462-26-0

Basic information

• Product Name: beta-fluoroethylacetate
• Synonyms: beta-fluoroethylacetate;2-fluoro-1-ethanol acetate
• CAS NO: 462-26-0
• Molecular Formula: C₄H₇FO₂
• Molecular Weight: 0
• Mol File: 462-26-0.mol

Chemical Properties

• Boiling Point: 78.8°Cat760mmHg
• Flash Point: 2.7°C
• Appearance: /
• Density: 1.025g/cm³
• Vapor Pressure: 91.5mmHg at 25°C
• Refractive Index: 1.354
• CAS DataBase Reference: beta-fluoroethylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: beta-fluoroethylacetate(462-26-0)
• EPA Substance Registry System: beta-fluoroethylacetate(462-26-0)

Safety Data

• Hazardous Substances Data: 462-26-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Beta-fluoroethylacetate is utilized as a reagent in organic synthesis for its ability to facilitate the formation of new chemical compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, beta-fluoroethylacetate is used as a precursor for the preparation of various pharmaceuticals, leveraging its unique structural properties to enhance drug development.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, beta-fluoroethylacetate is employed as a precursor for the preparation of agrochemicals, contributing to the creation of effective products for agricultural applications.
Used in Fluorine-containing Compounds Synthesis:
Recognized for its potential as a building block, beta-fluoroethylacetate is used in the synthesis of fluorine-containing compounds, capitalizing on the presence of the fluorine atom in its structure to create novel and beneficial chemical entities.
Used in Flavor and Fragrance Industry:
Beta-fluoroethylacetate is also used in the production of flavor and fragrance compounds, where its fruity odor plays a significant role in creating desirable scents and tastes.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, beta-fluoroethylacetate is applied for the development of new drugs, taking advantage of its chemical properties to innovate and improve pharmaceutical offerings.

InChI:InChI=1/C4H7FO2/c1-4(6)7-3-2-5/h2-3H2,1H3

Upstream product

• 371-62-0 2-fluoroethanol 
• 75-36-5 acetyl chloride 
• 762-49-2 2-fluoroethyl bromide 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 

Downstream Products

• 371-62-0 2-fluoroethanol 
• 75-02-5 1-fluoroethylene 
• 74-85-1 ethene 

Relevant articles and documents

1- and 2-Fluoroalkyl Carboxylates

The 2-fluoroalkyl esters (1-4) of carboxylic acids are readily accessible by the base-catalyzed acylation of fluorohydrines.A two-step procedure is required to prepare the 1-fluoroalkyl esters (10-14, 16): conversion of alk-1-enyl carboxylates ("ene esters") into the 2-bromo-1-fluoroalkyl esters 5-9, 15, 17-19 by simultaneous treatment with N-bromosuccinimide and hydrogen fluoride followed by the reductive replacement of bromine by tributyltin hydride.Alka-1,3-dienyl carboxylates ("diene esters") undergo 1,4-addition of bromine and fluorine.The resulting 4-bromo-1-fluoroalk-2-enyl carboxylates 20-25 undergo a substitution reaction with sodium benzenesulfinate to afford the sulfones 26-28 or oxidation with dimethyl sulfoxide to yield the 4-oxo derivatives 29-30. - Key Words: Organofluorine compounds / 1-Fluoroalkyl esters / 2-Fluoroalkyl esters / Ene esters / Diene esters

Effects of Polar β Substituents in the Gas-Phase Pyrolysis of Ethyl Acetate Esters

The rates of the gas phase pyrolysis of six β-substituted ethyl acetates were studied in a static system over the temperature range 319-450 deg C and the pressure range 63-207 mmHg.In seasoned vessels the reactions are homogenous, follow a first-order rate law, and are unimolecular.The temperature dependence of the rate constants is given by the following Arrhenius equations for the compounds indicated: 2-(dimethylamino)ethyl acetate, log k(s-1) = (13.90 +/- 0.30) - (220.4 +/- 3.8) kJ*mol-1 (2.303RT)-1; 2-methoxyethyl acetate, log k(s-1) = (12.04 +/- 0.24) -(203.7 +/- 2.9) kJ*mol1- (2.303RT)-1; 2-(methylthio)ethyl acetae, log k(s-1 = (11.27 +/- 0.39) - (179.0 +/- 4.6) kJ*mol-1 (2.303RT)-1; 2-chloroethyl acetate, log k(s-1) = (12.14 +/- 0.66) - (202.0 +/- 8.4)kJ*mol-1 (2.303RT)-1; 2-fluoroethyl acetate, log k(s-1) = (12.68 +/- 0.60) - (211.2 +/- 7.1) kJ*mol-1 (2.303RT)-1; 2-cyanoethylacetate, Log k(s-1) = (11.51 +/- 0.13) - (171.9 +/- 1.7) kJ*mol-1 (2.303RT)-1.The effect of substituents in the gas-phase elimination of β-substituted ethyl acetates may be grouped in three types.The linear correlation of several -I electron-withdrawing groups along strong ? bonds is presented and discussed.A small amount of anchimeric assistance is proposed in the pyrolysis of the 2-(methyltio)ethyl acetate.The experimental data are consistent with the transition state where the Cα-O bond polarization is the rate-determining process.