7-(1-Methylethylidene)bicyclo[2.2.1]hept-5-ene-2,3-dione

Base Information

• Chemical Name: 7-(1-Methylethylidene)bicyclo[2.2.1]hept-5-ene-2,3-dione
• CAS No.: 60526-38-7
• Molecular Formula: C10H10O2
• Molecular Weight: 162.1852
• DSSTox Substance ID: DTXSID90975935
• Nikkaji Number: J1.630.953B
• Mol file: 60526-38-7.mol

Synonyms:60526-38-7;DTXSID90975935;Bicyclo[2.2.1]hept-5-ene-2,3-dione,7-(1-methylethylidene);Bicyclo(2.2.1)hept-5-ene-2,3-dione,7-(1-methylethylidene)-;7-(Propan-2-ylidene)bicyclo[2.2.1]hept-5-ene-2,3-dione;7-(1-METHYLETHYLIDENE)BICYCLO[2.2.1]HEPT-5-ENE-2,3-DIONE

Chemical Property of 7-(1-Methylethylidene)bicyclo[2.2.1]hept-5-ene-2,3-dione

Chemical Property:

• Vapor Pressure: 0.00761mmHg at 25°C
• Boiling Point: 268.6°Cat760mmHg
• Flash Point: 103.8°C
• Density: 1.215g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 304

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C1C2C=CC1C(=O)C2=O)C

Technology Process of 7-(1-Methylethylidene)bicyclo[2.2.1]hept-5-ene-2,3-dione

There total 1 articles about 7-(1-Methylethylidene)bicyclo[2.2.1]hept-5-ene-2,3-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:

→ 7-(1-methylethylidene)bicyclo[2.2.1]hept-5-ene-2,3-dione (60526-38-7)

Guidance literature:

DOI:10.1021/jo00421a012 DOI:10.1021/ja00826a048

Reference yield:

7-(1-methylethylidene)bicyclo[2.2.1]hept-5-ene-2,3-dione (60526-38-7) → 1-(9-Isopropenyl-5,6,7,8-tetrahydro-5,8-methanoquinoxalin-9-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione 1'-oxide

Guidance literature:

Multi-step reaction with 5 steps

1: p-TsOH / benzene / 5 h / Heating

2: 299 mg / nickel peroxide / benzene / 72 h / Heating

3: 28 percent / MCPBA / CH₂Cl₂ / 24 h / 20 °C

4: 96 percent / H₂ / 10percent Pd/C / ethyl acetate / 120 h / 20 °C

5: 97 percent / acetonitrile / 3 h / 20 °C

With nickel(IV) oxide; hydrogen; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; 10percent Pd/C; In dichloromethane; ethyl acetate; acetonitrile; benzene;

DOI:10.1039/b101330k

Reference yield:

7-(1-methylethylidene)bicyclo[2.2.1]hept-5-ene-2,3-dione (60526-38-7) → C30H30O4S2 (119472-86-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-butyllithium / 1.) THF, RT, overnight, 2.) a) THF, RT, 2h, b) 45 deg C, 3 d

2: 90 percent / potassium hydroxide / ethanol / 72 h / Ambient temperature

3: 71 percent / tetrahydrofuran / 72 h / 4654330 Torr / Ambient temperature

With potassium hydroxide; n-butyllithium; In tetrahydrofuran; ethanol;

DOI:10.1021/jo00275a017

Downstream raw materials:

9-(1-Methylethylidene)-2,3,5,8-tetrahydro-5,8-methanoquinoxaline

C₃₀H₃₀O₄S₂