1133123-02-0

Basic information

• Product Name: 2-Iodo-4-bromobenzoic acid
• Synonyms: 2-Iodo-4-bromobenzoic acid
• CAS NO: 1133123-02-0
• Molecular Formula: C₇H₄BrIO₂
• Molecular Weight: 326.9139
• Product Categories: Benzoic acid series
• Mol File: 1133123-02-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Iodo-4-bromobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodo-4-bromobenzoic acid(1133123-02-0)
• EPA Substance Registry System: 2-Iodo-4-bromobenzoic acid(1133123-02-0)

Safety Data

• Hazardous Substances Data: 1133123-02-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Iodo-4-bromobenzoic acid is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows it to be a key component in the creation of biologically active compounds, contributing to the development of new medications.
Used in Organic Synthesis:
In the field of organic chemistry, 2-Iodo-4-bromobenzoic acid serves as a valuable building block. It is utilized in the synthesis of a range of organic compounds, facilitating the creation of complex molecules for various applications.
Used in Material Sciences:
2-Iodo-4-bromobenzoic acid is also applied in material sciences, where it is explored for its potential to contribute to the development of new materials with specific properties. Its unique chemical structure makes it a candidate for enhancing material characteristics in various applications.

InChI:InChI=1S/C7H4BrIO2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11)

Upstream product

• 20776-50-5 2-amino-4-bromobenzoic acid 
• 586-76-5 4-Bromobenzoic acid 

Downstream Products

• 1093418-75-7 methyl 4-bromo-2-iodobenzoate 
• 861605-94-9 2-phenoxy-4-bromobenzoic acid 
• 99515-51-2 phenyl 4-bromo-2-hydroxybenzoate 
• 1016313-33-9 C₁₄H₁₁BrO₃ 
• 1261438-69-0 (4-bromo-2-iodophenyl)methanol 

Relevant articles and documents

IrIII-Catalyzed Selective ortho-Monoiodination of Benzoic Acids with Unbiased C?H Bonds

An iridium-catalyzed selective ortho-monoiodination of benzoic acids with two equivalent C?H bonds is presented. A wide range of electron-rich and electron-poor substrates undergo the reaction under mild conditions, with >20:1 mono/di selectivity. Importantly, the C?H iodination occurs selectively ortho to the carboxylic acid moiety in substrates bearing competing coordinating directing groups. The reaction is performed at room temperature and no inert atmosphere or exclusion of moisture is required. Mechanistic investigations revealed a substrate-dependent reversible C?H activation/protodemetalation step, a substrate-dependent turnover-limiting step, and the crucial role of the AgI additive in the deactivation of the iodination product towards further reaction.

Iodolopyrazolium Salts: Synthesis, Derivatizations, and Applications

The synthesis of iodolopyrazolium triflates via an oxidative cyclization of 3-(2-iodophenyl)-1H-pyrazoles is described. The reaction is characterized by a broad substrate scope, and various applications of these novel cyclic iodolium salts acting as useful synthetic intermediates are demonstrated, in particular in site-selective ring openings. This was finally applied to generate derivatives of the anti-inflammatory drug celecoxib. Their application as highly active halogen-bond donors is shown as well.

One-Pot Synthesis and Conformational Analysis of Six-Membered Cyclic Iodonium Salts

Two one-pot procedures for the construction of carbon-bridged diaryliodonium triflates and tetrafluoroborates are described. Strong Br?nsted acids enable the effective Friedel-Crafts alkylation with diversely substituted o-iodobenzyl alcohol derivatives, providing diphenylmethane scaffolds, which are subsequently oxidized and cyclized to the corresponding dibenzo[b,e]iodininium salts. Based on NMR investigations and density functional theory (DFT) calculations, we could verify the so-far-undescribed existence of two stable isomers in cyclic iodonium salts substituted with aliphatic side chains in the carbon bridge.

A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids

We report on the use of visible light photoredox catalysis for the radical Smiles rearrangement of 2-aryloxybenzoic acids to obtain aryl salicylates. The method is free of noble metals and operationally simple and the reaction can be run under mild batch or flow conditions. Being a redox neutral process, no stoichiometric oxidants or reductants are needed.