2-Methylbicyclo(4.4.1)undeca-1,3,5,7,9-pentaene

Base Information

• Chemical Name: 2-Methylbicyclo(4.4.1)undeca-1,3,5,7,9-pentaene
• CAS No.: 58790-01-5
• Molecular Formula: C₁₂H₁₂
• Molecular Weight: 156.227
• DSSTox Substance ID: DTXSID30207520

Synonyms:2-Methylbicyclo(4.4.1)undeca-1,3,5,7,9-pentaene;58790-01-5;2-Methylbicyclo[4.4.1]undeca-1,3,5,7,9-pentaene;DTXSID30207520

Chemical Property of 2-Methylbicyclo(4.4.1)undeca-1,3,5,7,9-pentaene

Chemical Property:

• Vapor Pressure: 0.000638mmHg at 25°C
• Boiling Point: 319.3°C at 760 mmHg
• Flash Point: 117.1°C
• PSA: 0.00000
• Density: 1g/cm³
• LogP: 3.02360
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 156.093900383
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC2=CC=CC=C1C2

Technology Process of 2-Methylbicyclo(4.4.1)undeca-1,3,5,7,9-pentaene

There total 5 articles about 2-Methylbicyclo(4.4.1)undeca-1,3,5,7,9-pentaene 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: 86.0%

1,6-Methano-<10>annulen-2-carbaldehyd (40563-42-6,34029-55-5) → 2-methyl-1,6-methano<10>annulene (58790-01-5,34029-54-4)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In various solvent(s); at 180 ℃; for 2h;

DOI:10.1021/ja00349a001

Reference yield:

Trimethyl-(7-methyl-bicyclo[4.4.1]undeca-1,3,5,7,9-pentaen-2-yl)-silane (102836-13-5) → 2-methyl-1,6-methano<10>annulene (58790-01-5,34029-54-4)

Guidance literature:

With perchloric acid; In methanol; at 50 ℃; Rate constant; effect of acid concentration;

DOI:10.1039/P29880000697

Reference yield:

1,6-methano[10]annulene (2443-46-1) → 2-methyl-1,6-methano<10>annulene (58790-01-5,34029-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS

2: MeLi

With N-Bromosuccinimide; methyllithium;

upstream raw materials:

2-bromo-1,6-methano[10]annulene

methyl iodide

1,6-Methano-<10>annulen-2-carbaldehyd

Trimethyl-(7-methyl-bicyclo[4.4.1]undeca-1,3,5,7,9-pentaen-2-yl)-silane

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