2,2,6,6-Tetramethyloxan-4-one

Base Information

• Chemical Name: 2,2,6,6-Tetramethyloxan-4-one
• CAS No.: 1197-66-6
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Hs Code.: 2932999099
• European Community (EC) Number: 861-075-0
• DSSTox Substance ID: DTXSID20473994
• Nikkaji Number: J24.828B
• Wikidata: Q82303729
• Mol file: 1197-66-6.mol

Synonyms:1197-66-6;2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one;2,2,6,6-tetramethyloxan-4-one;Tetrahydro-2,2,6,6-tetramethylpyran-4-one;4H-Pyran-4-one, tetrahydro-2,2,6,6-tetramethyl-;2,2,6,6-TETRAMETHYL-TETRAHYDRO-PYRAN-4-ONE;2,2,6,6-Tetramethyltetrahydro-4H-pyran-4-one;2,2,6,6-tetramethyldihydro-2H-pyran-4(3H)-one;MFCD12828096;4H-Pyran-4-one,tetrahydro-2,2,6,6-tetramethyl-;BENZOICANHYDRIDE;2,2,6,6-Tetramethyldihydropyran-4(3H)-one;SCHEMBL616425;AMY6047;DTXSID20473994;NOGFHTGYPKWWRX-UHFFFAOYSA-N;BAA19766;AKOS015911716;CS-W020168;SB11118;AS-33912;SY041276;2,2,6,6-tetramethyl tetrahydropyran-4-one;FT-0749206;EN300-126766;2,2,6,6-tetramethyl tetrahydro-4H-pyran-4-one;A854183;W-205051

Chemical Property of 2,2,6,6-Tetramethyloxan-4-one

Chemical Property:

• Vapor Pressure: 0.366mmHg at 25°C
• Melting Point: 12.8 °C
• Refractive Index: 1.422
• Boiling Point: 198.11 °C at 760 mmHg
• Flash Point: 63.687 °C
• PSA: 26.30000
• Density: 0.915 g/cm³
• LogP: 1.92310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

98% ^*data from raw suppliers

2,2,6,6-Tetramethyl-2h-3,5,6-trihydropyran-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=O)CC(O1)(C)C)C
• Uses: 2,2,6,6-Tetramethyl-2h-3,5,6-trihydropyran-4-one is a chemical reagent used in the synthesis of Nodulisporic Acid, a potent and systemic insecticide.

Technology Process of 2,2,6,6-Tetramethyloxan-4-one

There total 5 articles about 2,2,6,6-Tetramethyloxan-4-one 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: 95.0%

((S)-2-Methoxymethyl-pyrrolidin-1-yl)-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-ylidene)-amine (389091-69-4) → 2,2,6,6-tetramethyltetrahydropyran-4-one (1197-66-6)

Guidance literature:

With selenium(IV) oxide; dihydrogen peroxide; In methanol; at 20 ℃; pH=7; aq. phosphate buffer;

DOI:10.1055/S-0029-1218352

Reference yield: 53.0%

phorone (504-20-1) → 2,2,6,6-tetramethyltetrahydropyran-4-one (1197-66-6)

Guidance literature:

With hydrogenchloride; In water; at 40 ℃; for 48h;

Reference yield:

2,6-dihydroxy-2,6-dimethyl-heptan-4-one (3682-91-5) → 2,2,6,6-tetramethyltetrahydropyran-4-one (1197-66-6) + phorone (504-20-1)

Guidance literature:

With sulfuric acid; Nebenprod_. 2: 6-Hydroxy-2,6-dimethyl-hept-2-en-4-on;

DOI:10.1039/jr9440000338

upstream raw materials:

phorone

2,6-dihydroxy-2,6-dimethyl-heptan-4-one

diazomethane

methanol

Downstream raw materials:

2,2,6,6-tetramethyl-tetrahydro-pyran-4-one-(2,4-dinitro-phenylhydrazone)

4-(2-[1,3]dioxolan-2-yl-phenyl)-2,2,6,6-tetramethyl-tetrahydro-pyran-4-ol

4-(2-[1,3]dioxolan-2-yl-phenyl)-2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran

((S)-2-Methoxymethyl-pyrrolidin-1-yl)-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-ylidene)-amine