4,6,8-Trimethylazulene

Base Information

• Chemical Name: 4,6,8-Trimethylazulene
• CAS No.: 941-81-1
• Molecular Formula: C13H14
• Molecular Weight: 170.254
• Hs Code.: 2902909090
• European Community (EC) Number: 213-383-6
• NSC Number: 79580
• UNII: B2FWN4WP77
• DSSTox Substance ID: DTXSID40240529
• Nikkaji Number: J298.543H
• Wikidata: Q27159511
• Mol file: 941-81-1.mol

Synonyms:4,6,8-Trimethylazulene;941-81-1;Azulene, 4,6,8-trimethyl-;B2FWN4WP77;EINECS 213-383-6;NSC-79580;NSC79580;4,8-Trimethylazulene;Azulene,6,8-trimethyl-;4,6,8-trimethyl-azulene;UNII-B2FWN4WP77;4,6,8-Trimethylazulene #;CHEBI:87304;dichloro(phenyl)-$l^{3}-iodane;DTXSID40240529;NSC 79580;STL512516;AKOS006229061;FT-0655708;A844865;Q27159511;2,6-Trimethylbicyclo[5.3.0]deca-2,4,6,8,10-pentaene;2,4,6-Trimethylbicyclo(5.3.0)deca-2,4,6,8,10-pentaene

Chemical Property of 4,6,8-Trimethylazulene

Chemical Property:

• Vapor Pressure: 0.00505mmHg at 25°C
• Boiling Point: 284.7°Cat760mmHg
• Flash Point: 126.2°C
• PSA: 0.00000
• Density: 0.987g/cm³
• LogP: 3.71660
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 170.109550447
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

4,6,8-TRIMETHYLAZULENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C2C=CC=C2C(=C1)C)C

Technology Process of 4,6,8-Trimethylazulene

There total 12 articles about 4,6,8-Trimethylazulene 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: 70.0%

4,6,8-trimethyl-2H-cyclohepta[b]furan-2-one (60998-66-5) + ethyl vinyl ether (109-92-2,25104-37-4) → 4,6,8-trimethylazulene (941-81-1)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 200 - 220 ℃; for 60h;

DOI:10.1055/s-2002-25363

Reference yield: 56.0%

4-chloromethyl-6,8-dimethylazulene (74465-62-6) → 4,6,8-trimethylazulene (941-81-1) + 1,2-bis(4,6-dimethylazulen-8-yl)ethane (96004-04-5) + 1-chloro-4,6,8-trimethylazulene (75059-58-4)

Guidance literature:

In benzene; for 5h; Further Variations:; Reagents; reaction times; Product distribution; Quantum yield; Kinetics; UV-irradiation;

DOI:10.1016/S0040-4039(01)00256-8

Reference yield: 55.0%

4,6,8-trimethyl-2H-cyclohepta[b]furan-2-one (60998-66-5) + pyrrolidinoethylene (4540-16-3) → 4,6,8-trimethylazulene (941-81-1)

Guidance literature:

In Triethylene glycol dimethyl ether; at 130 ℃;

DOI:10.1055/s-2002-25363

upstream raw materials:

tetrahydrofuran

2,4,6-trimethylpyrylium chlorate(VII)

ethanol

1-azulenyl 4,6,8-trimethyl-1-azulenyl ketone

Downstream raw materials:

β-<4-(6.8-Dimethyl)-azulyl>-α-phenylaethylalkohol

1-Benzyl-4,6,8-trimethyl-azulen

4,6-Dimethyl-8-<β-phenyl-aethyl>-azulen

1-(4-methoxyphenyl)-4,6,8-trimethylazulene

Refernces

• 1、 Nagel, Matthias,Hansen, Hans-Jürgen. "From phenols to azulenes: An extended and versatile route to polyalkylated azulenes with variable substitution patterns at the seven- and five-membered ring". . p. 692 - 696. Retrieved 2007/10/03.
• 2、 Lellek, Vit,Hansen, Hans-Juergen. "Surprising formation of highly substituted azulenes on thermolysis of 4,5,6,7,8-pentamethyl-2h-eyelohepta[b]furan-2-one and heptalene formation with the new azulenes". . p. 1712 - 1736. Retrieved 2007/10/03.