2(1H)-Naphthalenone, octahydro-4a-methyl-, cis-

Base Information

• Chemical Name: 2(1H)-Naphthalenone, octahydro-4a-methyl-, cis-
• CAS No.: 938-06-7
• Molecular Formula: C₁₁H₁₈O
• Molecular Weight: 166.263
• DSSTox Substance ID: DTXSID50453769
• Nikkaji Number: J259.504D
• Wikidata: Q81977596
• Mol file: 938-06-7.mol

Synonyms:2(1H)-Naphthalenone, octahydro-4a-methyl-, cis-;938-06-7;(4aS,8abeta)-4abeta-Methyldecalin-2-one;SCHEMBL7706389;DTXSID50453769;(4aS,8aR)-4a-Methyloctahydronaphthalen-2(1H)-one

Chemical Property of 2(1H)-Naphthalenone, octahydro-4a-methyl-, cis-

Chemical Property:

• Vapor Pressure: 0.0342mmHg at 25°C
• Melting Point: 38 - 41 °C
• Boiling Point: 130-132 °C(Press: 20 Torr)
• PSA: 17.07000
• Density: 0.979±0.06 g/cm3(Predicted)
• LogP: 2.93590
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 166.135765193
• Heavy Atom Count: 12
• Complexity: 197

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCCCC1CC(=O)CC2
• Isomeric SMILES: C[C@@]12CCCC[C@@H]1CC(=O)CC2

Technology Process of 2(1H)-Naphthalenone, octahydro-4a-methyl-, cis-

There total 14 articles about 2(1H)-Naphthalenone, octahydro-4a-methyl-, cis- 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: 52.0%

4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one (826-56-2) → (+-)-4a-methyl-cis-octahydro-naphthalen-2-one (938-06-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1021/ja00149a014

Reference yield: 27.0%

4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one (826-56-2) → 2-Hydroxy-10-methyldecalin (2547-28-6) + trans-10-methyldecal-2-one (938-07-8) + (+-)-4a-methyl-cis-octahydro-naphthalen-2-one (938-06-7)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; tetrabutylammonium borohydride; In tetrahydrofuran; at 50 ℃; for 2h; Yield given;

DOI:10.1016/0040-4020(82)85020-5

Reference yield:

4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one (826-56-2) → trans-10-methyldecal-2-one (938-07-8) + (+-)-4a-methyl-cis-octahydro-naphthalen-2-one (938-06-7)

Guidance literature:

With 2-Phenylbenzothiazolin; aluminium trichloride; In methanol; at 80 ℃; for 24h; Yield given. Yields of byproduct given;

DOI:10.1055/s-1984-30819

upstream raw materials:

trans-4a-Methyl-dekalin-2-ol

(+/-)-8a-methyl-3-oxo-(4ar,8ac)-decahydro-[2]naphthoic acid

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

8aα-hydroxy-4aα-methyloctahydronaphthalen-2(1H)-one

Downstream raw materials:

9-methyl-cis-decaline

(+/-)-(1-methyl-cyclohexane-1r,2c-diyl)-di-acetic acid

cis-2H-1,3,3a,4,5,6,7,7a-octahydro-7a-methyl-2-indenone

Refernces

• 1、 Sombret, Juliette,Quintaine, Julie,Biremond, Tony,Barnes, Quentin,de Saint-Laumer, Jean-Yves,Saudan, Lionel. "High trans-2-Decalones by Photoredox Catalyzed β-Isomerization". . . Retrieved 2021/12/03.
• 2、 Rao, H. Surya Prakash,Reddy, K. Subba. "Palladium Assisted Transfer Hydrogenation of Cyclic α,β-Unsaturated Ketones by Ammonium Formate". . p. 171 - 174. Retrieved 2007/10/02.