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3-Bromo-4-hydroxydiphenyl is a chemical compound characterized by a diphenyl structure with a bromine atom and a hydroxyl group attached. It serves as a versatile intermediate in the synthesis of various pharmaceuticals and organic compounds, with potential applications in drug and agrochemical production.

92-03-5

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92-03-5 Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-4-hydroxydiphenyl is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
3-BROMO-4-HYDROXYDIPHENYL is also utilized as an intermediate in the production of agrochemicals, playing a role in the creation of pesticides and other agricultural products to enhance crop protection and yield.

Check Digit Verification of cas no

The CAS Registry Mumber 92-03-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 2 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 92-03:
(4*9)+(3*2)+(2*0)+(1*3)=45
45 % 10 = 5
So 92-03-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H9BrO/c13-12-8-10(14)6-7-11(12)9-4-2-1-3-5-9/h1-8,14H

92-03-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-BROMO-4-HYDROXYDIPHENYL

1.2 Other means of identification

Product number -
Other names AKOS BBB/371

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:92-03-5 SDS

92-03-5Relevant academic research and scientific papers

Hole compound, preparation method thereof and organic electroluminescent device

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Paragraph 0058; 0060; 0063-0064, (2021/05/19)

The invention discloses a hole compound, a preparation method thereof and an organic electroluminescent device, and belongs to the technical field of chemical and organic luminescent materials. The structural general formula of the hole compound is shown in the specificatoin. In the formula, X and Y are independently any one of O, S and N-R3; a ring A is any one of a substituted or unsubstituted (C6-C30) aryl group and a substituted or unsubstituted (3-membered to 10-membered) heteroaryl group; and L1 and L2 are respectively and independently at least one of a connecting bond, a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted 3-membered to 30-membered heteroaryl group. The hole injection layer and/or the hole transport layer of the organic electroluminescent device prepared by using the hole compound can improve the luminous efficiency of the device and reduce the driving voltage of the device, so that the durability of the obtained organic electroluminescent device can be enhanced.

Aromatic amine derivative and application thereof

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Paragraph 0049-0051, (2021/10/30)

The invention relates to an aromatic amine derivative and an application thereof, belongs to the technical field of semiconductors, and provides a compound with a structure as shown in a general formula (I). The compound provided by the invention has relatively strong hole transmission capability, and improves hole injection and transmission performance under a proper HOMO energy level; under the appropriate LUMO energy level, the electron blocking effect is achieved, and the recombination efficiency of excitons in a light-emitting layer is improved; when the compound is used as a light-emitting functional layer material of an OLED light-emitting device, the utilization rate of excitons and the radiation efficiency can be effectively improved by matching with the branched chains in the range of the material.

A Three-Phase Four-Component Coupling Reaction: Selective Synthesis of o-Chloro Benzoates by KCl, Arynes, CO2, and Chloroalkanes

Jiang, Huanfeng,Zhang, Yu,Xiong, Wenfang,Cen, Jinghe,Wang, Lu,Cheng, Ruixiang,Qi, Chaorong,Wu, Wanqing

supporting information, p. 345 - 349 (2019/01/24)

A transition-metal-free three-phase four-component coupling reaction (3P-4CR) involving KCl, arynes, chloroalkanes and CO2 has been reported for the first time, enabling the incorporation of both chloro and CO2 into an aryne simultaneously. The reactions for the synthesis of different types of o-chloro benzoates can be selectively modulated by the chloroalkane utilized. The corresponding products can be alternatively transformed for postsynthetic functionalizations conveniently.

Trifluoromethyl aryl sulfonates (TFMS): An applicable trifluoromethoxylation reagent

Lei, Meng,Miao, Hang,Wang, Xueyuan,Zhang, Wen,Zhu, Chengjian,Lu, Xiaqiang,Shen, Jian,Qin, Yanru,Zhang, Haoyang,Sha, Sijia,Zhu, Yongqiang

supporting information, p. 1389 - 1392 (2019/04/30)

Fluorine is probably another favorite hetero-atom for incorporation into small molecules after nitrogen. Among many fluorine-containing groups, trifluoromethyl aryl ethers (ArOCF3) have unique properties in drug design and are difficult to be synthesized, and many different methods were developed to prepare them. A novel one-pot synthesis of o-iodine-aryl trifluoromethyl ethers (ArOCF3I) was described by the reaction of trifluoromethoxylation and iodination with trifluoromethyl aryl sulfonates (TFMS) in this manuscript. The reaction conditions were optimized by screening different solvents, crown ethers, substrates and the ratios and the yields of products were in moderate to high yields (up to 86%).

ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES

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Paragraph 0014, (2018/04/13)

This invention discloses novel polycyclic heteroaromatic compound core structures. These compounds can be used as hosts for PHOLEDs

Selective and efficient generation of ortho-brominated para-substituted phenols in ACS-grade methanol

Georgiev, David,Saes, Bartholomews W.H.,Johnston, Heather J.,Boys, Sarah K.,Healy, Alan,Hulme, Alison N.

, (2016/02/05)

The mono ortho-bromination of phenolic building blocks by NBS has been achieved in short reaction times (15-20 min) using ACS-grade methanol as a solvent. The reactions can be conducted on phenol, naphthol and biphenol substrates, giving yields of >86% on gram scale. Excellent selectivity for the desired mono ortho-brominated products is achieved in the presence of 10 mol % para-TsOH, and the reaction is shown to be tolerant of a range of substituents, including CH3/ F,and NHBoc.

Multisubstituted benzo[b]furans through a copper- and/or palladium-catalyzed assembly and functionalization process

Arcadi, Antonio,Blesi, Federico,Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Marinelli, Fabio

, p. 1857 - 1871 (2013/04/10)

Full details as well as the study of the scope, limitations, and further elaboration of a straightforward approach to the synthesis of 2,5,7-trisubstituted benzo[b]furans from 2-bromo- and 2-chloro-6-iodo-4- substituted phenols through a consecutive copper- and/or palladium-catalyzed assembly and functionalization process is described. Functionalization at the C(7) position is carried out by Suzuki-Miyaura cross-coupling, alkynylation, alkenylation, and C-N bond forming reactions. A one-pot protocol for the synthesis of 2,5,7-trisubstituted benzo[b]furans is also reported.

A deacetylation-diazotation-coupling sequence: Palladium-catalyzed C-C bond formation with acetanilides as formal leaving groups

Schmidt, Bernd,Berger, Rene

supporting information, p. 463 - 476 (2013/05/08)

Acetanilides can be deacetylated and diazotized in situ, and subsequently used in Pd-catalyzed coupling reactions without isolation of the diazonium intermediate. Heck reactions, Suzuki crosscoupling reactions, and a Pd-catalyzed [2+2+1] cycloaddition hav

Reversible formation of aryloxenium ions from the corresponding quinols under acidic conditions

Chakraborty, Mrinal,Brzozowski, Christopher F.,Novak, Michael

, p. 1236 - 1242 (2013/08/24)

Quinols, 1, are products of the hydration of O-aryloxenium ions, 2, and N-arylnitrenium ions, 3, and they are being investigated for medical uses. Under acidic conditions (pH 1-3) kinetics and products of Br- trapping demonstrate that 1a, 4-phenyl-4-hydroxy-2,5-cyclohexadienone, and 1b, 4-p-tolyl-4-hydroxy-2,5-cyclohexadienone, generate the corresponding oxenium ions 2a and 2b, respectively, as steady-state intermediates. Formation and trapping of the oxenium ions occurs in competition with the acid catalyzed dienone-phenol rearrangement. Because oxenium ion formation is reversible, the ion can only be detected by trapping with a nucleophile. Br- is an efficient trap under acidic conditions because, unlike N3 -, it is not protonated under those conditions. Attempts to detect the oxenium ions 2a and 2b at pH 4.6 and 7.1 with N3- were unsuccessful indicating that oxenium ion formation only occurs under acidic conditions. The oxenium ion 2c could not be detected under acidic conditions from the quinol 1c, 4-(benzothiazol-2-yl)-4-hydroxy-2,5-cyclohexadienone, by Br- trapping methods, even though this ion can be detected during hydrolysis of the corresponding ester, 4c. Although the benzothiazol-2-yl group is a resonance electron donor that is capable of stabilizing an O-aryloxenium ion, it is also a strong inductive electron withdrawing group that hinders the formation of 2c from 1c by decreasing the extent of protonation of 1c to generate 1cH+ and by destabilizing the transition state for ionization of 1cH+. Generation of an oxenium ion from the corresponding quinol is feasible under acidic conditions as long as the 4-substituent of the quinol is both a resonance and inductive electron donor. Copyright

Suzuki-Miyaura cross coupling reactions with Phenoldiazonium salts

Schmidt, Bernd,Hoelter, Frank

supporting information; experimental part, p. 4914 - 4920 (2011/08/06)

The Suzuki-Miyaura coupling of phenol diazonium salts and aryl trifluoroborates yields 4-hydroxybiaryls in a protecting group-free synthesis. The Royal Society of Chemistry 2011.

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