lemnalol

Base Information

• Chemical Name: lemnalol
• CAS No.: 82570-34-1
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Mol file: 82570-34-1.mol

Synonyms:Tricyclo[4.4.0.02,7]decan-4-ol,1-methyl-3-methylene-8-(1-methylethyl)-, stereoisomer; Lemnalol

Chemical Property of lemnalol

Chemical Property:

• Vapor Pressure: 0.000166mmHg at 25°C
• Boiling Point: 294.7°Cat760mmHg
• Flash Point: 123.4°C
• PSA: 20.23000
• Density: 1.01g/cm³
• LogP: 3.24170

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of lemnalol

There total 9 articles about lemnalol 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: 76.0%

β-ylangene (18252-44-3,20479-06-5,28129-91-1,29484-26-2,41530-63-6,41530-64-7,70115-82-1,147515-11-5) → lemnalol (82526-69-0,82570-34-1,105498-57-5,124753-76-0,126060-41-1)

Guidance literature:

With tert.-butylhydroperoxide; selenium(IV) oxide; In hexane; at 25 ℃; for 4h;

DOI:10.1021/jo00384a035

Reference yield: 76.0%

β-ylangene (18252-44-3,20479-06-5,28129-91-1,29484-26-2,41530-63-6,41530-64-7,70115-82-1,147515-11-5) → lemnalol (82526-69-0,82570-34-1,105498-57-5,124753-76-0,126060-41-1)

Guidance literature:

With tert.-butylhydroperoxide; selenium(IV) oxide;

DOI:10.1016/S0040-4039(01)80916-3

Reference yield:

(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienoic acid (462-11-3) → lemnalol (82526-69-0,82570-34-1,105498-57-5,124753-76-0,126060-41-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH, 2.) oxalyl chloride / 1.) benzene, 25 deg C, 15 min, 2.) benzene, a) 25 deg C, 1.5 h, b) 40 deg C, 0.5 h

2: Et₃N / toluene / 1 h / Heating

3: 84 percent / LAH / tetrahydrofuran / 25 °C

4: 76 percent / CH₂Cl₂ / 25 °C

5: (n-Bu)3SnH, AIBN / toluene / 18 h / Heating

6: 76 percent / tert-butyl hydroperoxide, selenium dioxide / hexane / 4 h / 25 °C

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; selenium(IV) oxide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;

DOI:10.1021/jo00384a035

upstream raw materials:

β-ylangene

β-ylangene

(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienoic acid

trans geranyl acetone

Downstream raw materials:

Acetic acid (1R,3R,4aS,5S,8S,8aR)-8-isopropyl-5-methyl-4-methylene-decahydro-1,5-cyclo-naphthalen-3-yl ester

Refernces

• 1、 Snider, Barry B.,Kulkarni, Yashwant S.. "SIMPLE SYNTHESES OF (+/-)-β-COPAENE, (+/-)-β-YLANGENE AND LEMNALOL.". . p. 5675 - 5676. Retrieved 2007/10/02.