2,4,6-Triisopropyl-1,3,5-trioxane

Base Information

• Chemical Name: 2,4,6-Triisopropyl-1,3,5-trioxane
• CAS No.: 7580-12-3
• Molecular Formula: C12H24O3
• Molecular Weight: 216.321
• European Community (EC) Number: 231-479-6
• NSC Number: 67871
• UNII: DW0AJ31USS
• DSSTox Substance ID: DTXSID6064745
• Nikkaji Number: J58.288C
• Mol file: 7580-12-3.mol

Synonyms:2,4,6-Triisopropyl-1,3,5-trioxane;7580-12-3;Sunsubly B;Triisopropyl-s-trioxane;2,4,6-tri(propan-2-yl)-1,3,5-trioxane;2,4,6-Triisopropyltrioxane;1,3,5-Trioxane, 2,4,6-tris(1-methylethyl)-;2,4,6-TRIPROPAN-2-YL-1,3,5-TRIOXANE;s-Trioxane, 2,4,6-triisopropyl-;DW0AJ31USS;2,4,6-Tris(1-methylethyl)-1,3,5-trioxane;1,3,5-Trioxane,2,4,6-tris(1-methylethyl)-;EINECS 231-479-6;NSC 67871;NSC-67871;1,3,5-Trioxane, 2,4,6-triisopropyl-;AI3-05962;paraisobutyraldehyde;NSC67871;SUNSUBLY;UNII-DW0AJ31USS;YSWG285;SCHEMBL876651;s-Trioxane,4,6-triisopropyl-;DTXSID6064745;SCHEMBL11411161;XYIANCZIPATGDH-UHFFFAOYSA-;2,6-Triisopropyl-1,3,5-trioxane;1,5-Trioxane, 2,4,6-triisopropyl-;2,4,6-triisopropyl-[1,3,5]trioxane;BS-52372;LS-157647;1,5-Trioxane, 2,4,6-tris(1-methylethyl)-;2,4,6-tris(propan-2-yl)-1,3,5-trioxane;F74572;s-Trioxane, 2,4,6-triisopropyl- (7CI,8CI);EN300-9473604;AD-266/41884729;W-104389

Chemical Property of 2,4,6-Triisopropyl-1,3,5-trioxane

Chemical Property:

• Vapor Pressure: 0.0463mmHg at 25°C
• Melting Point: 64℃
• Refractive Index: 1.424
• Boiling Point: 244.9 °C at 760 mmHg
• Flash Point: 80 °C
• PSA: 27.69000
• Density: 0.916 g/cm³
• LogP: 2.99610
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.17254462
• Heavy Atom Count: 15
• Complexity: 144

Purity/Quality:

99%, ^*data from raw suppliers

2,4,6-TRIISOPROPYL-1,3,5-TRIOXANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1OC(OC(O1)C(C)C)C(C)C

Technology Process of 2,4,6-Triisopropyl-1,3,5-trioxane

There total 8 articles about 2,4,6-Triisopropyl-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: 100.0%

isobutyraldehyde (78-84-2) → 2,4,6-triisopropyl-1,3,5-trioxane (7580-12-3)

Guidance literature:

With beryllium iodide; In chloroform-d1; at 20 ℃; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201902414

Reference yield: 86.0%

pivalaldehyde (630-19-3) → 2,4,6-triisopropyl-1,3,5-trioxane (7580-12-3)

Guidance literature:

With [P(2-pyridyl)3W(CO)(NO)2]⁽²⁺⁾(BF₄^(1-))2; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(01)02323-1

Reference yield: 22.0%

trimethylsilyl isothiocyanate (2290-65-5) + isobutyraldehyde (78-84-2) → 2,4,6-triisopropyl-1,3,5-trioxane (7580-12-3) + bis(1-isothiocyanato-2-methylpropyl) ether

Guidance literature:

zinc(II) chloride; at 90 ℃; for 0.5h; Product distribution; effect of temperature on product distribution;

DOI:10.1246/bcsj.60.2289

upstream raw materials:

isobutyraldehyde

trimethylsilyl isothiocyanate

pivalaldehyde

Downstream raw materials:

2-methyllactic acid

2-bromo-2-methylpropanal

2-bromo-1,1-diethoxy-2-methyl-propane

bis-(1,2-dibromo-2-methyl-propyl) ether

Refernces

• 1、 Li, Xinzhong,Lin, Qi,Cao, Rong. "A convenient approach for the synthesis of 1,3,5-trioxanes under solvent-free conditions at room temperature". . p. 1017 - 1022. Retrieved 2014/06/09.
• 2、 Schetter, Bernd,Ziemer, Burkhard,Schnakenburg, Gregor,Mahrwald, Rainer. "Tetranuclear BINOL-titanium complex in selective direct aldol additions". . p. 813 - 819. Retrieved 2008/09/18.