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3-Bromo-2-hydroxyphenyl boronic acid is a chemical compound with the formula C6H6BBrO3. It is a boronic acid derivative characterized by a boron atom connected to a phenyl ring, with a bromine and a hydroxyl group attached to it. 3-Bromo-2-hydroxyphenyl boronic acid is recognized for its versatile reactivity and high stability, making it a valuable building block in organic synthesis and pharmaceutical research.

89488-24-4

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89488-24-4 Usage

Uses

Used in Organic Synthesis:
3-Bromo-2-hydroxyphenyl boronic acid is used as a building block for the synthesis of various organic molecules. Its unique structure allows it to participate in a range of chemical reactions, facilitating the creation of complex organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-Bromo-2-hydroxyphenyl boronic acid is utilized as a key intermediate in the development of new drugs. Its ability to form stable complexes with diols and its reactivity in the Suzuki coupling reaction contribute to the formation of carbon-carbon bonds, which are essential in the synthesis of bioactive molecules.
Used in the Suzuki Coupling Reaction:
3-Bromo-2-hydroxyphenyl boronic acid is employed as a reagent in the Suzuki coupling reaction, a widely used method for forming carbon-carbon bonds. This reaction is crucial in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and advanced materials, due to its ability to join different organic fragments efficiently.
Overall, 3-Bromo-2-hydroxyphenyl boronic acid's diverse applications across organic synthesis and pharmaceutical research underscore its importance as a versatile and stable chemical compound.

Check Digit Verification of cas no

The CAS Registry Mumber 89488-24-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,4,8 and 8 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 89488-24:
(7*8)+(6*9)+(5*4)+(4*8)+(3*8)+(2*2)+(1*4)=194
194 % 10 = 4
So 89488-24-4 is a valid CAS Registry Number.

89488-24-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (3-bromo-2-hydroxyphenyl)boronic acid

1.2 Other means of identification

Product number -
Other names Benzeneboronic acid,3-bromo-2-hydroxy-(7CI)

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:89488-24-4 SDS

89488-24-4Relevant academic research and scientific papers

Iridium-containing metal compound and organic light-emitting device thereof

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Paragraph 0074; 0075; 0076; 0077, (2018/11/03)

The invention discloses an iridium-containing metal compound and an organic light-emitting device thereof, and relates to the technical field of an organic photoelectric material. The iridium-containing metal compound has a structure shown as a formula (I) and structurally comprises a first ligand and an auxiliary ligand, wherein an electron-rich dinitrogen coordination structure in the auxiliaryligand structure is favorable for stabilizing the center trivalent metal cations; meanwhile, the electronic cloud distribution on the metal iridium can also be influenced; great influence can be generated on the photoelectric property of the whole compound molecules; in addition, a four-membered ring formed by the ligands of the dinitrogen coordination structure and metal has higher rigidity; theunnecessary vibration energy loss can be favorably reduced; the efficient luminous performance is realized; by regulating the substituent groups, the compound has higher stability and better chemicalproperties. When the iridium compounds are prepared into devices, particularly when the iridium compounds are used as doping materials, the device shows the advantages of low driving voltage and highluminous efficiency and is superior to the existing common use OLED (Organic Light Emitting Diode) device.

Iridium complex and organic light emitting device thereof

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Paragraph 0069; 0070; 0072, (2018/11/27)

The invention discloses an iridium complex and an organic light emitting device thereof and relates to the technical field of organic photoelectric materials. The iridium complex is of a structure asshown in the formula (I). Due to an electron-rich double-nitrogen coordination structure in the iridium complex structure, trivalent metal cation in the center can be beneficially stabilized, and meanwhile, electron cloud distribution on the metal iridium can be affected, so that photoelectric properties of whole complex molecules can be greatly influenced; and in addition, a four-membered ring formed by ligand of the double-nitrogen coordination structure and the metal has rigidity, unexpected vibration energy loss can be favorably reduced, and high-efficiency light emission properties can beachieved. By adjusting substitution groups, the complex is good in thermal stability and chemical property. The iridium metal organic complex can be prepared into a device and can be particularly used as a doping material, and the device has the advantages of being low in driving voltage and high in light emission efficiency and is prior to conventional common OLEDs (Organic Light Emitting Devices).

Generation of 3-borylbenzynes, their regioselective Diels-Alder reactions, and theoretical analysis

Takagi, Akira,Ikawa, Takashi,Kurita, Yurio,Saito, Kozumo,Azechi, Kenji,Egi, Masahiro,Itoh, Yuji,Tokiwa, Hiroaki,Kita, Yasuyuki,Akai, Shuji

supporting information, p. 4338 - 4352 (2013/06/04)

3-Borylbenzynes were generated in situ from 6-boryl-2-iodophenyl trifluoromethanesulfonates using i-PrMgCl·LiCl and applied to Diels-Alder reactions with substituted furans and pyrroles. The reactions allowed good functional group compatibility and produced the cycloadducts in high yields with high distal selectivities. Effective conversion of the boryl group of the products was achieved. A series of these reactions provides a new method for producing multifunctionalized benzo-fused aromatic compounds. Additionally, the regioselectivities of these Diels-Alder reactions were theoretically analyzed by DFT calculations to find that the reactions were mainly controlled by the electrostatic effect and aryne distortion caused by the boryl group.

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