2-(Ethylthio)toluene

Base Information

• Chemical Name: 2-(Ethylthio)toluene
• CAS No.: 3695-36-1
• Molecular Formula: C9H12S
• Molecular Weight: 152.26
• Hs Code.: 2930909090
• NSC Number: 51009
• DSSTox Substance ID: DTXSID70287427
• Nikkaji Number: J100.042J
• Wikidata: Q82023465
• Mol file: 3695-36-1.mol

Synonyms:2-(Ethylthio)toluene;3695-36-1;Ethyl o-tolyl sulfide;o-Cresyl ethyl sulfide;Sulfide, ethyl o-tolyl;Ethyl(o-tolyl)sulfane;Benzene, 1-(ethylthio)-2-methyl-;2-Methyl-1-(1-thiapropyl)benzene;Ethyl 2-methylphenyl sulfide;tolylethylsulfide;1-(Ethylsulfanyl)-2-methylbenzene;starbld0048268;SCHEMBL3883291;DTXSID70287427;(2-Methyl-1-thiapropyl)-benzene;KFPMHOVKEZMQKA-UHFFFAOYSA-N;NSC51009;NSC-51009;1-(Ethylsulfanyl)-2-methylbenzene #;AKOS006239017

Chemical Property of 2-(Ethylthio)toluene

Chemical Property:

• Vapor Pressure: 0.248mmHg at 25°C
• Boiling Point: 212.7°Cat760mmHg
• Flash Point: 81.4°C
• PSA: 25.30000
• Density: 0.99g/cm³
• LogP: 3.10700
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 152.06597156
• Heavy Atom Count: 10
• Complexity: 90.7

Purity/Quality:

95% ^*data from raw suppliers

1-(ETHYLSULFANYL)-2-METHYLBENZENE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCSC1=CC=CC=C1C

Technology Process of 2-(Ethylthio)toluene

There total 14 articles about 2-(Ethylthio)toluene 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: 84.0%

benzoic acid ethyl ester (93-89-0,99341-95-4) + bis(2-methylphenyl)disulfide (4032-80-8) → 2-(ethylsulfanyl)-1-methylbenzene (3695-36-1)

Guidance literature:

With hexamethyldisilathiane; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 8h; Sealed tube;

DOI:10.1002/asia.202101101

Reference yield: 63.0%

2-bromo-1-(methylsulfanyl)benzene (19614-16-5) + methyl iodide (74-88-4) → 2-(ethylsulfanyl)-1-methylbenzene (3695-36-1)

Guidance literature:

2-bromo-1-(methylsulfanyl)benzene; With n-butyllithium; In diethyl ether; hexane; at 0 ℃; for 2h;

methyl iodide; In diethyl ether; hexane; at 0 - 20 ℃; Further stages.;

DOI:10.1016/j.tet.2004.02.069

Reference yield: 61.0%

ortho-methylphenyl iodide (615-37-2) + sodium ethanesulfinate (20035-08-9) → 2-(ethylsulfanyl)-1-methylbenzene (3695-36-1)

Guidance literature:

With nickel(II) bromide dimethoxyethane; bathophenanthroline; In N,N-dimethyl acetamide; at 20 ℃; for 16h; chemoselective reaction; Electrochemical reaction; Glovebox; Inert atmosphere;

DOI:10.1002/ejoc.202101462

upstream raw materials:

methyl o-tolyl sulfide

benzoyl chloride

ethyl bromide

2-thiocresol

Downstream raw materials:

N-(4-Ethylmercapto-3-methyl-benzyl)-propylamin

<4-Aethylmercapto-3-methyl-benzyl>--sulfid

<4-Aethylmercapto-3-methyl-benzyl>--aether

3-Methyl-4-ethylmercapto-benzylchlorid

Refernces

• 1、 Nakajima, Takumi,Takano, Ken,Maeda, Hiromu,Ogiwara, Yohei,Sakai, Norio. "Production of Alkyl Aryl Sulfides from Aromatic Disulfides and Alkyl Carboxylates via a Disilathiane–Disulfide Interchange Reaction". supporting information. p. 4103 - 4107. Retrieved 2021/11/10.
• 2、 Cabiddu, Maria G.,Cabiddu, Salvatore,Cadoni, Enzo,De Montis, Stefania,Fattuoni, Claudia,Melis, Stefana. "Metallation reactions. Part 35: A change of the regiochemistry in the metallation of (alkylthio)arenes". . p. 3915 - 3920. Retrieved 2007/10/03.