2113-51-1

Basic information

• Product Name: 2-Iodobiphenyl
• Synonyms: O-IODODIPHENYL;2-IODOBIPHENYL;2-iodo-1,1’-biphenyl;2-Iodo-1,1'-biphenyl;2-iodo-1’-biphenyl;2-iodo-bipheny;Biphenyl, 2-iodo-;o-Iodobiphenyl
• CAS NO: 2113-51-1
• Molecular Formula: C₁₂H₉I
• Molecular Weight: 280.1
• EINECS: 218-303-3
• Product Categories: Biphenyl derivatives;Aryl;C9 to C12;Halogenated Hydrocarbons
• Mol File: 2113-51-1.mol
• Article Data: 80

Chemical Properties

• Melting Point: 55-57 °C
• Boiling Point: 300 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.59 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000295mmHg at 25°C
• Refractive Index: n20/D 1.662(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 2206820
• CAS DataBase Reference: 2-Iodobiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodobiphenyl(2113-51-1)
• EPA Substance Registry System: 2-Iodobiphenyl(2113-51-1)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38-63-42/43
• Safety Statements: 26-36-36/37/39-23
• WGK Germany: 3
• RTECS: DV5384800
• TSCA: Yes
• Hazardous Substances Data: 2113-51-1(Hazardous Substances Data)

Usage

Description

2-Iodobiphenyl is an ortho-halogenated biphenyl synthesized from 2-aminobiphenyl, characterized by its clear colorless to yellow liquid appearance.

Uses

Used in Organic Chemical Synthesis:
2-Iodobiphenyl is used as an organic chemical synthesis intermediate, playing a crucial role in the formation of various complex organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Iodobiphenyl is used as a key component in the synthesis of dibenziodolium tosylate. This synthesis involves reacting 2-Iodobiphenyl with hydroxy(tosyloxy)iodo] benzene in acetonitrile, which can lead to the development of new pharmaceutical compounds with potential therapeutic applications.

InChI:InChI=1/C12H9I/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9H

Upstream product

• 110-86-1 pyridine 
• 591-50-4 iodobenzene 
• 94-36-0 dibenzoyl peroxide 
• 98-95-3 nitrobenzene 
• 90-41-5 2-phenylaniline 
• 92-52-4 biphenyl 
• 583-55-1 1-Bromo-2-iodobenzene 
• 96843-22-0 1-bromo-2-chloro-4,5-dimethyl-benzene 
• 1483-72-3 diphenyliodonium chloride 
• 66003-76-7 Diphenyliodonium triflate 
• 58109-40-3 diphenyliodonium hexafluorophosphate 
• 75-05-8 acetonitrile 
• 2113-47-5 2-acetamidobiphenyl 
• 13960-76-4 2-Iod-N-nitroso-N-acetyl-anilin 

Downstream Products

• 6813-30-5 4-biphenyl-2-yl-benzophenone 
• 1165-58-8 o,p-quaterphenyl 
• 6738-04-1 2-phenoxy-1,1'-biphenyl 
• 33609-71-1 5-biphenyl-2-yl-5H-benzo[b]arsindole 
• 56692-39-8 2,2'''-diphenyl-m-quaterphenyl 
• 7104-67-8 2,2'''-diphenyl-p-quaterphenyl 
• 14010-93-6 5-phenyl-5H-dibenzo[d,b]borole 
• 20434-43-9 o-Biphenyl-dimesityl-boran 
• 3598-78-5 5-biphenyl-2-yl-5H-5λ⁵-[5,5']spirobi(benzo[b]phosphindole) 
• 69680-65-5 5-biphenyl-2-yl-3,7-dimethyl-5H-5λ⁵-spiro[benzo[b]arsindole-5,11'-dibenzo[b,g]arsindole] 
• 17040-69-6 Bis--chlorarsin 
• 854243-57-5 2-phenyl-bibenzyl-α-ol 
• 641-96-3 2,2'-diphenylbiphenyl 
• 16291-40-0 1-phenyltriphenylene 

Relevant articles and documents

Pt(II) metal complexes tailored with a newly designed spiro-arranged tetradentate ligand; Harnessing of charge-transfer phosphorescence and fabrication of sky blue and white OLEDs

Tetradentate bis(pyridyl azolate) chelates are assembled by connecting two bidentate 3-trifluoromethyl-5-(2-pyridyl)azoles at the six position of pyridyl fragment with the tailored spiro-arranged fluorene and/or acridine functionalities. These new chelates were then utilized in synthesizing a series of Pt(II) metal complexes [Pt(Ln)], n = 1-5, from respective chelates L1-L5 and [PtCl2(DMSO)2] in 1,2-dimethoxyethane. The single-crystal X-ray structural analyses were executed on 1, 3, and 5 to reveal the generalized structures and packing arrangement in crystal lattices. Their photophysical properties were measured in both solution and solid state and are discussed in the context of computational analysis. These L1-L5 coordinated Pt(II) species exhibit intense emission, among which complex 5 shows remarkable solvatochromic phosphorescence due to the dominant intraligand charge transfer transition induced by the new bis(pyridyl azolate) chelates. Moreover, because of the higher-lying highest occupied molecular orbital of acridine, complex 5 can be considered as a novel bipolar phosphor. Successful fabrication of blue and white organic light-emitting diodes (OLEDs) using Pt(II) complexes 3 and 5 as the phosphorescent dopants are reported. In particular, blue OLEDs with 5 demonstrated peak efficiencies of 15.3% (36.3 cd/A, 38.0 lm/W), and CIE values of (0.190, 0.342) in a double-emitting layer structure. Furthermore, a red-emitting Os(II) complex and 5 were used to fabricate warm-white OLEDs to achieve peak external quantum efficiency, luminance efficiency, and power efficiency values as high as 12.7%, 22.5 cd/A, and 22.1 lm/W, respectively.

Pd-Catalyzed C(sp3)-H Biarylation via Transient Directing Group Strategy

Here, we describe a highly selective Pd-catalyzed C(sp3)-H biarylation of 2-methylbenzaldehydes using cyclic diaryliodonium salts as arylation reagents. The key strategy is the employment of tert-leucine as a bidentate transient directing group for the proximity-driven metalation to achieve reactivity and selectivity in C-H activation. Various functionalized biaryls bearing both aldehyde and iodine functional groups were prepared successfully, which could be further transformed into a wide range of compounds with potential applications in pharmaceutical chemistry and materials science.

N-Heterocyclic Iod(az)olium Salts – Potent Halogen-Bond Donors in Organocatalysis

This article describes the application of N-heterocyclic iod(az)olium salts (NHISs) as highly reactive organocatalysts. A variety of mono- and dicationic NHISs are described and utilized as potent XB-donors in halogen-bond catalysis. They were benchmarked in seven diverse test reactions in which the activation of carbon- and metal-chloride bonds as well as carbonyl and nitro groups was achieved. N-methylated dicationic NHISs rendered the highest reactivity in all investigated catalytic applications with reactivities even higher than all previously described monodentate XB-donors based on iodine(I) and (III) and the strong Lewis acid BF3.

Modular Tandem Mizoroki-Heck/Reductive Heck Reactions to Construct Fluorenes from Cyclic Diaryliodoniums

Starting from cyclic diaryliodoniums and terminal alkenes, a diverse set of fluorenes is conveniently constructed. The reactions catalyzed by palladium undergo one conventional Mizoroki-Heck reaction and one reductive Heck reaction. The scope of alkenes is general, leading to 29 fluorenes which would expand the structural diversity of fluorene reservoir. (Figure presented.).