(E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol)

Base Information

• Chemical Name: (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol)
• CAS No.: 88218-58-0
• Molecular Formula: C₂₀H₃₄O
• Molecular Weight: 290.489
• Mol file: 88218-58-0.mol

Synonyms:(E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol)

Chemical Property of (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol)

There total 8 articles about (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol) 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: 68.0%

(E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-9-phenylsulphonyl-2,6-nonadien-1-ol (88253-09-2,88253-11-6) → (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol) (88218-58-0)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In ethanol; for 16h; Heating;

Reference yield:

Geraniol (106-24-1) → (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol) (88218-58-0)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine, DMAP / diethyl ether / 2 h / Ambient temperature

2: 50 percent / SeO₂, 70percent t-BuOCl / CH₂Cl₂ / 5 h / 10 °C

3: 97 percent / PBr₃, pyridine / diethyl ether / 5 h / 0 °C

4: 0.44 g / n-BuLi / hexane; hexamethylphosphoric acid triamide; tetrahydrofuran / 0 - 25 °C

5: DIBAL / diethyl ether; hexane / 2 h / 0 - 25 °C

6: 68 percent / Na₂HPO₄, 6percent Na-Hg / ethanol / 16 h / Heating

With pyridine; dmap; disodium hydrogenphosphate; n-butyllithium; selenium(IV) oxide; sodium amalgam; tert-butylhypochlorite; phosphorus tribromide; diisobutylaluminium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; dichloromethane;

Reference yield:

(E)-geranyl benzoate (94-48-4) → (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol) (88218-58-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent / SeO₂, 70percent t-BuOCl / CH₂Cl₂ / 5 h / 10 °C

2: 97 percent / PBr₃, pyridine / diethyl ether / 5 h / 0 °C

3: 0.44 g / n-BuLi / hexane; hexamethylphosphoric acid triamide; tetrahydrofuran / 0 - 25 °C

4: DIBAL / diethyl ether; hexane / 2 h / 0 - 25 °C

5: 68 percent / Na₂HPO₄, 6percent Na-Hg / ethanol / 16 h / Heating

With pyridine; disodium hydrogenphosphate; n-butyllithium; selenium(IV) oxide; sodium amalgam; tert-butylhypochlorite; phosphorus tribromide; diisobutylaluminium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; dichloromethane;

upstream raw materials:

(E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-9-phenylsulphonyl-2,6-nonadien-1-ol

Geraniol

(E)-geranyl benzoate

(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dien-1-yl benzoate