323-09-1

Basic information

• Product Name: 2-FLUORONAPHTHALENE
• Synonyms: 2-Fluoronaphthalene ,98%;b-Fluoronaphthalene;2-fluoronaphthalene radical-cation;2-Fluoronapthelene;2-Fluoronaphth;Naphthalene, 2-fluoro-;2-FLUOROPHTHALENE;2-FLUORONAPHTHALENE
• CAS NO: 323-09-1
• Molecular Formula: C₁₀H₇F
• Molecular Weight: 146.16
• EINECS: 206-299-6
• Product Categories: Alpha Sort;E-LAlphabetic;F;FA - FLChemical Class;Naphthalenes;Volatiles/ Semivolatiles;Naphthalene derivatives;600 Series Wastewater Methods;Chemical Class;FluoroEPA;Halogenated;Method 625;FluoroAnalytical Standards
• Mol File: 323-09-1.mol

Chemical Properties

• Melting Point: 61°C
• Boiling Point: 59.09°C (rough estimate)
• Flash Point: 65 °C
• Appearance: /
• Density: 1.1474 (rough estimate)
• Refractive Index: 1.5939 (estimate)
• Storage Temp.: room temp
• CAS DataBase Reference: 2-FLUORONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUORONAPHTHALENE(323-09-1)
• EPA Substance Registry System: 2-FLUORONAPHTHALENE(323-09-1)

Safety Data

• Hazard Codes: T,Xn
• Statements: 45-23/24/25-36/37/38-43-63-36-22-40
• Safety Statements: 53-23-24/25-36/37
• RIDADR: UN 1593 6.1/PG 3
• Hazardous Substances Data: 323-09-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-FLUORONAPHTHALENE is used as a research chemical for studying the interactions of cytochrome P450 enzymes with various drugs and substances. Its inhibitory effects on cytochrome P450 2A6 and 2A5 can be utilized to understand the metabolic pathways and potential drug-drug interactions.
Used in Chemical Synthesis:
2-FLUORONAPHTHALENE can be used as a building block or intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure and reactivity make it a valuable component in the development of new molecules with specific properties and applications.
Used in Material Science:
Due to its chemical properties and structure, 2-FLUORONAPHTHALENE can be used in the development of new materials with specific properties, such as improved thermal stability, chemical resistance, or optical characteristics. It can be incorporated into polymers, coatings, or other materials to enhance their performance in various applications.

InChI:InChI=1/C10H7F/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H

Upstream product

• 20893-80-5 naphthalene-2-diazonium chloride 
• 450-58-8 2-naphthyldiazonium tetrafluoroborate 
• 91-59-8 naphthalen-2-ylamine 
• 75-43-4 Dichlorofluoromethane 
• 865-47-4 potassium tert-butylate 
• 95-13-6 1-indene 
• 91-20-3 naphthalene 
• 18052-85-2 2-naphthyltrimethylsilane 
• 396-26-9 2-fluoronaphthalene - picric acid complex 
• 3076-57-1 2-naphthyllead triacetate 
• 137675-21-9 1-Fluoro-1-chloro-1,1a,6,6a-tetrahydrocyclopropindene 
• 137675-21-9 1-Fluoro-1-chloro-1,1a,6,6a-tetrahydrocyclopropindene 
• 54265-00-8 2,3-benzo-6,6-difluorobicyclo<3.1.0>hex-2-ene 
• 1868-53-7 dibromofluoromethane 

Downstream Products

• 62062-39-9 1-naphthalen-1-yl-piperidine 
• 5465-85-0 N-(2-naphthyl)piperidine 
• 4900-66-7 2-methoxy-1-nitronaphthalene 
• 108981-94-8 2-phenyl-1-naphthalenecarboxylic acid 
• 2178-02-1 3-phenyl-2-naphthioc acid 
• 85679-03-4 1-phenylnaphthalene-2-carboxylic acid 
• 1523-11-1 naphthalen-2-yl acetate 
• 396-26-9 2-fluoronaphthalene - picric acid complex 
• 93-44-7 2-naphthyl benzoate 
• 71250-14-1 2-(2-Fluor-6-naphthylmethyl)benzoesaeure 
• 71277-74-2 2-(2-Fluor-6-naphthylmethyl)benzoesaeure 
• 91-59-8 naphthalen-2-ylamine 
• 91-20-3 naphthalene 
• 33627-02-0 2-acetyl-6-fluoronaphthalene 

Relevant articles and documents

A simple route to 6- and 7-fluoro-substituted naphthalene-1-carboxylic acids

A simple one-pot method for the synthesis of 6-fluoro- and 6,7-difluoro-1-naphthoic acid is described. 6-Fluoro-1-naphthoic acid can be converted into 7-fluoro-1-naphthoic acid in three straightforward steps.

