130416-73-8

Basic information

• Product Name: 3-IODOTHIOANISOLE
• Synonyms: 3-IODOTHIOANISOLE;3-IODOTHIOANISOLE 98.0%MIN;(3-iodophenyl)(methyl)sulfane;1-iodo-3-methylsulfanylbenzene
• CAS NO: 130416-73-8
• Molecular Formula: C₇H₇IS
• Molecular Weight: 250.1
• Mol File: 130416-73-8.mol

Chemical Properties

• Boiling Point: 266.469 °C at 760 mmHg
• Flash Point: 114.957 °C
• Appearance: /
• Density: 1.787 g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 3-IODOTHIOANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IODOTHIOANISOLE(130416-73-8)
• EPA Substance Registry System: 3-IODOTHIOANISOLE(130416-73-8)

Safety Data

• Hazardous Substances Data: 130416-73-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-Iodothioanisole is used as a reagent in organic synthesis for the preparation of heterocyclic and biologically active compounds. Its unique structure allows for the creation of a wide range of chemical entities with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Iodothioanisole is utilized as a key component in the production of pharmaceutical intermediates. Its ability to contribute to the synthesis of diverse medicinal compounds makes it an essential part of drug development processes.
Used in Agriculture:
3-Iodothioanisole is employed in the agricultural sector, where it may be used in the development of agrochemicals or as a component in the synthesis of compounds with pesticidal or herbicidal properties, contributing to crop protection and yield enhancement.
Used in Materials Science:
In the field of materials science, 3-Iodothioanisole is used as a building block for the creation of new materials with specific properties. Its incorporation into the development of materials can lead to advancements in areas such as polymer science, nanotechnology, and the creation of novel materials with tailored characteristics for various applications.

InChI:InChI=1/C7H7IS/c1-9-7-4-2-3-6(8)5-7/h2-5H,1H3

Upstream product

• 1783-81-9 3-methylmercaptoaniline 
• 624-92-0 Dimethyldisulphide 
• 626-00-6 1,3-Diiodobenzene 
• 1121-86-4 1-Fluoro-3-iodobenzene 
• 52274-10-9 3-iodobenzenethiol 
• 74-88-4 methyl iodide 
• 2524-76-7 1-(methylsulfanyl)-3-nitrobenzene 
• 33733-73-2 3-bromo-1-(methylthio)benzene 

Downstream Products

• 1446114-03-9 methyl 5-bromo-2-(3-(methylthio)phenethyl)benzoate 
• 1446114-04-0 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine 
• 1446114-06-2 methyl 5-bromo-2-[(3-methylthiophenyl)ethynyl]benzoate 
• 868861-72-7 3-(3-methanesulfonyl-phenylethynyl)-phenol 
• 868861-88-5 1-(3-methylthiophenyl)-2-(3-hydroxyphenyl)acetylene 
• 70079-50-4 m - Jodphenylmethylsulphoxid 

Relevant articles and documents

t-BuOK-promoted methylthiolation of aryl fluorides with dimethyldisulfide under transition-metal-free and mild conditions

In the presence of potassium tert-butoxide (t-BuOK), the cross-coupling reaction between aryl fluorides and dimethyldisulfide was developed. A series of aryl methyl sulfides were obtained in moderate to good yields under transition-metal-free and mild conditions.

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A series of donor–π–acceptor-type sulfonium salt photoacid generators (PAGs) were designed and synthesized by systematically changing electron-donating groups, π-conjugated systems, electron-withdrawing groups, and the number of branches through molecular engineering. These PAGs can effectively decompose under UV/Vis irradiation from a light-emitting diode (LED) light source because of the matching absorption and emitting spectra of the LEDs. The absorption and acid-generation properties of these sulfonium salts were elucidated by UV/Vis spectroscopy and so forth. Results indicated that the PAG performance benefited from the introduction of strong electron-donating groups, specific π-conjugated structures, certain electron-withdrawing groups, or two-branched structures. Most sulfonium salts showed potential as photoinitiators under irradiation by a wide variety of UV and visible LEDs.

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Subtle "supramolecular buttressing effects" in Cucurbit[7]uril/guest assemblies

Biphenyl derivatives bearing a dimethylsulfonium group at position 3 and three different substituents at position 4 (H, F and CH3) have been prepared as probes to test the validity of the "supramolecular buttressing" concept. We define the latter as the alteration, by a neighboring unit, of a substituent effect on intermolecular recognition. In this case, the 4-substituents exert some pressure on the 3-dimethylsulfonium groups and control the ratio of their syn and anti conformations. As free species, biphenyls bearing 4-H and 4-F substituents are present as approximately equimolar mixtures of syn and anti-conformers, while the biphenyl scaffold with a 4-CH3 group adopts the anti-conformation exclusively. The 3-dimethylsulfonium substituents then interact with one of the carbonylated portals of Cucurbit[7]uril (CB[7]), and their conformations affect the position of the guests inside the cavity of the macrocycle, thereby validating our "supramolecular buttressing" model. Surprisingly however, binding affinities towards CB[7] are barely affected by the nature of the 4-substituents and the conformations of the neighboring sulfonium groups, despite very different electronic densities presented to the CB[7] portal in their syn or anti conformations. Solvation was found to dramatically smoothen host-guest Columbic interactions, although the latter remain important in the recognition process. Replacing the positively charged 3-dimethylsulfonium unit with an isopropyl substituent decreases the affinity of the biphenyl guest by 1000-fold. The Royal Society of Chemistry 2013.

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