1,2-Dichloro-1,1-difluoroethane

HCID 15442CAS 1649-08-7

Grundinformationen

Standard-SMILES
FC(F)(Cl)CCl
InChIKey
SKDFWEPBABSFMG-UHFFFAOYSA-N
Summenformel
C2H2Cl2F2
Durchschnittliche Molmasse
134,94 g/mol
Monoisotopische Masse
133,95016186

Überblick

1,2-dichloro-1,1-difluoroethane is a colorless odorless liquid. Nonflammable.

Namen und Bezeichner

Bevorzugter Name
1,2-Dichloro-1,1-difluoroethane
IUPAC
1,2-dichloro-1,1-difluoroethane
Lokaler Name
1,2-Dichlor-1,1-difluorethan
Englischer Name
1,2-Dichloro-1,1-difluoroethane
Summenformel
C2H2Cl2F2
Molmasse
134.94

Namen und Synonyme

1,2-DICHLORO-1,1-DIFLUOROETHANE1649-08-7HCFC-132bEthane, 1,2-dichloro-1,1-difluoro-K90K8VM1NQDTXSID5031393RefChem:4115751,2-DCDFEDTXCID3011393216-714-2DICHLORODIFLUOROETHANE1,2-dichloro-1,1-difluoro-ethane
Weitere Namen anzeigen
R-132bCFC-132bHFA-132BFron-132bFreon-132bhcfc-132b[qr]Abacavir Impurity 27
1,1-Difluoro-1,2-dichloroethaneMFCD00042125CF2ClCH2ClHSDB 67581,2-dichloro-2,2-difluoroethaneEthane, dichlorodifluoro-EINECS 216-714-2UNII-K90K8VM1NQ

Datenbank-Bezeichner

CAS
1649-08-7、25915-78-0
PubChem CID
15442
DTXSID
DTXSID5031393
UNII
K90K8VM1NQ
EC Number
216-714-2
Nikkaji
J28.324J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,2
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
6

Experimentelle und physikochemische Eigenschaften

SolventsSolvents -> Chlorofluorocarbons
SpringerMaterials PropertiesBoiling point
Density1.4163 g/cu cm @ 20 °C
Color/FormColorless
SolubilityIn water, 850 mg/l @ 24 °C
Boiling Point46.8 °C @ 760 mm Hg

Physikochemische Eigenschaften

Schmelzpunkt
-101 · -101,2°C
Siedepunkt
46 · 46-47°C
Dichte
1 · 1,416 g/cm3
Brechungsindex
1.3619 · 1.3619
Henry's Law Constant
1.4 · 1.4×10-4 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
CAS Datenbank
1649 · 1649-08-7(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 7.3% (3 of 41) of reports.

Warning

H319 (92.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 2 Einträge

S - indicates a substance that is identified in a final Significant New Use Rule.

Dichlorodifluoroethane: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

DOT LabelClass 9
Fire HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Fire PotentialNonflammable
Health HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Hazards SummaryAn irritant; Effects in high-dose animal studies include anesthesia, liver injury, and reproductive effects; An ozone depleter; [MSDSonline]

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
First AidExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 2 Einträge

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.

Because of recent discovery of potential ozone decomposition in the stratosphere by fluorotrichloromethane, this material should be released to the environment only as a last resort. Waste material should be /recovered and/ returned to the vendor, or to licensed waste disposal company.

Preventive Measures · 5 Einträge

SUFFICIENT EXHAUST & GENERAL VENTILATION SHOULD BE PROVIDED TO KEEP VAPOR CONCN BELOW RECOMMENDED LEVELS. /FLUOROCARBONS/

INHALATION OF FLUOROCARBON VAPORS SHOULD BE AVOIDED. /FLUOROCARBONS/

Forced air ventilation at the level of vapor concentration together with the use of individual breathing devices with independent air supply will minimize the risk of inhalation. Lifelines should be worn when entering tanks or other confined spaces. /Fluorocarbons/

