16567-18-3 Usage
Description
8-Bromoquinoline is a quinolone derivative characterized by the presence of a pyridyl group. It is a white to light yellow crystal powder that is widely used in the synthesis of dyes, food colors, pharmaceutical reagents, pH indicators, and various industrial processes. Its chemical properties allow it to undergo direct heteroarylation reactions with various heteroaromatic compounds in the presence of a palladium catalyst, leading to the formation of polyheteroaromatic derivatives.
Uses
Used in Organic Synthesis:
8-Bromoquinoline is used as a key intermediate in the synthesis of various organic compounds, including:
1. 8-(Dimesitylboryl)quinolone (ambiphilic molecule) for the development of new materials and applications in organic chemistry.
2. 5H-Pyrido[3,2,1-ij]quinolin-3-one, via palladium-catalyzed coupling reaction with acrolein, for the creation of novel heterocyclic compounds with potential applications in pharmaceuticals and materials science.
3. 8-(1-Hydroxyethyl)quinolone, which can be utilized in the synthesis of pharmaceuticals and other organic compounds.
4. 8-Quinolylcyclopentadienyl metal complexes, via reaction with zincated cyclopentadienyl derivatives of Fe, Mn, and Re in the presence of bis(triphenylphosphine)palladium(0), for the development of new organometallic compounds with potential applications in catalysis and materials science.
5. N,N′-Biquinolines by a coupling reaction using tris(triphenylphosphine)nickel(0) and a zerovalent pyridine-nickel complex, which can be used in the synthesis of complex organic molecules and pharmaceuticals.
Used in Pharmaceutical Industry:
8-Bromoquinoline is used as a building block for the synthesis of pharmaceutical reagents, contributing to the development of new drugs and therapeutic agents.
Used in Dye and Pigment Industry:
8-Bromoquinoline is used as a precursor in the synthesis of dyes and pigments, enabling the production of a wide range of colorants for various applications, including textiles, plastics, and printing inks.
Used in Food Industry:
8-Bromoquinoline is used in the synthesis of food colors, providing a variety of color options for the food and beverage industry.
Used in Analytical Chemistry:
8-Bromoquinoline is used as a pH indicator, playing a crucial role in the measurement and control of pH levels in various chemical and biological processes.
Check Digit Verification of cas no
The CAS Registry Mumber 16567-18-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,5,6 and 7 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 16567-18:
(7*1)+(6*6)+(5*5)+(4*6)+(3*7)+(2*1)+(1*8)=123
123 % 10 = 3
So 16567-18-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H6BrN/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H
16567-18-3Relevant articles and documents
Electrochemical and spectroscopic behaviors of a novel ruthenium(II) Complex with a Six-Membered Chelate Structure
Ito, Akitaka,Matsui, Yushi
, p. 10436 - 10443 (2019)
A novel polypyridyl ruthenium(II) complex with a six-membered chelate ring ([Ru(dmb)2(8pyq)]2+) was designed and synthesized. The oxidation potential was shifted to the negative potential direction, and relatively intense metal-to-ligand charge transfer absorption in the longer-wavelength region was observed for [Ru(dmb)2(8pyq)]2+ compared with the reference complexes without any six-membered chelate rings. The electrochemical and spectroscopic properties of [Ru(dmb)2(8pyq)]2+ were discussed in terms of the chelate structure and coordination geometry with utilization of theoretical calculations.
Facile Synthesis of 8-Substituted Quinolines
Suggs, J. William,Pearson, G. D. N.
, p. 1514 - 1515 (1980)
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Synthesis of functionalized porphyrins as oxygen ligand receptors
Wada, Kenji,Mizutani, Tadashi,Kitagawa, Susumu
, p. 5123 - 5131 (2003)
Oxophilic synthetic receptors were designed and synthesized using a porphyrin scaffold, with the aim of constructing a preorganized complementary binding site for phenols and carbohydrates. We pursued three strategies for phenol recognition: (1) Lewis aci
Direct bromodeboronation of arylboronic acids with CuBr2 in water
Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei
supporting information, (2021/01/05)
An efficient and practical method has been developed for the preparation of aryl bromides via the direct bromodeboronation of arylboronic acids with CuBr2 in water. This strategy provides several advantages, such as being ligand-free, base-free, high yielding, and functional group tolerant.
