(4-chlorophenethyl)(methyl)sulfane

Base Information

• Chemical Name: (4-chlorophenethyl)(methyl)sulfane
• CAS No.: 101259-37-4
• Molecular Formula: C₉H₁₁ClS
• Molecular Weight: 186.705
• Mol file: 101259-37-4.mol

Synonyms:(4-chlorophenethyl)(methyl)sulfane

Chemical Property of (4-chlorophenethyl)(methyl)sulfane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-chlorophenethyl)(methyl)sulfane

There total 5 articles about (4-chlorophenethyl)(methyl)sulfane 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: 97.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + methylthiol (74-93-1) → (4-chlorophenethyl)(methyl)sulfane (101259-37-4)

Guidance literature:

With C₃₈H₂₈Au₂F₁₂FeN₂O₈P₂S₄; In 1,4-dioxane; at 45 ℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201809051

Reference yield: 57.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate (85055-60-3) → (4-chlorophenethyl)(methyl)sulfane (101259-37-4)

Guidance literature:

4-vinylbenzyl chloride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere; Green chemistry;

With sodium cyanoborohydride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 18h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1039/d1ob00413a

Reference yield:

2-(4-Chlorophenyl)ethanol (1875-88-3) → (4-chlorophenethyl)(methyl)sulfane (101259-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus (III)-bromide

2: ethanolic NaOH

With sodium hydroxide; phosphorus tribromide;

DOI:10.1021/ja01571a030

upstream raw materials:

methylthiol

1-(2-bromoethyl)-4-chlorobenzene

2-(4-Chlorophenyl)ethanol

(4-chlorphenyl)magnesium bromide

Downstream raw materials:

4-vinylbenzyl chloride

(4-chloro-phenethyl)-dimethyl sulfonium ; bromide

(4-chloro-phenethyl)-dimethyl sulfonium ; iodide

Refernces

• 1、 Kristensen, Steffan K.,Laursen, Simon L. R.,Taarning, Esben,Skrydstrup, Troels. "Ex Situ Formation of Methanethiol: Application in the Gold(I)-Promoted Anti-Markovnikov Hydrothiolation of Olefins". supporting information. p. 13887 - 13891. Retrieved 2018/10/02.