1,3,5-Trioxane

Base Information

• Chemical Name: 1,3,5-Trioxane
• CAS No.: 110-88-3
• Deprecated CAS: 113783-48-5
• Molecular Formula: C3H6O3
• Molecular Weight: 90.0788
• Hs Code.: 2912 50 00
• European Community (EC) Number: 203-812-5
• NSC Number: 26347
• UN Number: 1325
• UNII: 46BNU65YNY
• DSSTox Substance ID: DTXSID4021925
• Nikkaji Number: J2.452J
• Wikipedia: 1,3,5-Trioxane
• Wikidata: Q424104
• Metabolomics Workbench ID: 55757
• ChEMBL ID: CHEMBL1495792
• Mol file: 110-88-3.mol

Synonyms:s-trioxane;trioxymethylene

Chemical Property of 1,3,5-Trioxane

Chemical Property:

• Appearance/Colour: colourless transparent crystals
• Vapor Pressure: 508.598mmHg at 25°C
• Melting Point: 59-62 °C(lit.)
• Refractive Index: 1.385
• Boiling Point: 114.5 °C at 760 mmHg
• Flash Point: 45 °C
• PSA: 27.69000
• Density: 1.131 g/cm³
• LogP: -0.07770
• Storage Temp.: Flammables area
• Solubility.: 221g/l
• Water Solubility.: 221 g/L (25 ºC)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 90.031694049
• Heavy Atom Count: 6
• Complexity: 21.5
• Transport DOT Label: Flammable Solid

Purity/Quality:

99% ^*data from raw suppliers

1,3,5-Trioxane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn
• Hazard Codes: F,Xn
• Statements: 11-37-63
• Safety Statements: 36/37-46

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: C1OCOCO1
• Uses: 1,3,5-Trioxane is widely used as a source of anhydrous formaldehyde.It can be used to synthesize:Polyoxymethylene and hyperbranched polyesters.Calixarenes such as calix[4]resorcinarene, calix[6]resorcinarene and para-tert-butylcalix[8] and [9]arene.Various natural products including (?)-motuporin, (+)-sundiversifolide, (+)-lyconadin A and (?)-lyconadin B. 1,3,5-Trioxane is used in organic chemical processes such as aldol condensation of amides and syntheses of chloromethyl esters or other plastics.

Technology Process of 1,3,5-Trioxane

There total 34 articles about 1,3,5-Trioxane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 36.0%

2-acetylcyclopentanaone (1670-46-8) → 1,3,5-Trioxan (110-88-3) + 4-butanolide (96-48-0) + glutaric anhydride, (108-55-4) + 1,5-pentanedioic acid (110-94-1) + 2-acetyl-2-hydroxycyclopentanone (1262892-77-2) + 2-acetoxycyclopentanone (52789-75-0) + 2-acetyl-2-hydroxymethylcyclopentanone (1167443-17-5) + 2-acetyl-2,3-epoxycyclopentanone (89540-15-8)

Guidance literature:

With oxygen; In acetone; at 20 ℃; for 4h; Irradiation;

DOI:10.1007/s11172-012-0149-8

Reference yield: 11.0%

2-acetylcyclopentanaone (1670-46-8) → 1,3,5-Trioxan (110-88-3) + 4-butanolide (96-48-0) + glutaric anhydride, (108-55-4) + formic acid (64-18-6) + 1,5-pentanedioic acid (110-94-1) + 4-Hydroxy-4-methyl-2-pentanone (123-42-2) + 4-acetoxybutyric acid (26976-72-7) + 5,6-dioxo-n-heptanoic acid (85951-55-9) + 2-acetyl-2-hydroxycyclopentanone (1262892-77-2) + 2-acetoxycyclopentanone (52789-75-0) + 2-acetyl-2-hydroxymethylcyclopentanone (1167443-17-5) + 1,1'-diacetyl-1,1'-bicyclopentyl-2,2'-dione (1426960-55-5) + 2-acetyl-2,3-epoxycyclopentanone (89540-15-8) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

With oxygen; calcium chloride; In acetone; at 57 ℃; for 30h;

DOI:10.1007/s11172-012-0149-8

Reference yield: 2.0%

2-acetylcyclopentanaone (1670-46-8) → 1,3,5-Trioxan (110-88-3) + 4-butanolide (96-48-0) + glutaric anhydride, (108-55-4) + formic acid (64-18-6) + 1,5-pentanedioic acid (110-94-1) + 2-acetyl-2-hydroxycyclopentanone (1262892-77-2) + 2-acetoxycyclopentanone (52789-75-0) + 2-acetyl-2-hydroxymethylcyclopentanone (1167443-17-5) + 2-acetyl-2,3-epoxycyclopentanone (89540-15-8) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

With oxygen; In acetone; at 20 ℃; for 6h; Irradiation;

DOI:10.1007/s11172-012-0149-8

upstream raw materials:

benzoic acid methyl ester

formaldehyd

methanol

sulfuric acid

Downstream raw materials:

3-(4-methylpiperazin-1-yl)-1-phenylpropan-1-one

2,2'-difurylmethane

2,2'-dithienylmethane

2,5-bis-[2]thienylmethyl-thiophene

Refernces

6-(4′-Aryloxy-phenyl)vinyl-1,2,4-trioxanes: A new series of orally active peroxides effective against multidrug-resistant Plasmodium yoelii in Swiss mice

10.1016/j.bmcl.2010.06.045

The research focuses on the development of a new series of 6-(40-aryloxy-phenyl)vinyl-1,2,4-trioxanes, specifically compounds 10a–d, 11a–d, and 12a–d, which were synthesized and evaluated for their antimalarial activity against multidrug-resistant Plasmodium yoelii in Swiss mice via the oral route. The purpose of this study was to find structurally simpler, more affordable, and effective synthetic trioxanes that could combat multidrug-resistant malaria. The most active compounds in the series, trioxanes 10b and 10c, demonstrated 100% protection at a dose of 48 mg/kg over four days, comparable to the clinically useful drug β-arteether. The chemicals used in the synthesis process included various aryl alkoxyphenyl vinyl compounds, cyclopentanone, cyclohexanone, 2-adamantanone, and other reagents involved in the photooxygenation and acid-catalyzed condensation steps. The study concluded that cyclopentane-based trioxanes 10b and 10c showed promising activity profiles similar to that of β-arteether, indicating their potential as effective antimalarial agents.