160599-93-9

Basic information

• Product Name: 1,3-Benzodioxole, 5-(fluoromethyl)-
• Synonyms: 1,3-Benzodioxole, 5-(fluoromethyl)-
• CAS NO: 160599-93-9
• Molecular Formula: C8H7FO2
• Molecular Weight: 154.14
• Mol File: 160599-93-9.mol

Chemical Properties

• Boiling Point: 223.3±30.0 °C(Predicted)
• Appearance: /
• Density: 1.259±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,3-Benzodioxole, 5-(fluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzodioxole, 5-(fluoromethyl)-(160599-93-9)
• EPA Substance Registry System: 1,3-Benzodioxole, 5-(fluoromethyl)-(160599-93-9)

Safety Data

• Hazardous Substances Data: 160599-93-9(Hazardous Substances Data)

Usage

Chemical structure

Benzene ring fused with a 1,3-dioxole ring

Explanation

The compound consists of a benzene ring (a six-membered ring with alternating single and double bonds) fused to a 1,3-dioxole ring (a five-membered ring with two oxygen atoms and one carbon-carbon double bond).

Explanation

The fluoromethyl group (a carbon atom bonded to a hydrogen atom and a fluorine atom) is attached to the 5th position of the benzene ring, which is one of the carbon atoms in the ring.

Explanation

An organic compound is a chemical compound that primarily consists of carbon and hydrogen atoms, often with other elements such as oxygen, nitrogen, or halogens.

Explanation

The compound serves as a building block or precursor in the production of various pharmaceuticals, contributing to the development of new medications and drugs.

Explanation

The compound is also utilized in the creation of chemicals used in agriculture, such as pesticides, herbicides, and fertilizers.

Explanation

The compound can be used as a starting material to create other specialized chemicals with specific properties and applications.

Explanation

The presence of the fluoromethyl group in the compound allows for the introduction of fluorine atoms into other organic molecules, which can improve their properties and performance in various applications.

Explanation

The compound may be employed in research and development efforts to create novel pharmaceuticals and chemical products with enhanced properties and applications.

Fluoromethyl group

Attached at the 5th position

Organic compound

Contains carbon and hydrogen atoms

Pharmaceutical industry

Used as an intermediate in the synthesis of medications and drugs

Agrochemicals

Used in the production of agrochemicals

Building block

Used in the synthesis of other specialty chemicals

Fluorine introduction

Useful for introducing fluorine atoms into other organic compounds

Research and development

Potential uses in the development of new pharmaceuticals and chemical products

Upstream product

• 2861-28-1 1,3-benzodioxole-5-acetic acid 
• 20850-43-5 5-(chloromethyl)-1,3-benzodioxole 
• 94839-07-3 3,4-(methylenedioxy)-benzeneboronic acid 
• 94838-82-1 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzodioxole 
• 373-53-5 fluoroiodomethane 
• 495-76-1 piperonol 

Relevant articles and documents

A Series of Deoxyfluorination Reagents Featuring OCF2Functional Groups

Research on perfluoroalkyl ether carboxylic acids (PFECAs) as alternatives for perfluoroalkyl substances continues with the goal of protecting the environment. However, very little is known about the utilization of decomposition products of PFECAs. We report herein a new series of deoxyfluorination reagents featuring OCF2 functional groups derived from certain PFECAs. Alkyl fluorides were generated from various alcohols in ≤97% yield by these novel reagents. The mechanistic experiment verified in situ generation of carbonic difluoride (COF2).

Fluorination reagent and deoxygenation fluorination method

In order to overcome the problems of high cost and poor stability of the existing deoxidation fluorination reagent, the invention provides a fluorination reagent. The fluorination reagent comprises acation M and an anion, and the anion is selected from one or more of the following perfluoropolyether chain carboxylic acid anions: CF3 (OCF2) nCO2, and n is selected from 1-10. Meanwhile, the invention further discloses a deoxidation fluorination method. The fluorination reagent provided by the invention has the advantages that the materials are easy to obtain, the fluorination products can beobtained at higher yield for various alcohol substrates, and the universality for different alcohol substrates is better.

Nucleophilic (Radio)Fluorination of Redox-Active Esters via Radical-Polar Crossover Enabled by Photoredox Catalysis

We report a redox-neutral method for nucleophilic fluorination of N-hydroxyphthalimide esters using an Ir photocatalyst under visible light irradiation. The method provides access to a broad range of aliphatic fluorides, including primary, secondary, and tertiary benzylic fluorides as well as unactivated tertiary fluorides, that are typically inaccessible by nucleophilic fluorination due to competing elimination. In addition, we show that the decarboxylative fluorination conditions are readily adapted to radiofluorination with [18F]KF. We propose that the reactions proceed by two electron transfers between the Ir catalyst and redox-active ester substrate to afford a carbocation intermediate that undergoes subsequent trapping by fluoride. Examples of trapping with O- and C-centered nucleophiles and deoxyfluorination via N-hydroxyphthalimidoyl oxalates are also presented, suggesting that this approach may offer a general blueprint for affecting redox-neutral SN1 substitutions under mild conditions.

Metal-free18F-labeling of aryl-CF2H via nucleophilic radiofluorination and oxidative C-H activation

A metal-free and selective method to form [18F]aryl-CF2H through nucleophilic radiofluorination of benzyl (pseudo)halides and oxidative C-H activation of benzylic C-H bonds has been developed. The method is operationally simple and tolerates a variety of electron-neutral/deficient arenes and heteroarenes.

Palladium-Catalyzed Monofluoromethylation of Arylboronic Esters with Fluoromethyl Iodide

The first palladium-catalyzed direct monofluoromethylation of arylboronic esters to produce monofluoromethyl arenes is reported. The reaction is typically carried out at room temperature within 4 h and has a good functional group tolerance. The monofluoromethylating agent, CH2FI, was readily prepared via a halogen-exchange process.

Practical and general method for direct synthesis of alkyl fluorides from alcohols under mild conditions

A variety of alcohols were treated with Ph 3P and KF in CCl 4-DMF at room temperature to afford the corresponding fluorides in very good yields. Springer-Verlag 2005.

Efficient and selective halogenation of allylic and benzylic alcohols under mild conditions

A simple, mild, and high yielding procedure for the halogenation of allylic and benzylic alcohols using a combination of SOCl2, benzotriazole, and potassium halides in DMF is described. The effectiveness of the protocol is manifested in its selectivity towards allylic and benzylic alcohols whereas other simple alcohols such as primary, secondary, and tertiary are found to be unreactive. Springer-Verlag 2004.