Method for pipeline continuous fluorination with fluorine salt as fluorine source

The method comprises the following steps: dissolving a fluorine salt in an aqueous polar aprotic solvent as reaction liquid A, dissolving an aryl (heterocyclic) chloride in a polar aprotic solvent as reaction liquid B, and reacting a polar aprotic solvent in the reaction liquid A with a polar aprotic solvent of the reaction liquid B. The reaction medium consisting of the preheated reaction liquid A and the preheated reaction liquid B enters the reaction coil for a fluorination reaction, and the resulting product from the reaction coil is subjected to post-treatment to obtain the product. The method has the characteristics of no need of adding a phase transfer catalyst, continuous production, low production cost and the like.

Fluorination of arylboronic esters enabled by bismuth redox catalysis

Bismuth catalysis has traditionally relied on the Lewis acidic properties of the element in a fixed oxidation state. In this paper, we report a series of bismuth complexes that can undergo oxidative addition, reductive elimination, and transmetallation in a manner akin to transition metals. Rational ligand optimization featuring a sulfoximine moiety produced an active catalyst for the fluorination of aryl boronic esters through a bismuth (III)/bismuth (V) redox cycle. Crystallographic characterization of the different bismuth species involved, together with a mechanistic investigation of the carbonfluorine bond-forming event, identified the crucial features that were combined to implement the full catalytic cycle.

Hypervalent Iodine(III)-Catalyzed Balz–Schiemann Fluorination under Mild Conditions

An unprecedented hypervalent iodine(III) catalyzed Balz–Schiemann reaction is described. In the presence of a hypervalent iodine compound, the fluorination reaction proceeds under mild conditions (25–60 °C), and features a wide substrate scope and good functional-group compatibility.

Application of trivalent iodine compounds as catalysts in Bal-Schiemann reaction

The invention discloses an application of trivalent iodine compounds shown in formula I and/or II in the description and used as catalysts in Bal-Schiemann reaction. The trivalent iodine compounds areused as the catalysts in the Bal-Schiemann reaction, so that the Bal-Schiemann reaction can be conducted at room temperature or near room temperature when a thermochemical method is used, and the reaction has mild reaction conditions, wide substrate use range and short reaction time, and is safe and easy to operate, products are easy to separate, and raw materials are simple and low in toxicity.

Nucleophilic deoxyfluorination of phenols via aryl fluorosulfonate intermediates

This report describes a method for the deoxyfluorination of phenols with sulfuryl fluoride (SO2F2) and tetramethylammonium fluoride (NMe4F) via aryl fluorosulfonate (ArOFs) intermediates. We first demonstrate that the reaction of ArOFs with NMe4F proceeds under mild conditions (often at room temperature) to afford a broad range of electronically diverse and functional group-rich aryl fluoride products. This transformation was then translated to a one-pot conversion of phenols to aryl fluorides using the combination of SO2F2 and NMe4F. Ab initio calculations suggest that carbon-fluorine bond formation proceeds via a concerted transition state rather than a discrete Meisenheimer intermediate.

Ni-Catalyzed Stannylation of Aryl Esters via C?O Bond Cleavage

A Ni-catalyzed stannylation of aryl esters with air- and moisture-insensitive silylstannyl reagents via Csp2 ?O cleavage is described. This protocol is characterized by its wide scope, including challenging combinations, thus enabling access to versatile building blocks and orthogonal C?heteroatom bond formations.

METAL OXIDE CATALYZED RADIOFLUORINATION

Inter alia, the first titania-catalyzed [18F]-radiofluorination in highly aqueous medium is provided. In embodiments, the method utilizes titanium dioxide, 1 : 1 acetonitrile- thexyl alcohol solvent mixture and tetrabutylammonium bicarbonate as a base. Radiolabeling may be directly performed with aqueous [18F]fluoride without the need for drying/azeotroping step, which reduces radiosynthesis time while keeping high fluoride conversion. The general applicability of the synthetic strategy to the synthesis of the wide range of PET probes from tosylated precursors is demonstrated.

Synthesis of aryl fluorides from potassium aryltrifluoroborates and selectfluor mediated by iron(III) chloride

The synthesis of fluorinated arenes by the iron-mediated fluorination of potassium aryltrifluoroborates with Selectfluor and potassium fluoride is described. The fluorination reaction uses commercially available reagents and without requiring the addition

Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor Dedicated to Professor Andrea Vasella on the occasion of his 71st birthday

A simple and practical procedure for the silver-mediated fluorination of aryl- and heteroaryltrifluoroborates with electrophilic fluorine from Selectfluor and LiOH·H2O is presented. The reaction procedure is simple and easy to set up, the process produces fluorinated arenes and heteroarenes in good to excellent yields and a wide range of electronically and structurally diverse substrates are tolerated.