21597-61-5 Usage
Description
3-Fluoro-naphthalene-2-carboxaldehyde is an organic compound characterized by the presence of a fluorine atom at the 3-position and a formyl group (aldehyde) at the 2-position of the naphthalene ring. This molecule exhibits unique chemical properties due to the electron-withdrawing effect of the fluorine atom and the reactivity of the aldehyde group, making it a versatile building block in organic synthesis.
Uses
Used in Organic Synthesis:
3-Fluoro-naphthalene-2-carboxaldehyde is used as a reagent for the catalytic nucleophilic addition to aromatic carbonyl compounds. Its electron-withdrawing fluorine atom activates the aromatic ring, facilitating the addition of nucleophiles to the carbonyl group. This property makes it a valuable intermediate in the synthesis of various complex organic molecules and pharmaceuticals.
Used in the Production of Fluorinated Compounds:
Due to the presence of the fluorine atom, 3-Fluoro-naphthalene-2-carboxaldehyde can be used as a starting material for the synthesis of other fluorinated naphthalene derivatives. Fluorinated compounds often exhibit unique chemical and physical properties, such as increased lipophilicity and metabolic stability, which can be advantageous in various applications, including drug development and materials science.
Used in the Synthesis of Heterocyclic Compounds:
The reactivity of the aldehyde group in 3-Fluoro-naphthalene-2-carboxaldehyde allows it to participate in various condensation and cyclization reactions, leading to the formation of heterocyclic compounds. These heterocyclic compounds can have diverse applications, such as in pharmaceuticals, agrochemicals, and as functional materials.
Used in the Development of Catalysts and Ligands:
The combination of the fluorine atom and the aldehyde group in 3-Fluoro-naphthalene-2-carboxaldehyde can be exploited in the design of catalysts and ligands for asymmetric synthesis and other enantioselective reactions. The electron-withdrawing effect of the fluorine atom can influence the reactivity and selectivity of the catalyst or ligand, leading to improved synthetic methods and processes.
Check Digit Verification of cas no
The CAS Registry Mumber 21597-61-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,5,9 and 7 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 21597-61:
(7*2)+(6*1)+(5*5)+(4*9)+(3*7)+(2*6)+(1*1)=115
115 % 10 = 5
So 21597-61-5 is a valid CAS Registry Number.
21597-61-5Relevant articles and documents
Intermolecular Dearomatization of Naphthalene Derivatives by Photoredox-Catalyzed 1,2-Hydroalkylation
Cheng, Yuan-Zheng,Huang, Xu-Lun,Mei, Tian-Sheng,You, Shu-Li,Zhang, Xiao,Zhao, Qing-Ru,Zhuang, Wei-Hui
, p. 18062 - 18067 (2020)
An intermolecular hydroalkylative dearomatization of naphthalenes with commercially available α-amino acids is achieved via visible-light photoredox catalysis. With an organic photocatalyst, a series of multi-substituted 1,2-dihydronaphthalenes are obtained in good-to-excellent yields. Intriguingly, by tuning the substituents at the C2 position of naphthalenes, formal dearomative [3+2] cycloadditions occur exclusively via a hydroalkylative dearomatization–cyclization sequence. This overall redox-neutral method features mild reaction conditions, good tolerance of functionalities, and operational simplicity. Diverse downstream elaborations of the products are demonstrated. Preliminary mechanistic studies suggest the involvement of a radical–radical coupling pathway.
1H and 13C NMR assignments of all three isomeric o-fluoronaphthaldehydes and three o-fluorophenanthrene aldehydes
Busacca, Carl A.,Campbell, Scot,Gonnella, Nina C.,Senanayake, Chris H.
body text, p. 74 - 79 (2010/04/06)
Three isomeric o-fluoronaphthaldehydes, 9-fluorophenanthrene, and three previously unreported o-fluorophenanthrene aldehydes were analyzed in detail by multiple NMR techniques to provide unambiguous assignment of structures and resonances. The six aldehyd
