16188-57-1

Basic information

• Product Name: 2-iodo-4-methylphenol
• Synonyms: 2-iodo-4-methylphenol;p-Cresol, 2-iodo-
• CAS NO: 16188-57-1
• Molecular Formula: C₇H₇IO
• Molecular Weight: 234.03435
• Mol File: 16188-57-1.mol
• Article Data: 48

Chemical Properties

• Melting Point: 35°C
• Boiling Point: 241.17°C (rough estimate)
• Appearance: /
• Density: 1.6840
• Refractive Index: 1.5331
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 8.82±0.18(Predicted)
• Stability: Stench
• CAS DataBase Reference: 2-iodo-4-methylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-4-methylphenol(16188-57-1)
• EPA Substance Registry System: 2-iodo-4-methylphenol(16188-57-1)

Safety Data

• Hazardous Substances Data: 16188-57-1(Hazardous Substances Data)

Usage

General Description

2-Iodo-4-methylphenol, also known as 2-Iodo-4-methylphenol, is a chemical compound with the molecular formula C7H7IO. It is a derivative of phenol and is characterized by the presence of an iodo group and a methyl group on the aromatic ring. It is commonly used as an antiseptic and disinfectant in various pharmaceutical and healthcare products. Additionally, it exhibits antimicrobial properties, making it effective in controlling the growth of bacteria and fungi. 2-Iodo-4-methylphenol is also used in the production of dyes, pigments, and other industrial chemicals. However, it is important to handle this compound with caution, as it is toxic and can cause irritation to the skin, eyes, and respiratory system when handled improperly.

Upstream product

• 106-44-5 p-cresol 
• 2432-18-0 2,6-diiodo-4-methylphenol 
• 859821-79-7 4,4'-dimethyl-2,2'-selanediyl-di-phenol 
• 10034-85-2 hydrogen iodide 
• 32707-05-4 thallium p-cresolate 
• 1121-70-6 sodium 4-methylphenoxide 
• 95-84-1 3-amino-4-hydroxytoluene 
• 7553-56-2 iodine 

Downstream Products

• 29976-75-8 6-methylflavone 
• 37542-10-2 (Z)-2-benzylidene-5-methylbenzofuran-3(2H)-one 
• 170744-92-0 6-Methoxy-3,4-dihydro-naphthalene-1-carboxylic acid 2-iodo-4-methyl-phenyl ester 
• 170745-08-1 4-tert-Butyl-cyclohex-1-enecarboxylic acid 2-iodo-4-methyl-phenyl ester 
• 183589-03-9 4-methyl-2-(2-(trimethylsilyl)-ethynyl)phenol 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 1049011-43-9 7-methyl-2-phenyl-2,3-dihydrobenzo[b][1,4]dioxine 
• 1049011-44-0 C₁₅H₁₄O₂ 
• 1049011-49-5 7-methyl-2-(phenoxymethyl)-2,3-dihydrobenzo[b][1,4]dioxine 
• 1049011-54-2 C₁₅H₁₃ClO₂ 

Relevant articles and documents

A mild and simple regioselective iodination of activated aromatics with iodine and catalytic ceric ammonium nitrate

Molecular iodine in the presence of a catalytic amount of CAN has been utilized efficiently for regioselective iodination of activated aromatic compounds under mild reaction conditions.

Synthesis of 1,4-benzoxazepine derivatives via a novel domino aziridine ring-opening and isocyanide-insertion reaction

A novel and efficient domino process has been developed for the synthesis of 1,4-benzoxazepine derivatives from a range of readily accessible N-tosylaziridines, 2-iodophenols and isocyanides. This process involves the aziridine ring-opening reaction with 2-iodophenol, followed by a palladium-catalyzed isocyanide-insertion reaction. This regioselective and high-yielding transformation could be extended to its application for the synthesis of natural products and biologically interesting heterocycles. Copyright

Synthesis and antimicrobial activity of δ-viniferin analogues and isosteres

The natural stilbenoid dehydro-δ-viniferin, containing a benzofuran core, has been recently identified as a promising antimicrobial agent. To define the structural elements relevant to its activity, we modified the styryl moiety, appended at C5 of the ben

Biomimetic carbene cascades enabled imine derivative migration from carbene -bearing thiocarbamates

Inspired by the body circulation of Omeprazole (irreversible proton pump inhibitor), we disclose the carbene-triggered cascades for the synthesis of 2-aminobenzofuran derivatives from N-sulfonyl-1,2,3-triazoles or benzothioazole-bearing thiocarbamates, which represents an unprecedented imine derivative migration process. Furthermore, the desulfurizing reagent-free Barton-Kellogg-type reactions starting from N-sulfonyl-1,2,3-triazoles have also been achieved for the first time, and elemental sulfur is confirmed as a byproduct during this transformation. Both experimental data and DFT calculations further thoroughly explained the unique reactivity.

Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols

An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.