1-(Benzyloxy)-4-(methylsulfanyl)benzene

Base Information

• Chemical Name: 1-(Benzyloxy)-4-(methylsulfanyl)benzene
• CAS No.: 81499-30-1
• Molecular Formula: C14H14OS
• Molecular Weight: 230.331
• DSSTox Substance ID: DTXSID20707064
• Wikidata: Q82640711
• Mol file: 81499-30-1.mol

Synonyms:81499-30-1;Benzene, 1-(methylthio)-4-(phenylmethoxy)-;(4-(benzyloxy)phenyl)(methyl)sulfane;1-(Benzyloxy)-4-(methylsulfanyl)benzene;SCHEMBL388096;4-Benzyloxyphenyl methyl sulfide;DTXSID20707064

Chemical Property of 1-(Benzyloxy)-4-(methylsulfanyl)benzene

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 230.07653624
• Heavy Atom Count: 16
• Complexity: 181

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)OCC2=CC=CC=C2

Technology Process of 1-(Benzyloxy)-4-(methylsulfanyl)benzene

There total 5 articles about 1-(Benzyloxy)-4-(methylsulfanyl)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: 92.0%

N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate (260783-80-0) + 4-hydroxythioanisole (1073-72-9) → methyl (4-(phenoxymethyl)phenyl) sulfane (81499-30-1)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; In toluene; at 120 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.0c02992

Reference yield: 90.1%

4-hydroxythioanisole (1073-72-9) + benzyl bromide (100-39-0) → methyl (4-(phenoxymethyl)phenyl) sulfane (81499-30-1)

Guidance literature:

4-hydroxythioanisole; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 20h; Inert atmosphere;

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01250

Reference yield: 87.0%

2-methylmercapto-ethanol (5271-38-5) + 4-(4-benzyloxyphenyl) iodide (19578-68-8) → methyl (4-(phenoxymethyl)phenyl) sulfane (81499-30-1)

Guidance literature:

With potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium dichloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; for 12h;

DOI:10.1039/c9sc05532k

upstream raw materials:

4-hydroxythioanisole

benzyl bromide

Dimethyldisulphide

4-(4-benzyloxyphenyl) iodide

Downstream raw materials:

4,4,5,5,-tetramethyl-2-[4-(phenylmethoxy)phenyl]-1,3,2-dioxaborolane

N-{[4-(benzyloxy)phenyl](methyl)-λ⁴-sulfanylidene}-4-methylbenzenesulfonamide