4a-Methyl-4,4a,9,10-tetrahydrophenanthrene-2(3H)-one

Base Information

• Chemical Name: 4a-Methyl-4,4a,9,10-tetrahydrophenanthrene-2(3H)-one
• CAS No.: 6606-34-4
• Molecular Formula: C15H16O
• Molecular Weight: 212.291
• Hs Code.: 2914399090
• Mol file: 6606-34-4.mol

Synonyms:4a-methyl-4,4a,9,10-tetrahydro-2(3H)-phenanthrone;2(3H)-Phenanthrone,4,4a,9,10-tetrahydro-4a-methyl;phenanthrone;2,3,4,4a,9,10-hexahydro-4a-methyl-phenanthren-2-one;4a-methyl-4,4a,9,10-tetrahydro-2(3H)-phenanthrenone;2(3H)-Phenanthrenone,4,4a,9,10-tetrahydro-4a-methyl;ghl.PD_Mitscher_leg0.1301;4,4a,9,10-tetrahydro-4a-methyl-2(3H)-phenanthrenone;4a-methyl-4,4a,9,10-tetrahydrophenanthren-2-(3H)-one;4a-methyl-3,4,9,10-tetrahydro-phenanthren-2-one;4a-methyl-2,4a,9,10-tetrahydro-2-phenanthrenone;

Chemical Property of 4a-Methyl-4,4a,9,10-tetrahydrophenanthrene-2(3H)-one

Chemical Property:

• Melting Point: 89-90 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 130-160 °C(Press: 0.5 Torr)
• PSA: 17.07000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 3.17980

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4a-Methyl-4,4a,9,10-tetrahydrophenanthrene-2(3H)-one

There total 1 articles about 4a-Methyl-4,4a,9,10-tetrahydrophenanthrene-2(3H)-one 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:

polystyrene → acridine (260-94-6) + 2,3,6-trimethylnaphthalene (829-26-5) + 1,2,3,4,5,6,7,8-Octahydrophenanthrene (5325-97-3) + 4a-methyl-4,4a,9,10-tetrahydro-3H-phenanthren-2-one (6606-34-4)

Guidance literature:

With air; at 900 ℃; Further byproducts given. Title compound not separated from byproducts; Formation of xenobiotics;

DOI:10.1021/es9709031

Reference yield: 70.0%

4a-methyl-4,4a,9,10-tetrahydro-3H-phenanthren-2-one (6606-34-4) + methyl iodide (74-88-4) → 3-oxopodocarpa-5,8,11,13-tetraene (53603-15-9)

Guidance literature:

With potassium tert-butylate; In benzene; Ambient temperature;

Reference yield:

4a-methyl-4,4a,9,10-tetrahydro-3H-phenanthren-2-one (6606-34-4) → 2-oxo-4a-methyl-1,2,3,4,4a,9,10,10aβ-octahydro-10β-phenanthrol tosylate (126385-97-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / p-toluenesulphonic acid / benzene / Heating

2: 1.) B₂H₆, 2.) 3N NaOH, 30percent H₂O₂ / 1.) THF, 25 deg C, 24 h, 2.) THF, 35 - 40 deg C, 1 h

3: 91 percent / 1N HCl / tetrahydrofuran / 5 h / 25 °C

4: 93 percent / pyridine / -5 - 0 °C

With hydrogenchloride; sodium hydroxide; dihydrogen peroxide; toluene-4-sulfonic acid; diborane; In tetrahydrofuran; pyridine; benzene;

DOI:10.1016/S0040-4020(01)81076-0

Downstream raw materials:

3-oxopodocarpa-5,8,11,13-tetraene

2-oxo-4a-methyl-1,2,3,4,4a,9,10,10aβ-octahydro-10β-phenanthrol tosylate

Refernces