16306-39-1

Basic information

• Product Name: 1,2,3,4,4a,9,10,10a-octahydrophenanthrene
• Synonyms: phenanthrene, 1,2,3,4,4a,9,10,10a-octahydro-
• CAS NO: 16306-39-1
• Molecular Formula: C₁₄H₁₈
• Molecular Weight: 186.2927
• Mol File: 16306-39-1.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 289.8°C at 760 mmHg
• Flash Point: 131.7°C
• Density: 0.989g/cm³
• Vapor Pressure: 0.00373mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: 1,2,3,4,4a,9,10,10a-octahydrophenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,4a,9,10,10a-octahydrophenanthrene(16306-39-1)
• EPA Substance Registry System: 1,2,3,4,4a,9,10,10a-octahydrophenanthrene(16306-39-1)

Safety Data

• Hazardous Substances Data: 16306-39-1(Hazardous Substances Data)

Upstream product

• 85-01-8 phenanthrene 
• 776-35-2 9,10-dihydrophenanthrene 
• 1013-08-7 1,2,3,4-tetrahydrophenanthrene 
• 84694-53-1 8,9-trans-6-<2-(dimethylamino)-1(R)-phenylethoxy>octahydrophenanthrene 
• 84694-55-3 8,9-trans-6-<2(R)-(dimethylamino)-1(R)-phenylpropoxy>octahydrophenanthrene 
• 82031-71-8 (1R*,2S*)-2-(phenylethynyl)cyclohexanol 
• 36449-64-6 (-)-trans-2-phenethyl-cyclohexanol 
• 573-17-1 9-bromophenanthrene 
• 72939-07-2 1,3-Dihydro-1-(5-hexenyl)benzothiophene 2,2-dioxide 
• 956084-09-6 4a,9,10,10a-tetrahydro-1H-phenanthrene-2,4-dione 
• 84694-27-9 2-phenyl>-3-methyl-4(R)-methyl-5(R)-phenyloxazolidine 
• 84694-38-2 2-phenyl>-3-methyl-4(R)-methyl-5(R)-phenyloxazolidinium triflate 
• 84694-35-9 2-phenyl>-3,3-dimethyl-5(R)-phenyloxazolidinium iodide 
• 84694-24-6 2-phenyl>-3,4,4-trimethyloxazolinium iodide 

Downstream Products

• 5325-97-3 1,2,3,4,5,6,7,8-Octahydrophenanthrene 
• 19634-93-6 cis-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-one 
• 21656-46-2 trans-1,2,3,4,4a,10a-hexahydro-9(10H)-phenanthrenone 
• 776-35-2 9,10-dihydrophenanthrene 
• 19634-93-6 (+)-cis-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one 
• 1755-19-7 (4aR,8aS,9aR,10aS)-tetradecahydroanthracene 
• 85-01-8 phenanthrene 
• 119-64-2 tetralin 
• 88-99-3 benzene-1,2-dicarboxylic acid 

Relevant articles and documents

Partial Hydrogenation of Polycyclic Aromatic Hydrocarbons by Electroreduction in Protic Solvents

Polycyclic aromatic hydrocarbons (PAH) such as anthracene (1), phenanthrene (5), acenaphthylene (15), pyrene (17), chrysene (22), and fluoranthene (28) are selectively hydrogenated upon electroreduction at a lead cathode in ethanolic solution. The degree of hydrogenation and the structure of the products depend on the reaction conditions, in particular on the applied reduction potential.

Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof

The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.

Highly Active Superbulky Alkaline Earth Metal Amide Catalysts for Hydrogenation of Challenging Alkenes and Aromatic Rings

Two series of bulky alkaline earth (Ae) metal amide complexes have been prepared: Ae[N(TRIP)2]2 (1-Ae) and Ae[N(TRIP)(DIPP)]2 (2-Ae) (Ae=Mg, Ca, Sr, Ba; TRIP=SiiPr3, DIPP=2,6-diisopropylphenyl). While monomeric 1-Ca was already known, the new complexes have been structurally characterized. Monomers 1-Ae are highly linear while the monomers 2-Ae are slightly bent. The bulkier amide complexes 1-Ae are by far the most active catalysts in alkene hydrogenation with activities increasing from Mg to Ba. Catalyst 1-Ba can reduce internal alkenes like cyclohexene or 3-hexene and highly challenging substrates like 1-Me-cyclohexene or tetraphenylethylene. It is also active in arene hydrogenation reducing anthracene and naphthalene (even when substituted with an alkyl) as well as biphenyl. Benzene could be reduced to cyclohexane but full conversion was not reached. The first step in catalytic hydrogenation is formation of an (amide)AeH species, which can form larger aggregates. Increasing the bulk of the amide ligand decreases aggregate size but it is unclear what the true catalyst(s) is (are). DFT calculations suggest that amide bulk also has a noticeable influence on the thermodynamics for formation of the (amide)AeH species. Complex 1-Ba is currently the most powerful Ae metal hydrogenation catalyst. Due to tremendously increased activities in comparison to those of previously reported catalysts, the substrate scope in hydrogenation catalysis could be extended to challenging multi-substituted unactivated alkenes and even to arenes among which benzene.

Quenched skeletal Ni as the effective catalyst for selective partial hydrogenation of polycyclic aromatic hydrocarbons

Quenched skeletal Ni is an active and selective catalyst for selective partial hydrogenation of polycyclic aromatic hydrocarbons (PAHs). The molecular structure of PAHs significantly dominate the hydrogenation process and furthermore, the distribution of hydrogenated products.