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5-BROMO-2-IODOBENZALDEHYDE is an organic compound that serves as a valuable synthetic intermediate in the field of organic chemistry. It is characterized by the presence of both bromine and iodine atoms attached to a benzene ring, which makes it a versatile building block for the synthesis of various complex organic molecules.

689291-89-2

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689291-89-2 Usage

Uses

Used in Pharmaceutical Industry:
5-BROMO-2-IODOBENZALDEHYDE is used as a synthetic intermediate for the preparation of aza-fused polycyclic quinolines, which are important scaffolds in the development of new pharmaceutical agents. These aza-fused polycyclic quinolines can exhibit a range of biological activities, making them potential candidates for the treatment of various diseases.
Used in Organic Synthesis:
5-BROMO-2-IODOBENZALDEHYDE is used as a key building block in the synthesis of oxoindenopyrroles, a class of compounds with potential applications in various fields, including materials science and medicinal chemistry. The synthesis of these compounds is achieved through copper-catalyzed tandem cycloaddition and coupling reactions.
Used in Chemical Research:
In the field of chemical research, 5-BROMO-2-IODOBENZALDEHYDE is employed as a starting material for the development of new synthetic methodologies and the exploration of novel chemical reactions. Its unique structural features allow chemists to investigate new ways to construct complex organic molecules and gain insights into the underlying reaction mechanisms.
Used in Material Science:
5-BROMO-2-IODOBENZALDEHYDE can be utilized in the synthesis of new materials with potential applications in various industries, such as electronics, optoelectronics, and energy storage. The incorporation of halogenated aromatic moieties into these materials can lead to improved properties, such as enhanced stability, solubility, and electronic characteristics.
Overall, 5-BROMO-2-IODOBENZALDEHYDE is a versatile and valuable compound with a wide range of applications in various industries, including pharmaceuticals, organic synthesis, chemical research, and material science. Its unique structural features and synthetic utility make it an important building block for the development of new molecules and materials with potential applications in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 689291-89-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,8,9,2,9 and 1 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 689291-89:
(8*6)+(7*8)+(6*9)+(5*2)+(4*9)+(3*1)+(2*8)+(1*9)=232
232 % 10 = 2
So 689291-89-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H4BrIO/c8-6-1-2-7(9)5(3-6)4-10/h1-4H

689291-89-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Bromo-2-iodobenzaldehyde

1.2 Other means of identification

Product number -
Other names 5-BROMO-2-IODOBENZALDEHYDE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:689291-89-2 SDS

689291-89-2Relevant academic research and scientific papers

INHIBITORS OF PURINE NUCLEOSIDE PHOSPHORYLASE - SYNTHESIS AND USE THEREOF FOR TREATMENT OF T-CELL ACUTE LYMPHOBLASTIC LEUKEMIA AND LYMPHOMA

-

, (2021/05/07)

The present invention relates to new compounds of general formula I, their synthesis, their pharmaceutically acceptable salts, and their use in treatment of T-cell acute lymphoblastic leukemia and lymphoma.

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

Caspers, Lucien D.,Spils, Julian,Damrath, Mattis,Lork, Enno,Nachtsheim, Boris J.

, p. 9161 - 9178 (2020/08/14)

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.

Iodolopyrazolium Salts: Synthesis, Derivatizations, and Applications

Boelke, Andreas,Caspers, Lucien D.,Kuczmera, Thomas J.,Lork, Enno,Nachtsheim, Boris J.

, p. 7261 - 7266 (2020/10/05)

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.

ISOQUINOLINE DERIVATIVES AS PERK INHIBITORS

-

, (2018/02/17)

The invention is directed to substituted isoquinoline derivatives and uses thereof. Specifically, the invention is directed to compounds according to Formula I and the use of compounds of Formula (I) in treating disease states: (I) wherein R1,

Cu-Catalyzed Enantioselective Ring Opening of Cyclic Diaryliodoniums toward the Synthesis of Chiral Diarylmethanes

Li, Bin,Chao, Zengyin,Li, Chunyu,Gu, Zhenhua

, p. 9400 - 9403 (2018/07/30)

A Cu-catalyzed enantioselective desymmetrizing ring-opening reaction of six-membered cyclic diaryliodonium salts with carboxylic acids or thioacids is reported for the facile access to chiral diarylmethanes. A Cu/[cyclopropyl bis(oxazoline)] catalyst well

Intramolecular Pd-Catalyzed Arylation of 1-Amidosugars: A New Route to N-Glycosyl Quinolin-2-ones

Luong, Thi Thanh Huyen,Brion, Jean-Daniel,Lescop, Ewen,Alami, Mouad,Messaoudi, Samir

, p. 2126 - 2129 (2016/06/01)

The synthesis of N-glycosylated quinolin-2-ones via an intramolecular N-arylation of glycosylamides is reported. The coupling involves the use of only Pd(OAc)2 as the catalyst and nBu4NOAc as the base in 1,4-dioxane. This versatile approach allows the synthesis of various N-glycosylated quinolin-2-ones with exclusive α or β selectivity.

Intriguing substituent effect in modified Hoveyda-Grubbs metathesis catalysts incorporating a chelating iodo-benzylidene ligand

Barbasiewicz, Michal,Blocki, Krzysztof,Malinska, Maura,Pawlowski, Robert

supporting information, p. 355 - 358 (2013/02/22)

A series of modified Hoveyda-Grubbs catalysts incorporating a chelating iodo-benzylidene ligand were prepared and characterized. The presence of electron-withdrawing ring substituents in the para position to the iodide was found to decrease the catalytic activity, revealing that dissociation of the Ru...I-Ar bond is not the rate-determining step.

Palladium-catalyzed insertion of N-tosylhydrazones for the synthesis of isoindolines

Zhou, Ping-Xin,Luo, Jian-Yi,Zhao, Lian-Biao,Ye, Yu-Ying,Liang, Yong-Min

, p. 3254 - 3256 (2013/05/08)

Isoindolines are synthesized by palladium-catalyzed coupling reaction of N-(2-iodobenzyl) anilines with α,β-unsaturated N-tosylhydrazones. The reaction has several potential advantages: (1) toleration of a wide range of functional groups, (2) easy to handle and with mild conditions, (3) enriches the isoindoline family, (4) two new bonds form in one step.

Functionalized dibenzoborepins as components of small molecule and polymeric π-conjugated electronic materials

Caruso, Anthony,Tovar, John D.

, p. 2227 - 2239 (2011/06/11)

We present the synthesis and characterization of dibenzo[b,f]borepins (DBBs) functionalized at the para and meta position with respect to the boron center in order to understand how regiochemical issues influence photophysical and electrochemical properti

BORON-CONTAINING PI-ELECTRON MATERIALS INCORPORATING FORMALLY AROMATIC AND NEUTRAL BOREPIN RINGS

-

, (2011/10/31)

The synthesis, functionalization and characterization of borepin-based extended pi-electron molecules is disclosed. Bulky substituents shielded the vacant boron p-orbitals thus allowing synthetic manipulation and purification under ambient lab conditions.

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