2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone

Base Information

• Chemical Name: 2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone
• CAS No.: 35890-85-8
• Molecular Formula: C₃₆H₅₂O₂
• Molecular Weight: 516.808
• Mol file: 35890-85-8.mol

Synonyms:2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone

Chemical Property of 2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone

There total 21 articles about 2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone 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: 98.0%

2-((2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl)-4-methoxyphenol (191401-82-8) → 2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone (35890-85-8)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 0 ℃;

Reference yield:

trans-geranyl bromide (6138-90-5) → 2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone (35890-85-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 80 percent / dimethylformamide / 20 °C

2: 89 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 0 °C

3: 86 percent / Al(Oi-Pr)3 / toluene / 110 °C

4: 71 percent / t-BuOK / dimethylformamide / -20 °C

5: 92 percent / Pd(PPh₃)4 / tetrahydrofuran / 25 °C

6: 90 percent / diethylaniline, pyridine / benzene / 25 °C

7: 87 percent / Pd(PPh₃)4 / tetrahydrofuran / 25 °C

8: 89 percent / C₆H₅SH, Cs₂CO₃ / dimethylformamide / 85 °C

9: 85 percent / LiBHEt₃ / PdCl₂(dppp) / tetrahydrofuran / 0 °C

10: 98 percent / (Ce(NH₄)2(NO₃)6) / acetonitrile; H₂O / 0 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium cerium(IV) nitrate; potassium tert-butylate; aluminum isopropoxide; lithium triethylborohydride; caesium carbonate; thiophenol; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; bis(diphenylphosphino)propanepalladium(II) dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;

Reference yield:

Geraniol (106-24-1) → 2-<(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl>-1,4-benzoquinone (35890-85-8)

Guidance literature:

Multi-step reaction with 11 steps

1: 90 percent / PBr₃ / diethyl ether / -20 °C

2: 80 percent / dimethylformamide / 20 °C

3: 89 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 0 °C

4: 86 percent / Al(Oi-Pr)3 / toluene / 110 °C

5: 71 percent / t-BuOK / dimethylformamide / -20 °C

6: 92 percent / Pd(PPh₃)4 / tetrahydrofuran / 25 °C

7: 90 percent / diethylaniline, pyridine / benzene / 25 °C

8: 87 percent / Pd(PPh₃)4 / tetrahydrofuran / 25 °C

9: 89 percent / C₆H₅SH, Cs₂CO₃ / dimethylformamide / 85 °C

10: 85 percent / LiBHEt₃ / PdCl₂(dppp) / tetrahydrofuran / 0 °C

11: 98 percent / (Ce(NH₄)2(NO₃)6) / acetonitrile; H₂O / 0 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium cerium(IV) nitrate; potassium tert-butylate; phosphorus tribromide; aluminum isopropoxide; lithium triethylborohydride; caesium carbonate; thiophenol; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; bis(diphenylphosphino)propanepalladium(II) dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;

upstream raw materials:

2-((2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaenyl)-4-methoxyphenol

trans-geranyl bromide

Geraniol

Farnesol