35444-94-1

Basic information

• Product Name: 4-IODODIPHENYLMETHANE
• Synonyms: 4-IODODIPHENYLMETHANE
• CAS NO: 35444-94-1
• Molecular Formula: C₁₃H₁₁I
• Molecular Weight: 294.13
• Mol File: 35444-94-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 38 °C
• Boiling Point: 318.2°Cat760mmHg
• Flash Point: 143.6°C
• Appearance: /
• Density: 1.54g/cm³
• Vapor Pressure: 0.000683mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 4-IODODIPHENYLMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODODIPHENYLMETHANE(35444-94-1)
• EPA Substance Registry System: 4-IODODIPHENYLMETHANE(35444-94-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 35444-94-1(Hazardous Substances Data)

Usage

General Description

4-Iododiphenylmethane is a chemical compound that belongs to the family of diphenylmethanes. It is known by several other names such as Benzene, 1,1'-methanediylbis-,4-iodo- and 4-Iododibenzyl. The compound is characterized by the presence of three benzene groups and an iodine atom. This chemical has potential applications in research and chemical industries, particularly in organic synthesis. It is often used as a building block in the preparation of more complex molecules. However, care should be taken while handling this chemical as it may cause skin and eye irritation and is harmful if ingested or inhaled.

InChI:InChI=1/C13H11I/c14-13-8-6-12(7-9-13)10-11-4-2-1-3-5-11/h1-9H,10H2

Upstream product

• 1135-12-2 p-benzylaniline 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 536-80-1 iodosylbenzene 
• 770-09-2 benzyltrimethylsilane 
• 459-52-9 1-(fluoromethyl)-4-iodobenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 71-43-2 benzene 
• 26735-53-5 iodobenzene difluoride 
• 591-50-4 iodobenzene 
• 100381-83-7 bis(4-iodophenyl)methanol 
• 6136-66-9 4-iodobenzophenone 
• 17964-29-3 4-(trimethylsilyl)diphenylmethane 
• 101-81-5 Diphenylmethane 
• 329685-39-4 trifluoromethanesulfonic acid 4-benzylphenyl ester 

Downstream Products

• 6136-66-9 4-iodobenzophenone 
• 943035-16-3 4-(4-Benzyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester 
• 1005419-68-0 (S)-4-[4-(4-benzylphenoxy)-benzyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester 
• 620-86-0 4-Benzylbenzoic acid 

Relevant articles and documents

Hypervalent iodine-guided electrophilic substitution: Para-selective substitution across aryl iodonium compounds with benzyl groups

The reactivity of benzyl hypervalent iodine intermediates was explored in congruence with the reductive iodonio-Claisen rearrangement (RICR) to show that there may be an underlying mechanism which expands the reasoning behind the previously known C–C bond

para-Selective Benzylation of Aryl Iodides by the in situ Preparation of ArIF2: a Hypervalent Iodine-Guided Electrophilic Substitution

Hypervalent iodine-guided electrophilic substitution (HIGES) was described previously for the para-selective benzylation of aryl-λ3-iodane diacetates. One drawback of the method was the synthesis and isolation of hypervalent iodine starting mat

Simple and Efficient Generation of Aryl Radicals from Aryl Triflates: Synthesis of Aryl Boronates and Aryl Iodides at Room Temperature

Despite the wide use of aryl radicals in organic synthesis, current methods to prepare them from aryl halides, carboxylic acids, boronic acids, and diazonium salts suffer from limitations. Aryl triflates, easily obtained from phenols, are promising aryl radical progenitors but remain elusive in this regard. Inspired by the single electron transfer process for aryl halides to access aryl radicals, we developed a simple and efficient protocol to convert aryl triflates to aryl radicals. Our success lies in exploiting sodium iodide as the soft electron donor assisted by light. This strategy enables the scalable synthesis of two types of important organic molecules, i.e., aryl boronates and aryl iodides, in good to high yields, with broad functional group compatibility in a transition-metal-free manner at room temperature. This protocol is anticipated to find potential applications in other aryl-radical-involved reactions by using aryl triflates as aryl radical precursors.