35371-03-0

Basic information

• Product Name: 4-IODOTHIOANISOLE
• Synonyms: 4-IODOTHIOANISOLE;4-Iodothiaanisole;(4-iodophenyl)(methyl)sulfane;1-(Methylthio)-4-iodobenzene;1-Iodo-4-(methylthio)benzene;Methyl p-iodophenyl sulfide;Methyl(4-iodophenyl) sulfide;p-Iodothioanisole
• CAS NO: 35371-03-0
• Molecular Formula: C₇H₇IS
• Molecular Weight: 250.1
• Mol File: 35371-03-0.mol
• Article Data: 20

Chemical Properties

• Melting Point: 40 °C
• Boiling Point: 262.622 °C at 760 mmHg
• Flash Point: 112.6 °C
• Appearance: /
• Density: 1.787 g/cm³
• Vapor Pressure: 0.0176mmHg at 25°C
• Refractive Index: 1.67
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 4-IODOTHIOANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODOTHIOANISOLE(35371-03-0)
• EPA Substance Registry System: 4-IODOTHIOANISOLE(35371-03-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 35371-03-0(Hazardous Substances Data)

Usage

General Description

4-Iodothioanisole is a chemical compound with the molecular formula C7H7IOS. It is a yellow solid with a strong odor, and is commonly used in organic synthesis and as a reagent in laboratory procedures. 4-Iodothioanisole is known for its strong electrophilicity and is often used as a building block in the synthesis of various organic compounds. It is an important intermediate in the preparation of pharmaceuticals and agrochemicals, and is also used in the production of dyes and other specialty chemicals. Due to its reactivity and electrophilic nature, 4-Iodothioanisole requires careful handling and storage to prevent accidents and exposure.

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

Upstream product

• 624-38-4 para-diiodobenzene 
• 74-88-4 methyl iodide 
• 624-92-0 Dimethyldisulphide 
• 13205-48-6 4-(methylthio)benzoic acid 
• 352-34-1 4-fluoro-1-iodobenzene 
• 870081-83-7 dimethyl{4-(methylthio)phenyl}sulfonium triflate 
• 1514-50-7 4-iodobenzenediazonium tetrafluoroborate 
• 5122-99-6 4-iodophenylboronic acid 
• 540-37-4 p-aminoiodobenzene 
• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 
• 104-96-1 4-methylsulfanylaniline 
• 100-68-5 methyl-phenyl-thioether 
• 104-95-0 (4-bromophenyl)thioanisole 
• 52928-01-5 4-iodothiophenol 

Downstream Products

• 52928-01-5 4-iodothiophenol 
• 21203-94-1 1-iodo-4-(methylsulfinyl)benzene 
• 64-19-7 acetic acid 
• 52323-93-0 1-methanesulfonyl-4-methylsulfanyl-benzene 
• 547768-63-8 ((CH₃)2CH)2NBHC₆H₄SCH₃ 
• 634190-81-1 4-iodo-3-nitro-thioanisole 
• 1042414-08-3 1,4-bis(4-(methylthio)phenylthio)benzene 
• 203631-72-5 1-methylsulfanyl-4-(4-bromophenylsulfanyl)-benzene 
• 1048371-89-6 (4-methylsulfanylphenyl)triethylsilane 
• 1236161-21-9 1,1,1,3,3,3-hexamethyl-2-(4-methylthiophenyl)-2-(trimethylsilyl)trisilane 
• 1257556-28-7 1,1,1,3,3,3-hexamethyl-2-(4-methylsulfanylphenyl)-2-phenyltrisilane 
• 1373497-82-5 (E)-methyl(4-(3,3,3-trifluoroprop-1-enyl)phenyl)sulfane 
• 13205-48-6 4-(methylthio)benzoic acid 
• 1379793-72-2 1-(4'-methylthiophenyl)-1-(3'',4'',5''-trimethoxyphenyl)ethylene 

Relevant articles and documents

Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange

We report an efficient and broadly applicable palladium-catalyzed iodination of inexpensive and abundant aryl and vinyl carboxylic acids via in situ activation to the acid chloride and formation of a phosphonium salt. The use of 1-iodobutane as iodide source in combination with a base and a deoxychlorinating reagent gives access to a wide range of aryl and vinyl iodides under Pd/Xantphos catalysis, including complex drug-like scaffolds. Stoichiometric experiments and kinetic analysis suggest a unique mechanism involving C?P reductive elimination to form the Xantphos phosphonium chloride, which subsequently initiates an unusual halogen exchange by outer sphere nucleophilic substitution.

Generation of Organozinc Reagents from Arylsulfonium Salts Using a Nickel Catalyst and Zinc Dust

Readily available aryldimethylsulfonium triflates react with zinc powder under nickel catalysis via the selective cleavage of the sp2-hybridized carbon-sulfur bond to produce salt-free arylzinc triflates under mild conditions. This zincation displays superb chemoselectivity and thus represents a protocol that is complementary or orthogonal to existing methods. The generated arylzinc reagents show both high reactivity and chemoselectivity in palladium-catalyzed and copper-mediated cross-coupling reactions.

Photochromic dithienylethenes characterized by: In situ irradiation NMR-spectroscopy and electrochemically induced responsiveness on gold substrates

Photochromic compounds comprising small molecules and polymers have been shown to be of great interest in the field of stimuli-responsive materials for applications as sensors and (nano-) devices. In this regard dithienylethenes (DTEs) have been proven to be especially valuable because of their tolerance to chemicals and their good stability making them tunable and reversibly switchable between an open and a closed structure featuring different optical properties. By utilizing a potent in situ irradiation NMR spectroscopy approach, it is possible to determine the photochromic switching capability of two DTE derivatives in solution leading to crucial information about the structures, the equilibria of the chemical ring-opening and closing of the DTEs as well as the longtime stability of these molecular switches. In particular the perfluorinated thioether bearing compound shows remarkable stability with little fatigue related to the irreversibly cyclized byproduct known for DTEs. The thioether-bearing DTEs can be deprotected and used for immobilization on gold substrates which are characterized by water contact angle measurements prior to and after DTE functionalization. Finally, the electrochemically induced switching capability of the perhydro DTE is investigated by cyclic voltammetry proving its fast, quantitative and reversible cyclization. We envisage these materials for applications as sensors and optical switching devices.