37972-89-7

Basic information

• Product Name: 2-iodothiophenol
• Synonyms: 2-iodothiophenol
• CAS NO: 37972-89-7
• Molecular Formula: C₆H₅IS
• Molecular Weight: 236.07337
• EINECS: -0
• Mol File: 37972-89-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 119.5 °C(Press: 11 Torr)
• Appearance: /
• Density: 1.901±0.06 g/cm3(Predicted)
• PKA: 5.96±0.43(Predicted)
• CAS DataBase Reference: 2-iodothiophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodothiophenol(37972-89-7)
• EPA Substance Registry System: 2-iodothiophenol(37972-89-7)

Safety Data

• Hazardous Substances Data: 37972-89-7(Hazardous Substances Data)

Usage

General Description

2-Iodothiophenol is an organoiodine compound with the chemical formula C6H4IS. It is a derivative of thiophenol, with an iodine atom replacing one of the hydrogen atoms. 2-Iodothiophenol is a yellow crystalline solid that is used as a building block in organic synthesis, particularly in the formation of heterocyclic compounds. It is also used in the preparation of pharmaceuticals, agrochemicals, and dyes. Due to its reactivity and potential toxicity, 2-iodothiophenol should be handled and stored with care, and appropriate safety precautions should be taken when working with this compound.

Upstream product

• 56410-50-5 2-iodo benzene diazonium chloride 
• 615-43-0 2-iodophenylamine 
• 98554-55-3 (2-Iodo-phenylsulfanyl)-acetic acid 
• 69646-18-0 (2-iodophenyl)ethylxanthate 

Downstream Products

• 136-95-8 2-amino-benzthiazole 
• 1843-21-6 N-phenyl-2-benzothiazolamine 
• 19437-86-6 2-(4-bromophenyl)benzo[b]thiophene 
• 936734-96-2 2-(4-fluoro-phenyl)-benzo[b]thiophene 
• 1207-95-0 2-phenylbenzo[b]thiophene 
• 27884-09-9 2-(4-methoxyphenyl)benzo[b]thiophene 
• 1127217-29-1 2-[4-(1,1-dimethylethyl)phenyl]benzo[b]thiophene 
• 960203-27-4 Vortioxetine hydrobromide 
• 27943-36-8 3,3-dimethylthiochroman-4-one 
• 1034921-53-3 3,3-dimethyl-3,4-dihydro-2H-1-benzothiopyran-4-ol 
• 20967-51-5 3-(phenylthio)-2,2-dimethylpropanal 

Relevant articles and documents

Palladium-catalyzed domino ring-opening/carboxamidation reactions of N -tosyl aziridines and 2-iodothiophenols: A facile and efficient approach to 1,4-benzothiazepin-5-ones

A novel and efficient domino procedure has been developed for the synthesis of 1,4-benzothiazepin-5-ones from simple and readily accessible N-tosyl aziridines and o-iodothiophenols. This process involves aziridines ring-opening with o-iodothiophenols, followed by palladium-catalyzed intramolecular carboxamidation. The scope and limitation of this transformation have been investigated in detail by using various aziridines and o-iodothiophenols.

Oxidative cleavage of S-Arylmercaptoacetic acids by pyridinium chlorochromate: Kinetic and correlation analysis

Kinetics of oxidation of 24 S-Arylmercaptoacetic acids (SAMA) by pyridinium chlorochromate (PCC) have been studied in acid medium. The product of oxidation is the corresponding thiophenol. The rate data of meta- and para-substituted acids have been correlated well with σI, σ°R values and the meta-compounds correlate well with F,R values. The reaction constants are negative and of smaller magnitudes. Further, the ortho-substituted acids show a good correlation with triparametric equation involving Taft's σI and σ°R and charton's steric parameter v. There is no considerable steric contribution to the total orthosubstituent effect. Based on these observations, the mechanism involving the formation of protonated arylsulfinylacetic acid intermediate, followed by an intramolecular rearrangement leading to the product thiophenol has been proposed.

Preparation of Benzothiophenes by Pd(0)-Catalyzed Intramolecular Cyclization of Allyl (and Propargyl) o-Iodophenyl Sulfides

Benzothiophenes are prepared by intramolecular Pd(0)-catalyzed Heck reaction of allyl o-iodophenyl sulfides.Pd(0)-Catalyzed intramolecular cyclization of o-iodophenyl propargyl sulfide in the presence of a hydride donor gives 3-methylene-2,3-dihydrobenzothiophene, which reacts with several enophiles in ene type reactions.However, allyl (and propargyl) aryl sulfides react with palladium(II) chloride to afford polymeric 2.