5,9-dihydroxy-1,5,7,9-tetramethyl-1,4a,5,8a-tetrahydro-1,4-ethanonaphthalene-6,10(4H)-dione

Base Information

• Chemical Name: 5,9-dihydroxy-1,5,7,9-tetramethyl-1,4a,5,8a-tetrahydro-1,4-ethanonaphthalene-6,10(4H)-dione
• CAS No.: 5520-77-4
• Molecular Formula: C16H20 O4
• Molecular Weight: 276.332
• Mol file: 5520-77-4.mol

Synonyms:1,4-Ethenonaphthalene-2,6-dione,1,3,4,4a,5,8a-hexahydro-3,5-dihydroxy-1,3,5,7-tetramethyl- (7CI,8CI);1,4-Ethyleno-2,8-dihydroxy-2,4,6,8-tetramethyloctahydronaphthal-5-ene-3,7-dione;NSC 49640

Chemical Property of 5,9-dihydroxy-1,5,7,9-tetramethyl-1,4a,5,8a-tetrahydro-1,4-ethanonaphthalene-6,10(4H)-dione

Chemical Property:

• Vapor Pressure: 2.02E-10mmHg at 25°C
• Boiling Point: 460.6°C at 760 mmHg
• Flash Point: 246.5°C
• Density: 1.267g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,9-dihydroxy-1,5,7,9-tetramethyl-1,4a,5,8a-tetrahydro-1,4-ethanonaphthalene-6,10(4H)-dione

There total 5 articles about 5,9-dihydroxy-1,5,7,9-tetramethyl-1,4a,5,8a-tetrahydro-1,4-ethanonaphthalene-6,10(4H)-dione 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%

2.6-dimethylphenol (576-26-1,25134-01-4) → 3,10-dihydroxy-3,5,8,10-tetramethyltricyclo[6.2.2.0(2,7)]dodeca-5,11-diene-4,9-dione (5520-77-4)

Guidance literature:

2.6-dimethylphenol; With (R)-2-(2-iodoxyphenyl)propanoic acid; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

With trifluoroacetic acid; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.200901039

Reference yield: 50.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 2,6-dimethyl-1,4-benzoquinone (527-61-7) + 3,5-dimethyl-2-hydroxy-p-benzoquinone (2913-40-8) + 1,7-Dihydroxy-2,6-dioxo-1,3,5,7-tetramethyl-5,8-etheno-1,2,5,6,7,8,4a,8a-octahydro-naphthalin; dimeres 6-Hydroxy-2,6-dimethyl-cyclohexadien-(2,4)-on-(1) (5520-77-4)

Guidance literature:

With dihydrogen peroxide; methyltrioxorhenium(VII); In acetic acid; at 40 ℃; for 4h;

DOI:10.1021/jo00105a058

Reference yield:

→ 1,7-Dihydroxy-2,6-dioxo-1,3,5,7-tetramethyl-5,8-etheno-1,2,5,6,7,8,4a,8a-octahydro-naphthalin; dimeres 6-Hydroxy-2,6-dimethyl-cyclohexadien-(2,4)-on-(1) (5520-77-4)

Guidance literature:

2,6-Dimethylphenol, Benzolselensaeureanhydrid;

upstream raw materials:

2.6-dimethylphenol