52928-01-5

Basic information

• Product Name: 4-iodobenzene-1-thiol
• Synonyms: 4-iodobenzene-1-thiol;4-iodo-benzenethiol;IKZUTVQEBGHQJA-UHFFFAOYSA-N
• CAS NO: 52928-01-5
• Molecular Formula: C₆H₅IS
• Molecular Weight: 236.07337
• Mol File: 52928-01-5.mol

Chemical Properties

• Melting Point: 85 °C(Solv: ethanol (64-17-5))
• Boiling Point: 252.1±23.0 °C(Predicted)
• Appearance: /
• Density: 1.901±0.06 g/cm3(Predicted)
• PKA: 6.07±0.10(Predicted)
• CAS DataBase Reference: 4-iodobenzene-1-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-iodobenzene-1-thiol(52928-01-5)
• EPA Substance Registry System: 4-iodobenzene-1-thiol(52928-01-5)

Safety Data

• Hazardous Substances Data: 52928-01-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Iodobenzene-1-thiol is utilized as a key component in the production of drugs, leveraging its reactivity and structural properties to contribute to the development of new pharmaceutical agents.
Used in Chemical Research:
As a reagent, 4-iodobenzene-1-thiol aids in various chemical studies, providing insights into reaction mechanisms and the behavior of compounds within different chemical environments.
Used in Materials Science:
4-Iodobenzene-1-thiol is employed in the advancement of organic semiconductors and electronic materials, capitalizing on its unique chemical and physical properties to enhance device performance and create innovative materials.
Used as a Precursor:
4-iodobenzene-1-thiol also serves as a precursor for the preparation of a variety of other organic compounds, expanding its utility across multiple chemical applications and industries.

Upstream product

• 99861-13-9 N-acetyl-S-(4-iodo-phenyl)-cysteine 
• 860755-53-9 (4-iodo-phenyl)-trichloromethyl sulfide 
• 62-53-3 aniline 
• 55631-91-9 (4-iodo-phenylsulfanyl)-acetic acid 
• 3321-93-5 4-iodo-phenyl thiocyanate 
• 667422-87-9 (4-iodo-phenylsulfanyl)-pyruvic acid 
• 84695-07-8 4-[(N,N'-Dimethylcarbamoyl)thio]iodobenzene 
• 6345-64-8 1,2-bis(4-Iodophenyl)disulfane 
• 84695-12-5 O-p-Iodophenyl N,N-dimethylthiocarbamate 
• 540-38-5 p-Iodophenol 
• 35371-03-0 4-iodothioanisole 
• 624-38-4 para-diiodobenzene 

Downstream Products

• 6345-64-8 1,2-bis(4-Iodophenyl)disulfane 
• 35371-03-0 4-iodothioanisole 
• 100717-24-6 (4-iodo-phenyl)-(4-methyl-benzyl)-sulfide 
• 80813-22-5 6-ethoxycarbonyl-5-(4-iodophenylthiomethyl)uracil 
• 207724-44-5 2-(4-pyridinyl)ethyl-4'-iodophenyl sulfide 
• 106380-88-5 1-iodo-4-[(phenylmethyl)thio]benzene 
• 727724-63-2 4-(2-cyanoethylsulfanyl)iodobenzene 
• 100717-15-5 (4-iodo-phenyl)-(4-methyl-benzyl)-sulfoxide 
• 100717-18-8 (4-iodo-phenyl)-(4-methyl-benzyl)-sulfone 
• 174537-63-4 ⁽⁹⁹⁾TcO((C₂H₅)2NCH₂CH₂N(CH₂CH₂S)2)(SC₆H₄I) 
• 1304037-80-6 C₆₆H₅₄O₁₀S₆ 
• 69746-43-6 1-iodo-4-thioacetylbenzene 
• 875241-54-6 2-(4-iodo-phenylsulfanyl)-5-nitro-benzaldehyde 
• 408351-62-2 2-(4-iodo-phenylsulfanyl)-5-nitro-benzoic acid 

Relevant articles and documents

MATRIX METALLOPROTEINASE (MMP) INHIBITORS AND METHODS OF USE THEREOF

Hydantoin based compounds useful as inhibitors of matrix metalloproteinases (MMPs), particularly macrophage elastase (MMP-12) are described. Also described are related compositions and methods of using the compounds to inhibit MMP-12 and treat diseases mediated by MMP-12, such as asthma, chronic obstructive pulmonary disease (COPD), emphysema, acute lung injury, idiopathic pulmonary fibrosis (IPF), sarcoidosis, systemic sclerosis, liver fibrosis, nonalcoholic steatohepatitis (NASH), arthritis, cancer, heart disease, inflammatory bowel disease (IBD), acute kidney injury (AKI), chronic kidney disease (CKD), Alport syndrome, and nephritis.

