2-Fluoroethanol

HCID 9737CAS 371-62-0

Basic information

Standard SMILES
OCCF
InChIKey
GGDYAKVUZMZKRV-UHFFFAOYSA-N
Molecular formula
C2H5FO
Average molar mass
64.06 g/mol
Monoisotopic mass
64.032443

Overview

Ethylene fluorohydrin appears as a liquid. Used as a rodenticide, insecticide and acaricide. Not registered as a pesticide in the U.S. (EPA, 1998)

Names & identifiers

Preferred name
2-Fluoroethanol
IUPAC
2-fluoroethanol
English name
2-Fluoroethanol
Molecular formula
C2H5FO
Molecular weight
64.06

Names & synonyms

2-Fluoroethanol371-62-0Ethanol, 2-fluoro-ETHYLENE FLUOROHYDRIN2-Fluoro-1-ethanolbeta-FluoroethanolTL 7414M427A5HMLNSC-1582831-FLUOROETHAN-2-OLDTXSID0059902RefChem:596606
Show more names
CH2FCH2OHFLUOROETHANOLtl7412-Fluorothanol2-fluoro-ethano
DTXCID8039291206-740-22-fluoroethan-1-ol.beta.-Fluoroethanol2-Fluoro-ethanolMonofluorethanolMonofluoroethanol63919-01-7

Database identifiers

CAS
371-62-0、63919-01-7
PubChem CID
9737
DTXSID
DTXSID0059902
ChEMBL
CHEMBL115586
UNII
4M427A5HML
EC Number
206-740-2
Nikkaji
J5.709F

Properties

Computed structural properties

XLogP
-0.8
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
4

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 3rd degree
SpringerMaterials PropertiesSchoenflies notation
PesticidesPesticides -> Other Insecticides
LogP · 2 items

log Kow= -0.67

-0.67

Density · 3 items

1.104 at 68 °F (EPA, 1998) - Denser than water; will sink

1.1040 g/cu cm @ 20 °C

1.1040 @ 20°C

Solubility · 2 items

Miscible in ethanol, ethyl ether; very soluble in acetone

In water, miscible @ 20 °C

Physicochemical properties

Melting point
26.5 °C · −26.5 °C(lit.)
Boiling point
103 °C757 · 103 °C757 mm Hg(lit.)
Density
1.091 g/mL · 1.091 g/mL at 25 °C(lit.)
vapor pressure
16 mm · 16 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.365(lit.)
Flash point
88 °F · 88 °F

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P316, P320, P321, P330, P361+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Ethanol, 2-fluoro-

2-Fluoroethanol: HSNO Approval: HSR006220 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Ethanol, 2-fluoro-: Human health tier I assessment
DOT LabelPoison Flammable Liquid
Fire HazardsVery toxic fumes of fluoride may be emitted in a fire. (EPA, 1998)
Health Hazards · 1 item

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. (EPA, 1998)

Hazards Summary · 1 item

In high-dose animal studies, causes convulsions; [RTECS] Treatment of poisoning is for monofluoroacetate and related compounds; Teratogenic in high-dose rat studies; [HSDB] An irritant; Can be absorbed through skin; [MSDSonline] See Sodium fluoroacetate.

Safety & protection

Fire FightingExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
First AidWarning: Highly toxic when inhaled or absorbed through the skin. Delayed convulsant. Effects usually appear within 30 minutes of exposure but may be delayed as long as 20 hours. Caution is advised. Vital signs should be monitored closely.
Exposure Control and Personal Protection · 1 item

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

Nonfire Spill ResponseAvoid inhalation and skin contact. (Non-Specific -- Fluoroacetic Acid) Do not touch spilled material; stop leak if you can do so without risk. Use water spray to reduce vapors.
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Isolation and EvacuationExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that ethylene fluorohydrin is expected to have very high mobility in soil(SRC). Volatilization of ethylene fluorohydrin from moist soil surfaces is expected to be an important fate process(SRC) based on the estimated Henry's Law constant of 7.1X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(3). The potential for volatilization of ethylene fluorohydrin from dry soil surfaces may exist(SRC) based upon a vapor pressure of 21.25 mm Hg(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that ethylene fluorohydrin is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.4X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are calculated to be 3 days and 33 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3.2(SRC),from its log Kow of -0.67(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethylene fluorohydrin, which has a vapor pressure of 21.25 mm Hg at 25 °C(2) is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase ethylene fluorohydrin is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 7 days(SRC), calculated from its rate constant of 2.2X10-12 cu cm/molecule-sec at 25 °C(3).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for ethylene fluorohydrin can be estimated to be about 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethylene fluorohydrin is expected to have very high mobility in soil.

