2-(Methylthio)phenol

Base Information

• Chemical Name: 2-(Methylthio)phenol
• CAS No.: 1073-29-6
• Molecular Formula: C7H8OS
• Molecular Weight: 140.206
• Hs Code.: 29349990
• European Community (EC) Number: 214-027-2
• NSC Number: 75839
• UNII: A6JO803536
• DSSTox Substance ID: DTXSID9061463
• Nikkaji Number: J110.558B
• Wikidata: Q27273693
• Metabolomics Workbench ID: 49303
• ChEMBL ID: CHEMBL225343
• Mol file: 1073-29-6.mol

Synonyms:2-(Methylthio)phenol;1073-29-6;2-Hydroxythioanisole;(2-Hydroxy)thioanisole;o-(Methylthio)phenol;PHENOL, 2-(METHYLTHIO)-;2-(Methylsulfanyl)phenol;o-Hydroxythioanisole;2-methylsulfanylphenol;Phenol, o-(methylthio)-;2-Methylmercaptophenol;2-(Methylmercapto)phenol;Methyl (2-hydroxyphenyl) sulfide;FEMA No. 3210;Hydroxythioanisole, o-;o-(Methylthio)-phenol;1-Hydroxy-2-methylmercaptobenzene;2-methylsulfanyl-phenol;(Methylthio)phenol, o-;2-(methyl thio) phenol;UNII-A6JO803536;EINECS 214-027-2;MFCD00002211;NSC 75839;NSC-75839;A6JO803536;NSC75839;2-methylsulanylphenol;ortho(methylthio)phenol;2-(hydroxy)thioanisole;2-(methyl-thio)phenol;2-methyl-mercaptophenol;2-(Methylthio)-Phenol;ortho-(methylthio)phenol;Fenol, 2-(metiltio)-;Ortho-(Methylthio)-Phenol;2-(Methylsulfanyl)phenol #;2-(Methylthio)phenol, 9CI;SCHEMBL337809;CHEMBL225343;DTXSID9061463;2-hydroxythioanisole, AldrichCPR;FEMA 3210;CHEBI:173591;Phenol, o-(methylthio)- (8CI);O-(METHYLTHIO)PHENOL [FHFI];AKOS009159343;CS-W018308;AC-16443;AS-31178;BP-10940;SY008439;1-HYDROXY-2-METHYLMERCAPTO-BENZENE;FT-0608866;M1854;EN300-71982;J-509695;Q27273693

Chemical Property of 2-(Methylthio)phenol

Chemical Property:

• Appearance/Colour: white like or light brown crystalline powder
• Vapor Pressure: 0.168mmHg at 25°C
• Melting Point: 84-85 °C
• Refractive Index: 1.5930
• Boiling Point: 206.1 °C at 760 mmHg
• PKA: 9.23±0.30(Predicted)
• Flash Point: 107.989 °C
• PSA: 45.53000
• Density: 1.193 g/cm³
• LogP: 2.11410
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.02958605
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

98% ^*data from raw suppliers

2-(Methylthio)phenol >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=CC=C1O
• Description: May be synthesized from the diazonium salt of methyl-(2-amino furyl)-sulfide.

Technology Process of 2-(Methylthio)phenol

There total 40 articles about 2-(Methylthio)phenol 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: 93.0%

Dimethyldisulphide (624-92-0) + 2-Iodophenol (533-58-4) → 2-(methylsulfenyl)phenol (1073-29-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); dimethyl sulfoxide; In acetonitrile; at 20 ℃; for 24h; chemoselective reaction; Irradiation; Sealed tube;

DOI:10.1039/c8ob00238j

Reference yield: 89.0%

1-methoxy-2-(methylsulfanyl)benzene (2388-73-0) → 2-(methylsulfenyl)phenol (1073-29-6)

Guidance literature:

With tetrachlorosilane; borontrifluoride acetic acid; lithium iodide; In toluene; acetonitrile; at 70 ℃; for 13h;

DOI:10.1016/j.tetlet.2004.03.095

Reference yield: 83.0%

phenol (108-95-2,27073-41-2) → 2-(methylsulfenyl)phenol (1073-29-6) + 4-hydroxythioanisole (1073-72-9)

Guidance literature:

In dichloromethane;

upstream raw materials:

Methanesulfenyl chloride

phenol

Dimethyldisulphide

methylsulfenyl bromide

Downstream raw materials:

C₁₃H₁₁NO₃S

Methyl-phosphonothioic acid O-methyl ester O-(2-methylsulfanyl-phenyl) ester

Dimethyl-(o-hydroxy-phenyl)-sulfoniumiodid

LM 3155

Refernces

• 1、 Chatterjee, Sayanti,Paine, Tapan Kanti. "Oxygenation of Organoboronic Acids by a Nonheme Iron(II) Complex: Mimicking Boronic Acid Monooxygenase Activity". . p. 9727 - 9732. Retrieved 2015.
• 2、 Wu, Yue-Hua,Wang, Nai-Xing,Zhang, Tong,Yan, Zhan,Xu, Bao-Cai,Inoa, Joan,Xing, Yalan. "Iodine-Mediated Synthesis of Methylthio-Substituted Catechols from Cyclohexanones". supporting information. p. 3008 - 3013. Retrieved 2019/04/30.
• 3、 Peng, Liaotian,Wen, Yuanmei,Chen, Yu,Yuan, Zhimei,Zhou, Yang,Cheng, Xiaoling,Chen, Yongzheng,Yang, Jiawei. "Biocatalytic Preparation of Chiral Sulfoxides through Asymmetric Reductive Resolution by Methionine Sulfoxide Reductase A". . p. 3284 - 3290. Retrieved 2018/06/04.