371-62-0

Basic information

• Product Name: 2-Fluoroethanol
• Synonyms: 2- fluorinealcohol;2-fluoro-ethano;2-Fluoroethylalcohol;beta-Fluoroethanol;CH2FCH2OH;ethylenefluorohydrin101;Glycolfluorohydrin;TL 741
• CAS NO: 371-62-0
• Molecular Formula: C₂H₅FO
• Molecular Weight: 64.06
• EINECS: 206-740-2
• Product Categories: Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Oxygen Compounds;Pharmaceutical Intermediates;Alcohols;C2 to C6;Oxygen Compounds;Alkyl Fluorinated Building Blocks;Building Blocks;C2 to C6
• Mol File: 371-62-0.mol

Chemical Properties

• Melting Point: −26.5 °C(lit.)
• Boiling Point: 103 °C757 mm Hg(lit.)
• Flash Point: 88 °F
• Appearance: /
• Density: 1.091 g/mL at 25 °C(lit.)
• Vapor Pressure: 16 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.365(lit.)
• Solubility: Fully miscible.
• PKA: 13.92±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 1730857
• CAS DataBase Reference: 2-Fluoroethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoroethanol(371-62-0)
• EPA Substance Registry System: 2-Fluoroethanol(371-62-0)

Safety Data

• Hazard Codes: T+,T,F
• Statements: 10-26/27/28-36/37/38
• Safety Statements: 36/37/39-45-23-16
• RIDADR: UN 3383 6.1/PG 1
• WGK Germany: 3
• RTECS: KL1575000
• TSCA: T
• HazardClass: 6.1
• PackingGroup: I
• Hazardous Substances Data: 371-62-0(Hazardous Substances Data)

Usage

Uses

Used in Microwave Spectroscopy:
2-Fluoroethanol is used as a subject of study in the microwave spectra of two isotopic species. The Gg conformer of 2-fluoroethanol is isolated in low-temperature noble gas matrices, providing valuable insights into its molecular structure and behavior.
Used in Photochemical Research:
2-Fluoroethanol is used as a subject for single-photon IR photolysis investigations in solid argon. This research helps to understand the photochemical properties and reactions of 2-fluoroethanol under specific conditions.
Used in Pesticide Industry:
Although not registered as a pesticide in the U.S., 2-Fluoroethanol has been used as a rodenticide, insecticide, and acaricide. Its application in this industry is due to its ability to effectively control and eliminate pests, contributing to improved agricultural practices and protection of crops.

Reactivity Profile

2-Fluoroethanol generates very toxic fumes of fluoride that will be emitted in a fire. [EPA, 1998].

Health Hazard

Toxicity rating is the same as for fluoroacetate, super toxic. The probable oral lethal dose in humans is a taste (less than 7 drops) for a 70 kg (150 lb.) person. The chemical is highly toxic when inhaled or absorbed through the skin. Toxicity depends on its oxidation to fluoroacetate by tissue alcohol dehydrogenase.

Fire Hazard

Very toxic fumes of fluoride may be emitted in a fire.

Safety Profile

Poison by inhalation, intraperitoneal, subcutaneous, and intravenous routes. When heated to decomposition it emits very toxic fumes of F-.

Potential Exposure

Ethylene fluorohydrin is used as a rodenticide, insecticide, and acaricide. It is not registered as a pesticide in the U.S.

Shipping

UN3383 Poisonous Toxic by inhalation liquid, flammable, n.o.s. with an LC50 ≤ 200 ml/m3 and saturated vapor concentration ≤ 500 LC50, Hazard class: 6.1; Labels: 6.1-Poisonous materials, 3-Flammable liquid, Technical Name Required, Inhalation Hazard Zone A

Incompatibilities

Ethylene fluorohydrin vapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides.

