(4,8-Dimethylnona-3,7-dien-1-YL)benzene

Base Information

• Chemical Name: (4,8-Dimethylnona-3,7-dien-1-YL)benzene
• CAS No.: 22555-66-4
• Molecular Formula: C₁₇H₂₄
• Molecular Weight: 228.378
• DSSTox Substance ID: DTXSID30705576
• Mol file: 22555-66-4.mol

Synonyms:22555-66-4;(4,8-DIMETHYLNONA-3,7-DIEN-1-YL)BENZENE;DTXSID30705576

Chemical Property of (4,8-Dimethylnona-3,7-dien-1-YL)benzene

Chemical Property:

• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 228.187800766
• Heavy Atom Count: 17
• Complexity: 247

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC1=CC=CC=C1)C)C

Technology Process of (4,8-Dimethylnona-3,7-dien-1-YL)benzene

There total 14 articles about (4,8-Dimethylnona-3,7-dien-1-YL)benzene 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: 94.0%

trans-geranyl bromide (6138-90-5) + benzylmagnesium chloride (6921-34-2) → (E)-(4,8-dimethylnona-3,7-dienyl)benzene (22555-67-5,28437-29-8,22555-66-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jo010786z

Reference yield: 92.0%

(E)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate (60699-32-3) + benzyl chloride (100-44-7) → (E)-(4,8-dimethylnona-3,7-dienyl)benzene (22555-67-5,28437-29-8,22555-66-4)

Guidance literature:

benzyl chloride; With magnesium; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

(E)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate; In tetrahydrofuran; at -40 - 25 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.200903834

Reference yield: 90.0%

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) + benzylmagnesium chloride (6921-34-2) → (E)-(4,8-dimethylnona-3,7-dienyl)benzene (22555-67-5,28437-29-8,22555-66-4)

Guidance literature:

With dilithium tetrachlorocuprate; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.ejmech.2018.04.032

upstream raw materials:

6-Methyl-hept-5-en-2-on

(3-phenylpropyl)triphenylphosphonium bromide

1-chloro-3,7-dimethylocta-2,6-diene

benzylmagnesium chloride

Downstream raw materials:

1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2β-ol