459-72-3

Basic information

• Product Name: Ethyl fluoroacetate
• Synonyms: ETHYL FLUOROACETATE;ETHYL MONOFLUOROACETATE;FLUOROACETIC ACID ETHYL ESTER;Aceticacid,fluoro-,ethylester;Ethylester kyseliny fluoroctove;ethylesterkyselinyfluoroctove;Fluoracetic acid ethyl ester;fluoro-aceticaciethylester
• CAS NO: 459-72-3
• Molecular Formula: C₄H₇FO₂
• Molecular Weight: 106.1
• EINECS: 207-297-8
• Product Categories: Fluoro-Aliphatics ;Fluorinated Building Blocks;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Synthetic Organic Chemistry;C2 to C5;Carbonyl Compounds;Esters
• Mol File: 459-72-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 119.3 °C753 mm Hg(lit.)
• Flash Point: 86 °F
• Appearance: Colorless to pale yellow/Liquid
• Density: 1.098 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.07mmHg at 25°C
• Refractive Index: n20/D 1.375(lit.)
• Storage Temp.: Flammables area
• Solubility: water: soluble
• Water Solubility: DECOMPOSES
• Merck: 14,4167
• BRN: 1743761
• CAS DataBase Reference: Ethyl fluoroacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl fluoroacetate(459-72-3)
• EPA Substance Registry System: Ethyl fluoroacetate(459-72-3)

Safety Data

• Hazard Codes: T+,T,N
• Statements: 10-26/27/28-50-28
• Safety Statements: 13-36/37/39-45-28A-16-61-26-22-20
• RIDADR: UN 2929 6.1/PG 1
• WGK Germany: 3
• RTECS: AH7175000
• F: 21
• TSCA: Yes
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 459-72-3(Hazardous Substances Data)

Usage

Description

Ethyl fluoroacetate is an ester organic solvent. It was used in the synthesis of 4-deoxy-4-fluoro-muscarines. It was used as starting reagent for the synthesis of ethyl(diethoxyphosphoryl)fluoroacetate. It was used in development of an ammonolysis-based microencapsulation process.

Chemical Properties

clear colorless liquid

Uses

Different sources of media describe the Uses of 459-72-3 differently. You can refer to the following data:
1. Sodium salt as water-soluble rodenticide.
2. Ethyl fluoroacetate is used in the synthesis of 4-deoxy-4-fluoro-muscarines. It is also used as starting reagent for the synthesis of ethyl(diethoxyphosphoryl)fluoroacetate. and in development of an ammonolysis-based microencapsulation process.

Application

Ethyl fluoroacetate is an inhibitor of insect juvenile hormone biosynthesis. It also shows toxic effects against Vibrio fischeri.

General Description

Ethyl fluoroacetate is an ester organic solvent.

InChI:InChI=1/C6H4BrF/c7-5-1-3-6(8)4-2-5/h1-4H

Upstream product

• 105-36-2 ethyl bromoacetate 
• 109-49-9 5-Hexen-2-one 
• 401-58-1 ethyl 2-fluoro-2-iodoacetate 
• 6043-54-5 2-ethoxy-(2-fluoromethyl)styrene 
• 96-48-0 4-butanolide 
• 2356-16-3 ethyl(diethylphosphono)(fluoro)acetate 
• 78-94-4 methyl vinyl ketone 
• 107-18-6 allyl alcohol 
• 110-83-8 cyclohexene 
• 310-71-4 ethoxyflurane 
• 7664-93-9 sulfuric acid 
• 64-67-5 diethyl sulfate 
• 53399-81-8 ethyl 2-methyl-4-pentenoate 
• 111-66-0 oct-1-ene 

Downstream Products

• 330-80-3 ethyl 2-fluoro-3-phenylpropanoate 
• 6043-54-5 2-ethoxy-(2-fluoromethyl)styrene 
• 110915-28-1 (Z)-3-(4-cyanophenyl)-2-fluoroacrylic acid ethyl ester 
• 115879-08-8 (3R,R_S)-1-fluoro-3-<(4-methylphenyl)sulfinyl>-3-phenylpropan-2-one 
• 115879-11-3 (3S,R_S)-1-fluoro-3-<(4-methylphenyl)sulfinyl>-3-phenylpropan-2-one 
• 62085-96-5 2,4-Bis(triphenylphosphoranyliden)-1,3-cyclobutandion 
• 264881-21-2 (+/-)-2-[N-(2-fluoroacetyl)]amino-1-phenylethanol 

Relevant articles and documents

Nickel-Catalyzed Cross-Coupling of Ethyl Chlorofluoroacetate with Aryl Bromides

A combinatorial nickel-catalyzed monofluoroalkylation of aryl bromides with the industrial raw regent ethyl chlorofluoroacetate has been developed. The two key factors to successful conversion are the combination of nickel with readily available nitrogen and phosphine ligands and the using of a mixture of different solvents. Mechanistic investigations indicated a new zinc regent might generated in situ and be involved in the reaction process.

A Gas Chromatography-Mass Spectrometry Method for the Detection and Quantitation of Monofluoroacetate in Plants Toxic to Livestock

Monofluoroacetate (MFA) is a potent toxin that occurs in over 50 plant species in Africa, Australia, and South America and is responsible for significant livestock deaths in these regions. A gas chromatography-mass spectrometry (GC-MS) method for the analysis of MFA in plants based on the derivatization of MFA with n-propanol in the presence of sulfuric acid to form propyl fluoroacetate was developed. This method compared favorably to a currently employed high-performance liquid chromatography-mass spectrometry (HPLC-MS) method for the analysis of MFA in plants. The GC-MS method was applied to the analysis of MFA in herbarium specimens of Fridericia elegans, Niedenzuella stannea, N. multiglandulosa, N. acutifolia, and Aenigmatanthera lasiandra. This is the first report of MFA being detected in F. elegans, N. multiglandulosa, N. acutifolia, and A. lasiandra, some of which have been reported to cause sudden death or that are toxic to livestock.

Activation reactions of 1,1-dialkoxoalkanes and unsaturated O-donors by titanium tetrafluoride

The reactivity of TiF4 with a variety of non cyclic 1,1-dialkoxoalkanes [CH2(OR)2, R = Me, Et, Me 2C(OMe)2, MeCH(OEt)2, ClCH2CH(OEt) 2, CH(OMe)3, PhCCCH(OEt)2], 1,3-dioxolane, N2CHCO2Et and 1,2-epoxybutane has been investigated. Activation, including fragmentation and/or rearrangement of the organic moiety, has been observed at room temperature in some cases; it generally occurs unselectively via C-O bond fission and the formation of new C-O, C-H and C-C bonds. Small differences in the structure of the organic substrate may determine significant differences in the reactivity with TiF4.