1,4a-Dimethyloctahydronaphthalen-2(1h)-one

Base Information

• Chemical Name: 1,4a-Dimethyloctahydronaphthalen-2(1h)-one
• CAS No.: 22738-31-4
• Molecular Formula: C₁₂H₂₀O
• Molecular Weight: 180.29
• NSC Number: 127550
• DSSTox Substance ID: DTXSID30945410
• Mol file: 22738-31-4.mol

Synonyms:1,4a-dimethyloctahydronaphthalen-2(1h)-one;22738-31-4;NSC127550;SCHEMBL13517469;DTXSID30945410;AKOS024325250;NSC-127550;2(1H)-Naphthalenone, 3,4,4a,5,6,7,8,8a.beta.-octahydro-1.beta.,4a.alpha.-dimethyl-;2(1H)-Naphthalenone, octahydro-1,4a-dimethyl-, (1.alpha.,4a.beta.,8a.alpha.)-;1,4a-Dimethyl-octahydro-naphthalen-2-one;74473-37-3;1,4a-Dimethyloctahydro-2(1H)-naphthalenone;1,4a-Dimethyloctahydro-2(1H)-naphthalenone #;2(1H)-Naphthalenone,4a-dimethyl-, (1.alpha.,4a.beta.,8a.alpha.)-;2(1H)-Naphthalenone,4,4a,5,6,7,8,8a.beta.-octahydro-1.beta.,4a.alpha.-dimethyl-

Chemical Property of 1,4a-Dimethyloctahydronaphthalen-2(1h)-one

Chemical Property:

• Vapor Pressure: 0.0182mmHg at 25°C
• Boiling Point: 253.5°C at 760 mmHg
• Flash Point: 99.8°C
• Density: 0.95g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 180.151415257
• Heavy Atom Count: 13
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2CCCCC2(CCC1=O)C

Technology Process of 1,4a-Dimethyloctahydronaphthalen-2(1h)-one

There total 14 articles about 1,4a-Dimethyloctahydronaphthalen-2(1h)-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:

(1S,4aS)-1-Benzyl-1,4a-dimethyl-3,4,4a,5,6,7-hexahydro-1H-naphthalen-2-one (74473-34-0) → (S)-1,4a-Dimethyl-octahydro-naphthalen-2-one (878-54-6,22738-31-4,58239-49-9,74473-37-3,90583-02-1) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 50h; Ambient temperature;

DOI:10.1016/S0040-4039(00)78844-7

Reference yield:

1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one (878-55-7) → (+/-)-1t,4a-dimethyl-(4ar,8at)-octahydro-naphthalen-2-one (878-54-6,22738-31-4,58239-49-9,74473-37-3,90583-02-1)

Guidance literature:

With palladium on activated charcoal; ethanol;

DOI:10.1021/jo01115a007 DOI:10.1039/jr9520001437

Reference yield:

quinoline (91-22-5) → (+/-)-1t,4a-dimethyl-(4ar,8at)-octahydro-naphthalen-2-one (878-54-6,22738-31-4,58239-49-9,74473-37-3,90583-02-1)

Guidance literature:

Multi-step reaction with 2 steps

2: diethyl ether; lithium / in fluessigem NH₃

With diethyl ether; lithium;

DOI:10.1021/jo01115a007

upstream raw materials:

1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one

(+/-)-1t,4a-Dimethyl-(4ar,8at)-decahydro-[2c]naphthol

(+/-)-1-hydroxymethylene-4a-methyl-(4ar,8at)-4a,5,8,8a-tetrahydro-1H-naphthalen-2-one

quinoline

Downstream raw materials:

(1R,4aR,8aR)-1,4a-Dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one