4a-methyldecahydronaphthalene

Base Information

• Chemical Name: 4a-methyldecahydronaphthalene
• CAS No.: 2547-26-4
• Molecular Formula: C11H20
• Molecular Weight: 152.28
• Mol file: 2547-26-4.mol

Synonyms:9-Methyl-cis-decahydronaphthalene;cis-9-Methyldecalin

Chemical Property of 4a-methyldecahydronaphthalene

Chemical Property:

• Vapor Pressure: 0.525mmHg at 25°C
• Boiling Point: 197.7°C at 760 mmHg
• Flash Point: 60.7°C
• Density: 0.879g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4a-methyldecahydronaphthalene

There total 18 articles about 4a-methyldecahydronaphthalene 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: 100.0%

cis-3,4,4a,5,6,8a-hexahydro-8a-methylnaphthalene (106625-54-1) → 9-methyl-cis-decaline (2547-26-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In diethyl ether; under 2068.6 Torr;

DOI:10.1021/jo00381a031

Reference yield:

cis-2,3,4,4a,5,6-hexahydro-2-naphthalenyl phenylcarbamate (106625-51-8,106625-53-0) → 9-methyl-cis-decaline (2547-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CuI / 1.) ether, -30 deg C, 5 min, 2.) ether, a) 0 deg C, 2 h, b) RT, overnight

2: 100 percent / H₂ / 10percent Pd/C / diethyl ether / 2068.6 Torr

With copper(l) iodide; hydrogen; palladium on activated charcoal; In diethyl ether;

DOI:10.1021/jo00381a031

Reference yield:

→ 9-methyl-cis-decaline (2547-26-4)

Guidance literature:

With palladium on activated charcoal; diethyl ether; Hydrogenation;

DOI:10.1021/ja01510a050

upstream raw materials:

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

cis-9-Methyl-decalon-(2)

(+-)-4a-methyl-cis-octahydro-naphthalen-2-one

cis-9-methyl-1-decalone

Downstream raw materials:

1-Methylnaphthalene

naphthalene

Refernces

• 1、 Marshall,Hochstetler. "". . p. 296. Retrieved 1968.
• 2、 Underiner, Ted L.,Goering, Harlan L.. "Preparation and Assignment of Configuration of cis- and trans-2,3,4,4a,5,6-Hexahydro-2-naphthalenol". . p. 897 - 900. Retrieved 1987.
• 3、 Irie, Hiroshi,Mizuno, Yukio,Taga, Tooru,Osaki, Kenji. "New Stereoselective Synthesis of 9-Methyl-cis-decalin Derivatives by Double Michael Reaction of 3-Methyl-4-methylenecyclohex-2-enone and its Congeners with Dimethyl 3-Oxoglutarate". . p. 25 - 30. Retrieved 2007/10/02.