Benzene, [(1Z)-6-chloro-1-hexenyl]-

Base Information

• Chemical Name: Benzene, [(1Z)-6-chloro-1-hexenyl]-
• CAS No.: 629624-23-3
• Molecular Formula: C12H15Cl
• Molecular Weight: 194.704
• Mol file: 629624-23-3.mol

Synonyms:

Chemical Property of Benzene, [(1Z)-6-chloro-1-hexenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, [(1Z)-6-chloro-1-hexenyl]-

There total 5 articles about Benzene, [(1Z)-6-chloro-1-hexenyl]- 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: 90.0%

(6-chloro-1-hexyn-1-yl)benzene (35843-79-9) → (Z)-6-chloro-1-phenylhex-1-ene (629624-23-3)

Guidance literature:

With copper(II) acetate monohydrate; tert-butyl alcohol; (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(bis(3,5-bis(trifluoromethyl)phenyl)phosphine); In tetrahydrofuran; hexane; at 65 ℃; for 20h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201200200

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1,3-dioxoisoindolin-2-yl 5-chloropentanoate → (E)-(6-chlorohex-1-en-1-yl)benzene + (Z)-6-chloro-1-phenylhex-1-ene (629624-23-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; water; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl acetamide; at 25 ℃; for 36h; Overall yield = 68 %; Overall yield = 26.4 mg; stereoselective reaction; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.8b00023

Reference yield:

iodobenzene (591-50-4) → (Z)-6-chloro-1-phenylhex-1-ene (629624-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / tetrabutylammonium fluoride; copper(I) iodide / PdCl₂(PPh₃)2 / tetrahydrofuran / 3 h / 20 °C

2: hydrogen; quinoline / Lindlar catalyst / ethanol / 16 h / atmospheric pressure

With quinoline; copper(l) iodide; tetrabutyl ammonium fluoride; hydrogen; bis-triphenylphosphine-palladium(II) chloride; Lindlar's catalyst; In tetrahydrofuran; ethanol; 2: Lindlar hydrogenation;

DOI:10.1016/j.tet.2003.09.012

upstream raw materials:

(6-chloro-1-hexyn-1-yl)benzene

iodobenzene

1-chloro-5-hexyne

styrene

Downstream raw materials:

(cyclopentylmethyl)benzene

2-cyclopentyl-1,2-diphenylethanol