MATRIX METALLOPROTEINASE (MMP) INHIBITORS AND METHODS OF USE THEREOF

Hydantoin based compounds useful as inhibitors of matrix metalloproteinases (MMPs), particularly macrophage elastase (MMP-12) are described. Also described are related compositions and methods of using the compounds to inhibit MMP-12 and treat diseases mediated by MMP-12, such as asthma, chronic obstructive pulmonary disease (COPD), emphysema, acute lung injury, idiopathic pulmonary fibrosis (IPF), sarcoidosis, systemic sclerosis, liver fibrosis, nonalcoholic steatohepatitis (NASH), arthritis, cancer, heart disease, inflammatory bowel disease (IBD), acute kidney injury (AKI), chronic kidney disease (CKD), Alport syndrome, and nephritis.

Non-nucleoside inhibitors of human adenosine kinase: Synthesis, molecular modeling, and biological studies

Adenosine kinase (AK) catalyzes the phosphorylation of adenosine (Ado) to AMP by means of a kinetic mechanism in which the two substrates Ado and ATP bind the enzyme in a binary and/or ternary complex, with distinct protein conformations. Most of the desc

Tetrathiafulvalene-based molecular nanowires

A new molecular wire suitably functionalized with sulfur atoms at terminal positions and endowed with a central redox active TTF unit has been synthesized and inserted within two atomic-sized Au electrodes; electrical transport measurements have been perf

An improved synthesis and structural characterisation of 2-(4-acetylthiophenylethynyl)-4-nitro-5-phenylethynylaniline: The molecule showing high negative differential resistance (NDR)

2-(4-Acetylthiophenylethynyl)-4-nitro-5-phenyl-ethynylaniline (11) has been synthesised by an improved route, which has many advantages over the literature procedure. A key intermediate is 2-ethynyl-4-nitro-5-phenylethynylaniline (6) which is obtained fro

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.

Soluble ferrocene conjugates for incorporation into self-assembled monolayers

A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.

Rapid Syntheses of Oligo(2,5-thiophene ethynylene)s with Thioester Termini: Potential Molecular Scale Wires with Alligator Clips

The syntheses of soluble oligo(3-ethyl-2,5-thiophene ethynylene)s via an iterative divergent/ convergent approach starting from 3-ethyl-2-(trimethylsilylethynyl)thiophene are described. The monomer, dimer, tetramer, octamer, and 16-mer were synthesized. The 16-mer is 100 A long in its minimized extended zigzag conformation. At each stage in the iteration, the length of the framework doubles. Only three sets of reaction conditions are needed for the entire iterative synthetic sequence: an iodination, a protodesilylation, and a Pd/Cu-catalyzed cross coupling. The oligomers were characterized spectroscopically and by mass spectrometry. The optical properties are presented which show that at the octamer stage, the optical absorbance maximum is nearly saturated. The size exclusion chromatography values for the number average weights, relative to polystyrene, illustrate the tremendous differences in the hydrodynamic volume of these rigid rod oligomers verses the random coils of polystyrene. These differences become quite apparent at the octamer stage. Attachment of thiol end groups, protected as the thioacetyl moieties, was achieved. These serve as binding sites for adhesion to gold surfaces. In some cases, one end of the oligomeric chains were capped with a thiol group so that the surface attachments to gold could be studied. In other cases, thiol groups were affixed to both ends of the molecular chains so that future conduction studies could be done between proximal metallic probes. The rigid rod conjugated oligomers may act as molecular wires in molecular scale electronic devices, and they also serve as useful models for understanding analogous bulk polymers.

Oxidative Cleavage of S-Arylmercaptoacetic Acids by Sodium Perborate: Kinetic and Correlation Study

Kinetics of oxidation of twenty six S-arylmercaptoacetic acids (SAMA) (I) by sodium perborate (PB) 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 with DSP equations.While the para-compounds correlate well with ?I and ?0R values, the meta-compounds correlate well with ?I and ?-R values.The reaction constants are negative and of smaller magnitudes.Further, the ortho-substituted acids show a good correlation with a triparametric equation involving Taft's ?I and ?0R and Charton's steric parameter ν.There is a considerable steric contribution to the total ortho-substituent effect.Based on these observations, mechanism involving the formation of protonated arylsulfinylacetic acid intermediate, followed by an intramolecular rearrangement leading to the product thiophenol has been proposed.