2-Iodothioanisole

Base Information

• Chemical Name: 2-Iodothioanisole
• CAS No.: 33775-94-9
• Molecular Formula: C7H7IS
• Molecular Weight: 250.103
• Hs Code.: 29309090
• European Community (EC) Number: 670-928-4
• DSSTox Substance ID: DTXSID50384246
• Nikkaji Number: J308.299G
• Wikidata: Q72484680
• Mol file: 33775-94-9.mol

Synonyms:2-Iodothioanisole;33775-94-9;(2-Iodophenyl)(methyl)sulfane;1-iodo-2-methylsulfanylbenzene;1-iodo-2-(methylthio)benzene;1-iodo-2-(methylsulfanyl)benzene;2-IODOPHENYL METHYL SULFIDE;o-iodothioanisole;1-Iodo-2-methylsulfanyl-benzene;2-(METHYLTHIO)IODOBENZENE;Benzene, 1-iodo-2-(methylthio)-;2-methylmercaptoiodobenzene;SCHEMBL767433;DTXSID50384246;MFCD00051611;AKOS009158539;AC-16438;AS-33046;CS-0142865;FT-0612689;EN300-342399;J-509737

Chemical Property of 2-Iodothioanisole

Chemical Property:

• Vapor Pressure: 0.0298mmHg at 25°C
• Refractive Index: 1.682
• Boiling Point: 253 °C at 760 mmHg
• Flash Point: 106.8 °C
• PSA: 25.30000
• Density: 1.787 g/cm³
• LogP: 3.01310
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Light Sensitive
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 249.93132
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99%, ^*data from raw suppliers

2-Iodothioanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=CC=C1I

Technology Process of 2-Iodothioanisole

There total 8 articles about 2-Iodothioanisole 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: 90.0%

2-(Methylthio)aniline (2987-53-3) → 2-(methylthio)iodobenzene (33775-94-9)

Guidance literature:

2-(Methylthio)aniline; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 0.5h;

With potassium iodide; In water; for 2.5h;

DOI:10.1021/acs.joc.9b00213

Reference yield: 72.0%

Dimethyldisulphide (624-92-0) + 1-Fluoro-2-iodobenzene (348-52-7) → 2-(methylthio)iodobenzene (33775-94-9)

Guidance literature:

With potassium tert-butylate; In acetonitrile; at 50 ℃; for 6h; Sealed tube;

DOI:10.1016/j.jfluchem.2021.109778

Reference yield:

Dithiopivalinsaeure-2-iodphenylester (137092-22-9) → iodobenzene (591-50-4) + methyl dithiopivalate (40920-16-9) + 2-(methylthio)iodobenzene (33775-94-9) + 2-tert-Butyl-1,3-benzodithiol (108762-93-2)

Guidance literature:

In N,N-dimethyl-formamide; Title compound not separated from byproducts; cathodic reduction (and methylation of the product mixture), Hg cathode;

upstream raw materials:

2-(Methylthio)aniline

Dithiopivalinsaeure-2-iodphenylester

2-Iodo-benzenediazonium; hydrogen sulfate

2-bromo-1-(methylsulfanyl)benzene

Downstream raw materials:

1-(6-(2-(2-(2-(methylthio)phenyl)ethynyl)phenyl)hex-5-ynyl)piperidin-2-one

2-(4-chlorophenyl)-benzo[b]thiophene

2-(benzothiophen-2-yl)pyridine

3-methyl-2-phenylbenzo[b]thiophene

Refernces

• 1、 Wang, Lu,Wang, Huaiyu,Meng, Weidong,Xu, Xiu-Hua,Huang, Yangen. "Facile syntheses of 3-trifluoromethylthio substituted thioflavones and benzothiophenes via the radical cyclization". supporting information. p. 389 - 392. Retrieved 2020/03/04.
• 2、 Li, Mengxing,Wang, Ting,An, Zhenyu,Yan, Rulong. "B(C6F5)3-Catalyzed cyclization of alkynes: direct synthesis of 3-silyl heterocyclic compounds". supporting information. p. 11953 - 11956. Retrieved 2020/10/15.