3,3,6,6-Tetramethylbicyclo[2.2.1]heptane-2,5-dione

Base Information

• Chemical Name: 3,3,6,6-Tetramethylbicyclo[2.2.1]heptane-2,5-dione
• CAS No.: 57239-03-9
• Molecular Formula: C11H16O2
• Molecular Weight: 180.247
• DSSTox Substance ID: DTXSID80972736
• Mol file: 57239-03-9.mol

Synonyms:3,3,6,6-Tetramethylbicyclo[2.2.1]heptane-2,5-dione;57239-03-9;Bicyclo(2.2.1)heptane-2,5-dione, 3,3,6,6-tetramethyl-;Bicyclo[2.2.1]heptane-2,5-dione, 3,3,6,6-tetramethyl-;DTXSID80972736

Chemical Property of 3,3,6,6-Tetramethylbicyclo[2.2.1]heptane-2,5-dione

Chemical Property:

• Vapor Pressure: 0.0127mmHg at 25°C
• Boiling Point: 259.8°C at 760 mmHg
• Flash Point: 95.9°C
• Density: 1.029g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 269

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CC(C1=O)C(C2=O)(C)C)C

Technology Process of 3,3,6,6-Tetramethylbicyclo[2.2.1]heptane-2,5-dione

There total 1 articles about 3,3,6,6-Tetramethylbicyclo[2.2.1]heptane-2,5-dione 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: 56.0%

norbornane-2,5-dione (27943-47-1) + methyl iodide (74-88-4) → 3,3,6,6-tetramethylbicyclo<2.2.1>heptane-2.5-dione (57239-03-9)

Guidance literature:

With potassium tert-butylate; In diethyl ether; for 3h;

Reference yield: 67.2%

1-bromocyclohexane (108-85-0) + 3,3,6,6-tetramethylbicyclo<2.2.1>heptane-2.5-dione (57239-03-9) → C23H40O2

Guidance literature:

1-bromocyclohexane; With iodine; magnesium; In diethyl ether; for 0.5h; Reflux; Inert atmosphere;

3,3,6,6-tetramethylbicyclo<2.2.1>heptane-2.5-dione; In diethyl ether; at 20 ℃; for 0.5h; Inert atmosphere; Cooling with ice;

Reference yield:

3,3,6,6-tetramethylbicyclo<2.2.1>heptane-2.5-dione (57239-03-9) → 3,3,6,6-Tetramethyl-5-oxo-bicyclo<2.2.1>heptane-2-thione (75503-13-8) + 3,3,6,6-Tetramethylbicyclo<2.2.1>heptane-2,5-dithione (75503-14-9)

Guidance literature:

With tetraphosphorus decasulfide; In xylene; Heating;

upstream raw materials:

norbornane-2,5-dione

methyl iodide

Downstream raw materials:

3,3,6,6-Tetramethyl-5-oxo-bicyclo<2.2.1>heptane-2-thione

3,3,6,6-Tetramethylbicyclo<2.2.1>heptane-2,5-dithione