Waste Disposal

In accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office

InChI:InChI=1/C2H5FO/c3-1-2-4/h4H,1-2H2

Upstream product

• 75-21-8 oxirane 
• 453-18-9 methyl fluoroacetate 
• 4328-05-6 Tetrakis-(2-hydroxy-aethyl)-ammonium-fluorid 
• 107-07-3 2-chloro-ethanol 
• 96-49-1 [1,3]-dioxolan-2-one 
• 79645-05-9 N₃-cyclohexyl-N₁-(2-fluoroethyl)-N₁-nitrosothiourea 
• 117186-50-2 2-fluoroethyl 2,2,2-trifluoroethanesulfonate 
• 108198-35-2 2-fluoroethyl fluorosulfite 
• 78604-18-9 1-(p-cyanophenyl)-3-(2-fluoroethyl)triazene 
• 82647-13-0 5-<3-(2-fluoroethyl)-1-triazenyl>-imidazole-4-carboxamide 
• 540-51-2 2-bromoethanol 
• 98-95-3 nitrobenzene 
• 107-21-1 ethylene glycol 
• 111-46-6 diethylene glycol 

Downstream Products

• 373-45-5 2-(2-(2-fluoroethoxy)ethoxy)ethanol 
• 373-22-8 2-(2-fluoroethoxy)ethanol 
• 462-27-1 2-fluoroethyl chloroformate 
• 333-01-7 2-fluoro-acetimidic acid-(2-fluoro-ethyl ester) 
• 459-99-4 fluoro-acetic acid-(2-fluoro-ethyl ester) 
• 650-00-0 silicic acid tetrakis-(2-fluoro-ethyl ester) 
• 406-15-5 carbonic acid bis-(2-fluoro-ethyl ester) 
• 407-48-7 6-bromo-hexanoic acid-(2-fluoro-ethyl ester) 
• 457-19-2 (3-nitro-phenyl)-carbamic acid-(2-fluoro-ethyl ester) 
• 451-86-5 (2-methyl-4-o-tolylazo-phenyl)-carbamic acid-(2-fluoro-ethyl ester) 
• 10288-18-3 1-fluoro-2-nitrosooxy-ethane 
• 358-88-3 fluorophosphoric acid bis-(2-fluoro-ethyl ester) 
• 381-46-4 sulfuric acid bis-(2-fluoro-ethyl ester) 
• 762-49-2 2-fluoroethyl bromide 

Relevant articles and documents

Electrolytic properties of ethyl fluoroethyl carbonate and its application to lithium battery

Monofluorination of solvents exerts the strong polar effect on various properties. We have investigated the electrolytic properties of ethyl fluoroethyl carbonate (EFEC) and its application to a lithium battery. Conductivities of EFEC solutions are higher than those of diethyl carbonate (DEC) counterparts above 25 °C or below 1 mol dm-3 of LiPF 6. The anodic stability of EFEC is also higher than that of DEC. The use of EFEC as a cosolvent improves the performance of a Li/LiCoO2 coin cell. Copyright

Hydrogen bonding between solutes in solvents octan-1-ol and water

The 1:1 equilibrium constants, K, for the association of hydrogen bond bases and hydrogen bond acids have been determined by using octan-1-ol solvent at 298 K for 30 acid-base combinations. The values of K are much smaller than those found for aprotic, rather nonpolar solvents. It is shown that the log K values can satisfactorily be correlated against αH 2?βH2, where αH 2 and βH2 are the 1:1 hydrogen bond acidities and basicities of solutes. The slope of the plot, 2.938, is much smaller than those for log K values in the nonpolar organic solvents previously studied. An analysis of literature data on 1:1 hydrogen bonding in water yields a negative slope for a plot of log K against αH 2?βH2, thus showing how the use of very strong hydrogen bond acids and bases does not lead to larger values of log K for 1:1 hydrogen bonding in water. It is suggested that for simple 1:1 association between monofunctional solutes in water, log K cannot be larger than about -0.1 log units. Descriptors have been obtained for the complex between 2,2,2-trifluoroethanol and propanone, and used to analyze solvent effects on the two reactants, the complex, and the complexation constant.

