1-Bicyclo(2.2.1)hept-5-en-2-ylpentane-1,4-dione

Base Information

• Chemical Name: 1-Bicyclo(2.2.1)hept-5-en-2-ylpentane-1,4-dione
• CAS No.: 70353-45-6
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• European Community (EC) Number: 274-576-9
• DSSTox Substance ID: DTXSID10990549
• Nikkaji Number: J288.923D
• Mol file: 70353-45-6.mol

Synonyms:70353-45-6;EINECS 274-576-9;1-Bicyclo(2.2.1)hept-5-en-2-ylpentane-1,4-dione;1-(bicyclo[2.2.1]hept-5-en-2-yl)pentane-1,4-dione;DTXSID10990549;SOUKUPRSHRMDND-UHFFFAOYSA-N;NS00061756;1,4-pentanedione, 1-bicyclo[2.2.1]hept-5-en-2-yl-

Chemical Property of 1-Bicyclo(2.2.1)hept-5-en-2-ylpentane-1,4-dione

Chemical Property:

• Vapor Pressure: 0.000347mmHg at 25°C
• Boiling Point: 319.1°Cat760mmHg
• Flash Point: 119.5°C
• PSA: 34.14000
• Density: 1.089g/cm³
• LogP: 2.13690
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CCC(=O)C1CC2CC1C=C2

Technology Process of 1-Bicyclo(2.2.1)hept-5-en-2-ylpentane-1,4-dione

There total 2 articles about 1-Bicyclo(2.2.1)hept-5-en-2-ylpentane-1,4-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: 76.0%

1-(Bicyclo<2.2.1>hept-5-en-2-yl)-2-propen-1-on (100234-78-4) + acetaldehyde (75-07-0,9002-91-9) → 1-norborn-5-en-2-yl-pentane-1,4-dione (70353-45-6)

Guidance literature:

With 2-(2-hydroxyethyl)-3-methyl-4-benzylthiazolium chloride; triethylamine; at 70 ℃; for 12h;

DOI:10.1021/jm00163a005

Reference yield:

5-Norbornene-2-carboxaldehyde (5453-80-5,19926-90-0) + methyl vinyl ketone (78-94-4,25038-87-3) → 1-norborn-5-en-2-yl-pentane-1,4-dione (70353-45-6)

Guidance literature:

With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine;

Reference yield:

1-norborn-5-en-2-yl-pentane-1,4-dione (70353-45-6) → 1-Phenyl-1,4,7-octantrion (70353-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 500 °C / 10 Torr

2: Et₃N, 5-(2-hydroxy-ethyl)-3,4-dimethyl-<1,3>thiazolium iodide

With 3,4-dimethyl-5-(2-hydroxyethyl)thiazolium iodide; triethylamine;

upstream raw materials:

5-Norbornene-2-carboxaldehyde

methyl vinyl ketone

1-(Bicyclo<2.2.1>hept-5-en-2-yl)-2-propen-1-on

acetaldehyde

Downstream raw materials:

1-Phenyl-1,4,7-octantrion

1-(4-Chlorphenyl)-1,4,7-octantrion