Methyl m-tolyl sulfide

Base Information

• Chemical Name: Methyl m-tolyl sulfide
• CAS No.: 4886-77-5
• Molecular Formula: C8 H10 S
• Molecular Weight: 138.233
• European Community (EC) Number: 673-597-4
• DSSTox Substance ID: DTXSID70197618
• Nikkaji Number: J101.265G
• Wikidata: Q72491340
• Mol file: 4886-77-5.mol

Synonyms:3-Methylthioanisole;4886-77-5;Methyl m-tolyl sulfide;3-Methyl thioanisole;1-methyl-3-methylsulfanylbenzene;m-Methylthioanisole;3-Methylthiotoluene;SULFIDE, METHYL m-TOLYL;Benzene, 1-methyl-3-(methylthio)-;1-Methyl-3-(methylthio)benzene;3-Methyl methylthiophenol;methyl-m-tolyl sulfide;Benzene,1-methyl-3-(methylthio)-;BRN 2040355;1-Methyl-3-methylsulfanyl-benzene;Benzene, 1-methyl-3-(methylthio)- (9CI);methyl(m-tolyl)sulfane;SCHEMBL169059;3-Methylbenzenethiol, S-methyl-;HCQVSQDSAZSABA-UHFFFAOYSA-;Methyl (3-methylphenyl) sulfide;DTXSID70197618;1-Methyl-3-(methylsulfanyl)benzene;MFCD01683019;1-Methyl-3-(methylsulfanyl)benzene #;AKOS006230154;FS-4436;LS-147934;FT-0650426;E89594

Chemical Property of Methyl m-tolyl sulfide

Chemical Property:

• Vapor Pressure: 0.478mmHg at 25°C
• Melting Point: 84 °C
• Refractive Index: 1.558
• Boiling Point: 199.6 °C at 760 mmHg
• Flash Point: 73.6 °C
• PSA: 25.30000
• Density: 1.01 g/cm³
• LogP: 2.71690
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.05032149
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

99%, ^*data from raw suppliers

3-Methylthioanisole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)SC

Technology Process of Methyl m-tolyl sulfide

There total 19 articles about Methyl m-tolyl sulfide 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: 95.0%

3-Iodotoluene (625-95-6) + dimethyl sulfoxide (67-68-5,8070-53-9) → 3-methylthioanisole (4886-77-5)

Guidance literature:

With zinc(II) fluoride; copper(I) bromide; at 150 ℃; for 36h; Sealed tube; Under air;

DOI:10.1039/c1cc10795j

Reference yield: 88.1%

toluene-3-thiol (108-40-7) + methyl iodide (74-88-4) → 3-methylthioanisole (4886-77-5)

Guidance literature:

toluene-3-thiol; With sodium hydroxide; In ethanol; at 20 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In ethanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01250

Reference yield: 82.0%

C6H4S2O4N(1-)*N2C6H5CH2(1+) + sodium thiomethoxide (5188-07-8) → Dimethyldisulphide (624-92-0) + 3-methylthioanisole (4886-77-5) + sodium o-benzenedisulfonimide

Guidance literature:

In methanol; at 0 - 5 ℃;

DOI:10.1021/jo0003347

upstream raw materials:

toluene-3-thiol

dimethyl sulfate

carbon disulfide

methyl iodide

Downstream raw materials:

(2,4-dinitro-phenyl)-(2-methyl-4-methylsulfanyl-phenyl)-diazene

6-methyl-benzo[b]thiophen-3-ol

2-chloro-1-(2-methyl-4-methylsulfanyl-phenyl)-ethanone

ethyl 3-methylphenyl sulphide

Refernces

• 1、 Kuninobu, Yoichiro,Naito, Morio,Torigoe, Takeru,Yamanaka, Masahiro,Zeng, Jialin. "Iridium-Catalyzed ortho-C-H Borylation of Thioanisole Derivatives Using Bipyridine-Type Ligand". supporting information. . Retrieved 2020/05/08.
• 2、 Zhang, Bo,Fan, Zhengning,Guo, Zhiqiang,Xi, Chanjuan. "Reduction of CO2 with NaBH4/I2 for the Conversion of Thiophenols to Aryl Methyl Sulfides". . p. 8661 - 8667. Retrieved 2019/07/03.