Spectrokinetic study of the reaction system of 2NO2?N 2O4 with some fluorinated derivatives of ethanol and propanols between 293-358 K in the gas phase

The gas phase kinetics of the reversible reactions between nitrogen tetroxide and some fluorinated alcohols in the reaction system 2NO 2?N2O4 (1, 2) N2O4 + ROH?RONO+ + HNO3 (3, 4) have been studied by UV-Vis spectrophotometry to follow the NO2 decay. The products - RONO (R = CH2FCH2, CHF2CH2, CF 3CH2, CHF2CF2CH2, CF 3CF2CH2, CF3CHCF3) - were identified by their UV spectra and the values of the maxima UV absorption cross sections were determined in the range 320-400 nm. The rate constants for the forward reaction are 10-19k3av/cm 3molec-1s-1 9.7±1.5; 2.5±0.4; 1.8±0.3; 23±3.5, 2.3±0.3, 0.2±0.03 and for the reverse reaction 10-19k4av/cm 3molec-1s-1 4.6±0.7; 5.5±0.8; 4.9±0.7; 9.1±1.4; 7.7±1.2; 23±3.5 at 298 K for the reaction with 2-fluoroethanol, 2,2-difluoroethanol, 2,2,2-trifluoroethanol, 2,2,3,3-tetrafluoro-1-propanol, 2,2,3,3,3-pentafluoro-1-propanol and 1,1,1,3,3,3-hexafluoro-2-propanol, respectively, were derived by the computer simulation of monitored NO2 decay profiles. The temperature dependence of the bimolecular rate constants k3 and k4 were studied in the temperature range 293-358 K and the activation energy for the forward E3 and for the reverse E4 reaction were derived. From the observed temperature dependence of the equilibrium constants K3,4, expressed in terms of the van't Hoff equation, the thermochemical parameters for all reactions studied were estimated.

Predominant role of basicity of leaving group in α-effect for nucleophilic ester cleavage

It has been found that α-effects in nucleophilic reactions, unexpectedly large nucleophilicity due to adjacent unpaired electrons, are strongly dependent on the structure of substrate. The nucleophilic cleavages of 4-nitrobenzoate esters and 4-methylbenzo

A semi-molten mixture of hexadecyltributylphosphonium bromide and potassium fluoride in the synthesis of organofluorine compounds

A facile and effective reagent system comprising of a semi-molten mixture of hexadecyltributylphosphonium bromide and potassium fluoride has been developed and its scope has been investigated in nucleophilic fluoride exchange with various organohalides. This simple and convenient reagent system provides organofluorine compounds in high yields even with haloesters in which fluoride catalysed elimination is also feasible.

Models for Nuclease Catalysis: Mechanisms for General Acid Catalysis of the Rapid Intramolecular Displacement of Methoxide from a Phosphate Diester

The dianion of the dialkyl phosphate diester 3 is hydrolysed in water at 50 deg C with a half-life of less than 2 min.The reaction involves highly efficient intramolecular nucleophilic catalysis (effective molarity 1010 mol dm-3) by the phenol OH over the whole pH range.The initial products are the cyclic phosphate diester and methanol: no phosphate migration is observed.General acid catalysis is observed for the reactions of all ionic species, and has been characterised in detail for the mono- and di-anion.An important electrostatic effect, observed for general acids with a suitably positioned second NH+ group, stabilises the transition state for the loss of methoxide from the dianion by up to 12.3 kJ mol-1, even in water.The data allow an estimate of 104-105 for the factor by which protonation to give the triester activates a phosphate diester towards attack by a neighbouring OH group. Mechanisms involving pentacovalent addition intermediates are proposed for the reactions of the neutral ester acid and the monoanion.The phosphorane dianion is considered to be an intermediate in the cyclisation of the substrate dianion, but with a lifetime too short for diffusional equilibration.

REACTION OF HYDROXY AND CARBONYL COMPOUNDS WITH SULFUR TETRAFLUORIDE. XVI. REACTIONS OF VICINAL DIHYDRIC ALCOHOLS WITH SULFUR TETRAFLUORIDE

During the action of sulfur tetrafluoride on ethanediol, d,l-1,2-propanediol, and d,l-3,3,3-trifluoro-1,2-propanediol regioselective substitution of one of the hydroxyl groups by a fluorine atom occurs, depending on the electronic nature of the groups present in the molecule.The second hydroxy group is converted into a fluorosulfite group.