Bicyclo[3.3.1]nonane-2,6-dione

Base Information

• Chemical Name: Bicyclo[3.3.1]nonane-2,6-dione
• CAS No.: 16473-11-3
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 2914299000
• European Community (EC) Number: 634-084-0
• NSC Number: 92375
• DSSTox Substance ID: DTXSID50936986
• Nikkaji Number: J656.124A
• Mol file: 16473-11-3.mol

Synonyms:Bicyclo[3.3.1]nonane-2,6-dione;16473-11-3;Bicyclo[3.2.1]octane-2,6-dione;MFCD00153926;Bicyclo(3.3.1)nona-2,6-dione;Bicyclo[3.3.1]nona-2,6-dione;Bicyclo(3.3.1)nonane-2,6-dione;Meerwein's ketone;NSC92375;NCIOpen2_001503;SCHEMBL3224313;DTXSID50936986;HMS1723J10;NSC 92375;NSC-92375;AKOS001024043;AKOS016313892;AS-9216;CS-W018089;SY157812;FT-0601198;EN300-16715;E78787;Z56757119

Chemical Property of Bicyclo[3.3.1]nonane-2,6-dione

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 0.00311mmHg at 25°C
• Melting Point: 151 °C
• Refractive Index: 1.507
• Boiling Point: 283.718 °C at 760 mmHg
• Flash Point: 105.574 °C
• PSA: 34.14000
• Density: 1.138 g/cm³
• LogP: 1.33470
• Solubility.: Chloroform, Methanol
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

Bicyclo[3.2.1]octane-2,6-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(=O)C2CCC(=O)C1C2
• Uses: Bicyclo[3.2.1]octane-2,6-dione is an intermediate in the synthesis of chiral Adamantane derivative.

Technology Process of Bicyclo[3.3.1]nonane-2,6-dione

There total 15 articles about Bicyclo[3.3.1]nonane-2,6-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: 78.0%

Tetramethyl 2,6-Dihydroxybicyclo<3.3.1>nona-2,6-diene-1,3,5,7-tetracarboxylate (6966-22-9) → bicyclo[3.3.1]nonane-2,6-dione (16473-11-3)

Guidance literature:

With hydrogenchloride; water; acetic acid; for 18h; Heating;

DOI:10.1002/1099-0690(200105)2001:9<1753::AID-EJOC1753<3.0.CO;2-E

Reference yield: 18.0%

Tetramethyl 2,6-dioxobicyclo<1.3.3>nonane-1,3,5,7-tetracarboxylate (315207-70-6) → bicyclo[3.3.1]nonane-2,6-dione (16473-11-3)

Guidance literature:

With hydrogenchloride; acetic acid; In water; at 100 ℃; for 12h;

Reference yield:

→ bicyclo[3.3.1]nonane-2,6-dione (16473-11-3)

Guidance literature:

With water; at 200 ℃; im Rohr;

upstream raw materials:

Bicyclo<3.3.1>nonan-2,6-diol

chromium(lll) acetate

tricyclo[3.3.1.0^2,6]nonane-2,6-diol

Ethyl-2.6-dioxobicyclo<3.3.1>nonan-1-carboxylat

Downstream raw materials:

adamantane-2,6-dione

Bicyclo<3.3.1>nonan-2,6-diol

6-Hydroxy-bicyclo[3.3.1]nonan-2-one

N²,N⁶-dibenzylbicyclo[3.3.1]nonane-2,6-diamine