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

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

Downstream Products

• 21203-94-1 1-iodo-4-(methylsulfinyl)benzene 
• 64984-08-3 1-iodo-4-(methylsulfonyl)benzene 
• 98-61-3 p-Iodobenzenesulfonyl chloride 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 33533-42-5 1-[4-(methylsulfanyl)phenyl]-2-phenylacetylene 
• 134317-21-8 1-methylthio-4-[2-(trimethylsilyl)ethynyl]benzene 
• 939899-89-5 3-(4-(methylthio)phenyl)prop-2-yn-1-ol 
• 52928-01-5 4-iodothiophenol 
• 64-19-7 acetic acid 
• 52323-93-0 1-methanesulfonyl-4-methylsulfanyl-benzene 
• 547768-63-8 ((CH₃)2CH)2NBHC₆H₄SCH₃ 

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.

Visible light-promoted formation of C-B and C-S bonds under metal- A nd photocatalyst-free conditions

A green, efficient, photoinduced synthesis of arylboronic esters and aryl sulfides has been developed. Bench stable arylazo sulfones were used as radical precursors for a photocatalyst- A nd additive-free carbon-heteroatom bond formation under visible light. The protocols are applicable to a wide range of substrates, providing products in good yields.