(3-vinyl-5-hexen-1-yl)benzene

Base Information

• Chemical Name: (3-vinyl-5-hexen-1-yl)benzene
• CAS No.: 1356964-27-6
• Molecular Formula: C₁₄H₁₈
• Molecular Weight: 186.297
• Mol file: 1356964-27-6.mol

Synonyms:

Chemical Property of (3-vinyl-5-hexen-1-yl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-vinyl-5-hexen-1-yl)benzene

There total 3 articles about (3-vinyl-5-hexen-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:

(Z)-diethyl 5-phenyl-2-penten-1-yl phosphate + 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) → (3-vinyl-5-hexen-1-yl)benzene (1356964-27-6) + 1-[(E)-octa-3,7-dienyl]benzene (127208-51-9)

Guidance literature:

With potassium methanolate; 1,3-bis(mesityl)imidazolium chloride; copper(l) chloride; In tetrahydrofuran; at -20 ℃; for 20h; Overall yield = 65 %; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201605125

Reference yield:

(E)-5-phenyl-2-penten-1-ol (75553-23-0) + 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) → (3-vinyl-5-hexen-1-yl)benzene (1356964-27-6) + 1-[(E)-octa-3,7-dienyl]benzene (127208-51-9)

Guidance literature:

With tetrakis(triphenylphosphine)nickel⁽⁰⁾; In hexane; at 40 ℃; regioselective reaction;

DOI:10.1039/c1cc13348a

Reference yield:

(Z)-5-phenylpent-2-en-1-ol (39520-63-3,75553-23-0,106262-48-0) → (3-vinyl-5-hexen-1-yl)benzene (1356964-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / 1 h / 0 - 20 °C / Inert atmosphere

2: 1,3-bis(mesityl)imidazolium chloride; potassium methanolate; copper(l) chloride / tetrahydrofuran / 20 h / -20 °C / Sealed tube; Inert atmosphere

With pyridine; dmap; potassium methanolate; 1,3-bis(mesityl)imidazolium chloride; copper(l) chloride; In tetrahydrofuran;

DOI:10.1002/anie.201605125

upstream raw materials:

(E)-5-phenyl-2-penten-1-ol

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(Z)-5-phenylpent-2-en-1-ol