4a-(2H)-Naphthalenol, octahydro-8a-methyl-, cis-

Base Information

• Chemical Name: 4a-(2H)-Naphthalenol, octahydro-8a-methyl-, cis-
• CAS No.: 5173-74-0
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.279
• Mol file: 5173-74-0.mol

Synonyms:

Chemical Property of 4a-(2H)-Naphthalenol, octahydro-8a-methyl-, cis-

Chemical Property:

• Vapor Pressure: 0.00611mmHg at 25°C
• Boiling Point: 241.6°C at 760 mmHg
• Flash Point: 99.2°C
• PSA: 20.23000
• Density: 1.02g/cm³
• LogP: 2.87180

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4a-(2H)-Naphthalenol, octahydro-8a-methyl-, cis-

There total 14 articles about 4a-(2H)-Naphthalenol, octahydro-8a-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: 65.0%

2-methyl-2-(4-iodobutyl)cyclohexanone (101493-16-7) → cis-6-methylbicyclo<4.3.0>decan-1-ol (5173-74-0)

Guidance literature:

With samarium; tris(dibenzoylmethano)iron(III); 1,2-Diiodoethane; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1021/jo00360a025

Reference yield:

5-methyl-1,8-nonadien-5-ol (21659-71-2) → cis-6-methylbicyclo<4.3.0>decan-1-ol (5173-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / 50percent H₂SO₄

With sulfuric acid;

DOI:10.1021/jo00204a020

Reference yield:

carbon monoxide (201230-82-2) + 5-methyl-1,4,8-nonatriene (21659-72-3) → cis-6-methylbicyclo<4.3.0>decan-1-ol (5173-74-0) + 8a-methyl-trans-decahydronaphthalen-4a-ol (5173-73-9)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00204a020

upstream raw materials:

5-methyl-1,4,8-nonatriene

9-hydroxy-10-methyl-1,2-dehydro-cis-decalin

carbon monoxide

2-methyl-2-(4-iodobutyl)cyclohexanone

Downstream raw materials:

2-methyl-2-(4-iodobutyl)cyclohexanone

2-iodocyclodecanon

2-iodocyclodecanon

Refernces

• 1、 Suginome, Hiroshi,Kondoh, Takahiko,Gogonea, Camelia,Singh, Vishwakarma,Goto, Hitoshi,Osawa, Eiji. "Photoinduced Molecular Transformations. Part 155. General Synthesis of Macrocyclic Ketones based on a Ring Expansion involving a Selective β-Scission of Alkoxyl Radicals, its Applications to a New Synthesis of (+/-)-Isocaryophyllene and (+/-)-Caryophyllene, and a Conformational Analy...". . p. 69 - 82. Retrieved 2007/10/02.
• 2、 Avila, David V.,Davies, Alwyn G.,Davison, Ian G. E.. "Stereoselectivity in the Formation and Allylic Rearrangement of 8a-Methyl- and 8a-Ethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalenyl Hydroperoxides". . p. 1847 - 1852. Retrieved 2007/10/02.