Human Toxicity Excerpts · 3 items

In a nonfatally poisoned infant only mild emesis and sinus tachycardia preceded four brief episodes of seizure activity over a 12 hr period that began 20 hr after ingestion; recovery was uneventful thereafter. /Fluoroacetate/

An 18-month-old girl with repeated convulsions died in coma 96 hr after ingesting an estimated 23 mg/kg fluoroacetamide. /Fluoroacetate/

SYMPTOMATOLOGY: 1. Prompt epigastric distress and vomiting in one reported case. 2. Apprehension, auditory hallucinations, nystagmus, tingling sensation of nose, facial twitching, numbness of face. These and other central nervous effects appear gradually after a latency of several hours. 3. Central nervous excitation, progressing to epileptiform convulsions. 4. Severe central nervous depression between and subsequent to the convulsive episodes, but death is seldom due to respiratory failure in humans poisoned with fluoroacetate. 5. Disturbances in the mechanism of the heart beat usually appear only after the convulsive phase. 6. Pulse alternans, long sequences of ectopic beats (often multifocal), and ventricular tachycardia may disintegrate into ventricular fibrillation and death. /Fluoroacetate/

Artificial Pollution SourcesEthylene fluorohydrin's production and use in non-US areas as a rodenticide, insecticide, and acaricide will result in its direct release to the environment(SRC). It is not registered for use as a pesticide in the United States(2).
Environmental Bioconcentration · 1 item

An estimated BCF of 3 was calculated for ethylene fluorohydrin using a measured log Kow of -0.67(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Regulatory information

CERCLA Reportable Quantities · 1 item

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Ethylene fluorohydrin is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10 lbs.

Safety data

wgk
3
tsca
TSCA listed
rtecs
KL1575000
ridadr
UN 3383 6.1/PG 1
hs_code
29055900
risk_code
10-26/27/28-36/37/38

Chemistry & industry

Pharmacology

Mechanism of Action · 1 item

The fluoroacetate ion is not poisonous itself but is converted to fluorocitric acid, which blocks the tricarboxylic acid cycle, an essential mechanism of energy production in mammalian cells ... This manifests itself principally in disturbed activities of the central nervous system and of the heart. /Fluoroacetate/

Absorption, Distribution and ExcretionAbsorbed promptly from the alimentary tract ... absorption does not occur through intact skin. /Fluoroacetate/

Uses & manufacturing

Uses · 3 items

Used as rodenticide, insecticide, and acaricide (not used in the US); [HSDB]

Farming (Pesticides) [Category: Industry]

Rodenticide, insecticide, and acaricide /non US/

General Manufacturing Information · 2 items

Ethanol, 2-fluoro-: ACTIVE

It is not registered for use as a pesticide in the United States.

Applications · 3 items

DescriptionEthylene fluorohydrin is a colorless liquid.Molecular weight = 64.07; Boiling point = 103.5℃; Flashpoint = 34℃; Vapor pressure = 16 mmHg at 20= C. HazardIdentification (based on NFPA-704 M Rating System):Health 3, Flammability 3, Reactivity 0. Soluble in water.Potential Exposure: Ethylene fluorohydrin is used as arodenticide, insecticide, and acaricide. It is not registered asa pesticide in the United States.

Uses2-Fluoroethanol, is used in the microwave spectra of two isotopic species of 2-fluoroethanol have been investigated. The Gg conformer of 2-fluoroethanol is isolated in low-temperature noble gas matrices. Single-photon IR photolysis of 2-fluoroethanol in solid argon has been investigated.

General DescriptionA liquid. Used as a rodenticide, insecticide and acaricide. Not registered as a pesticide in the U.S.

Suppliers50 total

淮安铭赫新材料有限公司15952325815 15152323921 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
山东玖玥生物科技有限公司18853316981
T&W GROUP021-61551611 13296011611 · [email protected]

Related reactions

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Linked notes

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