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

Base Information

• Chemical Name: 2,4,6-Triisobutyl-1,3,5-trioxane
• CAS No.: 68165-40-2
• Molecular Formula: C15H30 O3
• Molecular Weight: 258.401
• European Community (EC) Number: 269-012-3
• UNII: 4KW7X7XVE1
• DSSTox Substance ID: DTXSID00218345
• Nikkaji Number: J317.377A
• Mol file: 68165-40-2.mol

Synonyms:2,4,6-Triisobutyl-1,3,5-trioxane;68165-40-2;s-Trioxane, 2,4,6-triisobutyl-;1,3,5-Triisobutyl-2,4,6-trioxane;BRN 0119985;2,4,6-tris(2-methylpropyl)-1,3,5-trioxane;EINECS 269-012-3;4KW7X7XVE1;1,3,5-Trioxane, 2,4,6-tris(2-methylpropyl)-;5-19-09-00121 (Beilstein Handbook Reference);UNII-4KW7X7XVE1;SCHEMBL6810438;DTXSID00218345;LS-157645;2,4,6-Tri-isobutyl-[1,3,5]trioxane, stereoisomer 1;1,3,5-TRIOXANE, 2,4,6-TRIS(2-METHYLPROPYL)-, (2.ALPHA.,4.ALPHA.,6.ALPHA.)-

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

Chemical Property:

• Vapor Pressure: 0.00203mmHg at 25°C
• Boiling Point: 300.2ºC
• Flash Point: 99.9ºC
• PSA: 27.69000
• Density: 0.883 g/cm³
• LogP: 4.16640
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 258.21949481
• Heavy Atom Count: 18
• Complexity: 176

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1OC(OC(O1)CC(C)C)CC(C)C

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

There total 4 articles about 2,4,6-Triisobutyl-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: 71.4%

isovaleraldehyde (590-86-3) → 2,4,6-triisobutyl-[1,3,5]trioxane (68165-40-2)

Guidance literature:

With N,N,N',N'',N''-pentamethyl-N,N''-bis(3-sulfopropyl)diethylenetriaminium tris(trifluoromethanesulfonate); In neat (no solvent); at 20 ℃; for 2h; Inert atmosphere; Green chemistry;

DOI:10.1007/s00706-014-1150-8

Reference yield: 14.0%

isovaleraldehyde (590-86-3) → 2,4,6-triisobutyl-[1,3,5]trioxane (68165-40-2) + 3-hydroxy-2-isopropyl-5-methyl-hexanal (40853-49-4) + (Z)-2-isopropyl-5-methylhex-2-enal

Guidance literature:

bentonitic earth; Irradiation;

DOI:10.1016/S0040-4039(00)91813-6

Reference yield:

2,3-dimethyl-buta-1,3-diene (513-81-5) + isovaleraldehyde (590-86-3) → 2,4,6-triisobutyl-[1,3,5]trioxane (68165-40-2) + C11H20O + (S)-2-isobutyl-4,5-dimethyl-3,6-dihydro-2H-pyran

Guidance literature:

With N,N'-((11bS,11b'S)-azanediylbis(2,6-bis(3,5-bis(pentafluoro-λ⁶-sulfanyl)phenyl)-4λ⁵-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine-4-yl-4-ylidene))bis(1,1,1-trifluoromethanesulfonamide); In methyl cyclohexane; at -20 ℃; for 168h; Reagent/catalyst; enantioselective reaction; Molecular sieve;

DOI:10.1021/jacs.7b08357

upstream raw materials:

isovaleraldehyde

2,3-dimethyl-buta-1,3-diene

isoprene

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、 Camarena,Cano,Delgado,Zuniga,Alvarez,Garcia. "Synthesis of 1,3,5-trioxanes: A new, simple method using a bentonitic earth as catalyst". . p. 6857 - 6858. Retrieved 2007/10/02.