74128-84-0

Basic information

• Product Name: 2-Bromo-3-iodoanisole
• Synonyms: 2-Bromo-3-iodoanisole;2-Bromo-1-iodo-3-methoxybenzene
• CAS NO: 74128-84-0
• Molecular Formula: C₇H₆BrIO
• Molecular Weight: 312.93
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Iodine Compounds
• Mol File: 74128-84-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 46-47 °C(Solv: ethanol (64-17-5))
• Boiling Point: 298.2±20.0 °C(Predicted)
• Appearance: /
• Density: 2.062±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-Bromo-3-iodoanisole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3-iodoanisole(74128-84-0)
• EPA Substance Registry System: 2-Bromo-3-iodoanisole(74128-84-0)

Safety Data

• Hazardous Substances Data: 74128-84-0(Hazardous Substances Data)

Usage

General Description

2-Bromo-3-iodoanisole is a chemical compound with the molecular formula C7H6BrIO. It is a halogenated aromatic compound that consists of a benzene ring with a methoxy (anisole) group attached to it, as well as bromine and iodine atoms in specific positions on the ring. 2-Bromo-3-iodoanisole is commonly used in organic synthesis as a reagent for various reactions, such as cross-coupling reactions and arylation processes. It is also used in the production of pharmaceuticals, agrochemicals, and fine chemicals. Additionally, this compound has potential applications in materials science and as building blocks for the synthesis of complex organic molecules. Due to its unique chemical structure and reactivity, 2-Bromo-3-iodoanisole is a valuable tool for the development of new chemical compounds and materials.

Upstream product

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• 168335-61-3 N-(2-bromo-3-methoxyphenyl)-2,2-dimethylpropionamide 
• 863870-88-6 2-bromo-3-iodophenol 
• 74-88-4 methyl iodide 
• 67853-37-6 2-bromo-1-methoxy-3-nitrobenzene 
• 626-02-8 3-Iodophenol 
• 863870-73-9 O-3-iodophenyl N,N-diethylcarbamate 
• 863870-83-1 O-2-bromo-3-iodophenyl N,N-diethylcarbamate 

Downstream Products

• 666835-87-6 2,7-diphenyl-1,8-dimethoxybiphenylene 
• 666835-90-1 2,7-dicyclohexyl-1,8-dimethoxybiphenylene 
• 666835-95-6 2,7-bis(3,5-di-tert-butylphenyl)-1,8-dimethoxybiphenylene 
• 666835-96-7 2,7-bis(3,5-di-tert-butylphenyl)-1,8-biphenylenediol 
• 1202057-93-9 2-(2-bromo-3-methoxyphenyl)-1-(3,4-dimethoxyphenyl)ethanone 
• 24444-74-4 4-methoxydibenzothiophene 
• 1421187-07-6 1-((2-bromo-3-methoxyphenyl)ethynyl)-2-methylnaphthalene 
• 1421187-12-3 1-((2-bromo-3-methoxyphenyl)ethynyl)-2-methoxynaphthalene 
• 1421187-15-6 1-bromo-1-methoxy-3-((2-methoxy-6-methylphenyl)ethynyl)benzene 

Relevant articles and documents

How to Achieve High Regioselectivity in Barrier-less Nucleophilic Addition to p-Benzynes Generated via Bergman Cyclization of Unsymmetrical Cyclic Azaenediyne?

Inducing high regioselectivity in nucleophilic addition to p-benzynes, first reported by Perrin and O'Connor et al. (J. Am. Chem. Soc. 2007, 129, 4795-4799) has been a challenge as the reaction involves a very fast barrier-less addition of nucleophile. On

PHOSPHORUS-CONTAINING CATALYSTS

The invention provides compounds of general structure I: (Ar1—Ar2—Ar3-E-P(=D)R2-)nMmXnLn″. In this structure: ?Ar1, Ar2 and Ar3 are aromatic groups wherein: —Ar1 and Ar3 are in a 1,3 relationship on Ar2, —each of Ar1, Ar2 and Ar3 optionally comprises one or more ring substituents of formula YR′r wherein each Y independently is absent or is O, S, B, N or Si and each R′ is independently H, halogen, alkyl, cycloalkyl, aryl or heteroaryl and r is 1, 2 or 3, where r is 1 if Y is absent or is O or S, 2 if Y is B or N and 3 if Y is Si, —Ar1, Ar2 and Ar3 are each independently carbocyclic or heterocyclic and each is independently monocyclic, bicyclic or polycyclic and each ring of each of Ar1, Ar2 and Ar3 independently has 5, 6 or 7 ring atoms; ?E is absent or is selected from the group consisting of O, S, NR″, SiR″2, AsR″2 and CR″2; ?M is a complexing metal; ?X is selected from the group consisting of H, F, Br, CI, I, OTf, dba (dibenzylidene acetone), OC(═O)CF3 and OAc; ?L is selected from the group consisting of PR″2, NR″2, OR″, SR″, SiR″3, AsR″3, alkene, alkyne, aryl and heteroaryl, each of said alkene, alkyne, aryl and heteroaryl being optionally substituted, for example with one or more halogens and/or with one or more R groups as defined herein; ?each R is independently alkyl, cycloalkyl, heterocyclyl, heterocycloalkyl, aryl or -, heteroaryl; ?D is absent or is ═S or —O or —Z-linker-Z—, where each Z independently is O or NH or N-alkyl and linker is an alkyl chain of 2-5 carbon atoms in length; ?each R″ is independently H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl, each other than H being optionally substituted, or R″2 is —Z-linker-Z— as defined above; and ?m is 0 or 1 or 2; wherein if m is 0, n is 1, n′ and n″ are 0 and -- is absent; and if m is 1 or 2, n is 1 or 2 and n′ and n″ are integers such that the coordination sphere of M is filled, and D is absent.

Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted indoles

(Chemical Equation Presented) Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba = dibenzylideneacetone, dppf = 1,1′-bis(diphenylphospanyl)ferrocene.