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

Base Information

• Chemical Name: 1,2,3,4,5,6,7,8-Octahydrophenanthrene
• CAS No.: 5325-97-3
• Molecular Formula: C14H18
• Molecular Weight: 186.297
• Hs Code.: 2902909090
• European Community (EC) Number: 226-199-6
• NSC Number: 240
• UNII: 6JV3P6WV3C
• DSSTox Substance ID: DTXSID50201363
• Nikkaji Number: J7.972C
• Wikidata: Q83074571
• Mol file: 5325-97-3.mol

Synonyms:1,2,3,4,5,6,7,8-Octahydrophenanthrene;5325-97-3;Phenanthrene, 1,2,3,4,5,6,7,8-octahydro-;6JV3P6WV3C;NSC-240;EINECS 226-199-6;1,2,3,4,5,6,7,8-octahydro-phenanthrene;UNII-6JV3P6WV3C;NSC240;SYM-OCTAHYDROPHENANTHRENE;DTXSID50201363;NSC 240;MFCD00058943;AKOS003398992;1,3,4,5,6,7,8-Octahydrophenanthrene;Phenanthrene,2,3,4,5,6,7,8-octahydro-;CS-0453323;FT-0635620;O0021;T72579

Chemical Property of 1,2,3,4,5,6,7,8-Octahydrophenanthrene

Chemical Property:

• Vapor Pressure: 0.000921mmHg at 25°C
• Melting Point: 16.7°C
• Refractive Index: 1.49
• Boiling Point: 295 °C at 760 mmHg
• Flash Point: 132.2 °C
• PSA: 0.00000
• Density: 1.017 g/cm³
• LogP: 3.44420
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 186.140850574
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

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

1,2,3,4,5,6,7,8-Octahydrophenanthrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=CC3=C2CCCC3

Technology Process of 1,2,3,4,5,6,7,8-Octahydrophenanthrene

There total 79 articles about 1,2,3,4,5,6,7,8-Octahydrophenanthrene 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: 88.0%

phenanthrene (85-01-8) → 1,2,3,4,5,6,7,8-Octahydrophenanthrene (5325-97-3) + cis-1,2,3,4,4a,9,9a,10-octahydrophenanthrene + trans-1,2,3,4,4a,9,9a,10-octahydrophenanthrene

Guidance literature:

With Raney nickel; isopropyl alcohol; at 150 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.cattod.2020.06.060

Reference yield: 82.0%

2-ethynyl-bicyclohexyl-1'-en-2-ol (22427-15-2) → 1,2,3,4,5,6,7,8-Octahydrophenanthrene (5325-97-3)

Guidance literature:

With trifluorormethanesulfonic acid; (triphenylphosphine)gold(I) chloride; In 1,2-dichloro-ethane; at 80 ℃; for 18h;

DOI:10.1016/j.tet.2007.10.084

Reference yield: 68.0%

phenanthrene (85-01-8) → 1,2,3,4,5,6,7,8-Octahydrophenanthrene (5325-97-3)

Guidance literature:

With tetrahydrofuran; methylmagnesium bromide; hydrogen; cobalt acetylacetonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; at 0 - 60 ℃; for 48h; under 60006 Torr; regioselective reaction; Autoclave;

DOI:10.1021/jacs.9b03328

upstream raw materials:

tetralin

phenanthrene

1-hydroxy-1,2,3,4-tetrahydrophenanthrene

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

Downstream raw materials:

2-(1,2,3,4,5,6,7,8-octahydro-phenanthrene-9-carbonyl)-benzoic acid

9,10-bis-chloromethyl-1,2,3,4,5,6,7,8-octahydro-phenanthrene

9-chloromethyl-1,2,3,4,5,6,7,8-octahydro-phenanthrene

1,2,3,4-benzenetetracaboxylic acid

Refernces

• 1、 van de Kamp,Mosettig. "-". . p. 1107,1109. Retrieved 1935.
• 2、 Han, Bo,Jiao, Hongmei,Ma, Haojie,Wang, Jijiang,Zhang, Miaomiao,Zhang, Yuqi. "Ligand-enabled and magnesium-activated hydrogenation with earth-abundant cobalt catalysts". . p. 39934 - 39939. Retrieved 2021/12/31.
• 3、 Stegner, Philipp,F?rber, Christian,Zenneck, Ulrich,Knüpfer, Christian,Eyselein, Jonathan,Wiesinger, Michael,Harder, Sjoerd. "Metallic Barium: A Versatile and Efficient Hydrogenation Catalyst". supporting information. p. 4252 - 4258. Retrieved 2020/12/22.