1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydrotriphenylene

Base Information

• Chemical Name: 1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydrotriphenylene
• CAS No.: 1610-39-5
• Molecular Formula: C18H24
• Molecular Weight: 240.389
• Hs Code.: 2902909090
• European Community (EC) Number: 216-550-1
• NSC Number: 26930
• DSSTox Substance ID: DTXSID10167052
• Nikkaji Number: J143.943J
• Wikidata: Q72470304
• Mol file: 1610-39-5.mol

Synonyms:Dodecahydrotriphenylene;1610-39-5;1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydrotriphenylene;Tritetralin;Triphenylene, 1,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-;EINECS 216-550-1;Dodecahydrotri-o-phenylene;NSC26930;Dodecahydrotriphenylene, 99%;DTXSID10167052;NSC 26930;NSC-26930;STK368372;AKOS005444325;AS-69492;FT-0633702;1,3,4,5,6,7,8,9,10,11,12-Dodecahydrotriphenylene;Triphenylene,2,3,4,5,6,7,8,9,10,11,12-dodecahydro-;1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydro-triphenylene

Chemical Property of 1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydrotriphenylene

Chemical Property:

• Appearance/Colour: white to yellow-beige fine crystalline powder
• Vapor Pressure: 3.82E-05mmHg at 25°C
• Melting Point: 231-233 °C(lit.)
• Refractive Index: 1.58
• Boiling Point: 363.3 °C at 760 mmHg
• Flash Point: 174.3 °C
• PSA: 0.00000
• Density: 1.045 g/cm³
• LogP: 4.32300
• Solubility.: hexane: soluble
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 240.187800766
• Heavy Atom Count: 18
• Complexity: 217

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dodecahydrotriphenylene 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1CCC2=C3CCCCC3=C4CCCCC4=C2C1
• Uses: Dodecahydrotriphenylene was used to develop a set of new bacterial bioreporters and assays for detection of long chain alkanes based on the marine bacterium Alcanivorax borkumensis strain SK2.

Technology Process of 1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydrotriphenylene

There total 65 articles about 1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydrotriphenylene 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: 66.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(1-cyclohexenyl)cyclohexanone (1502-22-3) + 1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene (1610-39-5)

Guidance literature:

With copper dichloride; at 155 ℃; for 3h;

DOI:10.1002/jccs.200200015

Reference yield: 52.1%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + phenol (108-95-2,27073-41-2) → 2-(1-cyclohexenyl)cyclohexanone (1502-22-3) + 1-(2-hydroxyphenyl)cyclohexene (13524-72-6) + 1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene (1610-39-5) + 1-(2-hydroxyphenyl)-1-(4-hydroxyphenyl)cyclohexane (71401-15-5) + 3,4-butano-2H-chromene-2-spirocyclohexane (95449-01-7)

Guidance literature:

With aluminium(III) phenoxide; at 155 ℃; for 10h; Product distribution; in cumene; other solvents; other temperature;

Reference yield: 19.1%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + phenol (108-95-2,27073-41-2) → 2-(1-cyclohexenyl)cyclohexanone (1502-22-3) + 1-(4-hydroxyphenyl)-1-cyclohexene (709-08-0) + 1-(2-hydroxyphenyl)cyclohexene (13524-72-6) + 1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene (1610-39-5) + 3,4-butano-2H-chromene-2-spirocyclohexane (95449-01-7) + 1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan (13524-79-3,151123-20-5)

Guidance literature:

With aluminium(III) phenoxide; at 180 ℃; for 10h; Product distribution; other temperature;

upstream raw materials:

triphenylene

1,2,3,4,5,6,7,8-octahydroanthracene

1,2,3,4,5,6,7,8-Octahydrophenanthrene

2,6-dicyclohexylidenecyclohexanone

Downstream raw materials:

triphenylene

1,2,3,4-tetrahydrotriphenylene

benzenehexacarboxylic acid

triphenyleno<1,12-bcd>thiophene

Refernces

• 1、 Safaei, Hamid Reza,Davoodi, Mansooreh,Shekouhy, Mohsen. "Highly efficient synthesis of substituted benzenes in the presence of B(HSO4)3 as a new and reusable catalyst under solvent-free conditions". . p. 2178 - 2190. Retrieved 2013.
• 2、 Grove. "". . p. 483. Retrieved 1953.
• 3、 Li,Sun,Jin,Shao. "Triple self-condensation of ketones yielding aromatics promoted with titanium tetrachloride". . p. 1947 - 1949. Retrieved 2001.
• 4、 Jing, Xiaobi,Xu, Feng,Zhu, Qihua,Ren, Xinfeng,Yan, Chaoguo,Wang, Li,Wang, Jinrong. "Novel method for the synthesis of 1,3,5-triarylbenzenes from ketones". . p. 3167 - 3171. Retrieved 2005.
• 5、 Bresó-Femenia, Emma,Chaudret, Bruno,Castillón, Sergio. "Selective catalytic hydrogenation of polycyclic aromatic hydrocarbons promoted by ruthenium nanoparticles". . p. 2741 - 2751. Retrieved 2015/05/27.
• 6、 Tayebee,Jarrahi. "H6P2W18O62/Nanoclinoptilolite as an efficient nanohybrid catalyst in the cyclotrimerization of aryl methyl ketones under solvent-free conditions". . p. 21206 - 21214. Retrieved 2015/04/14.