic and aromatic aldehydes to afford the industrially-useful 1,3,5 trioxanes (N) in good yields, and with great selectivity. This phosphine-stibonium motif represents one of the first catalytic systems of its kind that is able to catalyze these reactions with aldehydes in a controlled, efficient manner. The mechanism of these processes has been explored both experimentally and theoretically. In all cases the Lewis acidic nature of the antimony(v) cation was found to promote these reactions.