Enclosure of process materials and isolation of reaction vessels and proper design and operation of filling heads for packaging and shipping /are administrative controls that may be instituted to limit occupational exposure to fluorocarbons during manufacture, packaging, and use/. /Fluorocarbons/

For more Preventive Measures (Complete) data for 1,2-DICHLORO-1,1-DIFLUOROETHANE (7 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

Toxikologische Informationen

Interactions · 2 Einträge

IF INHALATION OCCURS, EPINEPHRINE OR OTHER SYMPATHOMIMETIC AMINES & ADRENERGIC ACTIVATORS SHOULD NOT BE ADMIN SINCE THEY WILL FURTHER SENSITIZE HEART TO DEVELOPMENT OF ARRHYTHMIAS. /FLUOROCARBONS/

... THE COMBINATION OF FLUOROCARBON WITH A SYMPATHOMIMETIC BRONCHODILATOR IS POTENTIALLY DANGEROUS FOR THE TREATMENT OF BRONCHIAL ASTHMA. FOR THE SAME REASON, SYMPATHOMIMETIC DRUGS ARE CONTRAINDICATED IN CARDIAC RESUSCITATION OF PATIENTS SUFFERING FROM FLUOROCARBON POISONING. /FLUOROCARBON POISONING/

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 107(SRC), determined from a water solubility of 850 mg/l(2) and a regression-derived equation(3), indicates that 1,2-dichloro-1,1-difluoroethane is expected to have high mobility in soil(SRC). Volatilization of 1,2-dichloro-1,1-difluoroethane from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 0.071 atm-cu m/mole(SRC), based upon its vapor pressure, 340 mm Hg(4), and water solubility(2). The potential for volatilization of 1,2-dichloro-1,1-difluoroethane from dry soil surfaces may exist(SRC) based upon its vapor pressure(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 107(SRC), determined from a water solubility of 850 mg/l(2) and a regression-derived equation(3), indicates that 1,2-dichloro-1,1-difluoroethane is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a an estimated Henry's Law constant of 0.0710 atm-cu m/mole calculated from its vapor pressure, 340 mm Hg(4), and water solubility(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.2 hours and 4.6 days, respectively(SRC). According to a classification scheme(5), a BCF of 14(SRC), estimated from its water solubility and a regression-derived equation(3), 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), 1,2-dichloro-1,1-difluoroethane, which has a vapor pressure of 340 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,2-dichloro-1,1-difluoroethane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is about 1,000 days(SRC), calculated from its rate constant of 1.6X10-14 cu cm/molecule-sec at 25 °C(3). The water solubility of 1,2-dichloro-1,1-difluoroethane of 850 mg/l at 24 °C(4), indicates that it may undergo atmospheric removal by wet deposition processes; however, any removed by this process is expected to rapidly revolatilize to the atmosphere(SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Ongoing Test Status · 1 Eintrag

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=1649-08-7]

Soil Adsorption/Mobility · 1 Eintrag

The Koc of 1,2-dichloro-1,1-difluoroethane is estimated as 107(SRC), using a water solubility of 850 mg/l(1)and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1,2-dichloro-1,1-difluoroethane is expected to have high mobility in soil.

Human Toxicity Excerpts · 5 Einträge

EXCESSIVE SKIN CONTACT WITH LIQ FLUOROCARBONS SHOULD BE MINIMIZED TO PREVENT DEFATTING OF SKIN ... /FLUOROCARBONS/

FLUOROCARBON VAPORS ARE 4 TO 5 TIMES HEAVIER THAN AIR. THUS HIGH CONCN TEND TO ACCUMULATE IN LOW-LYING AREAS, RESULTING IN HAZARD OF INHALATION OF CONCENTRATED VAPORS, WHICH MAY BE FATAL. /FLUOROCARBONS/

UNDER CERTAIN CONDITIONS, FLUOROCARBON VAPORS MAY DECOMPOSE ON CONTACT WITH FLAMES OR HOT SURFACES, CREATING POTENTIAL HAZARD OF INHALATION OF TOXIC DECOMPOSITION PRODUCTS. /FLUOROCARBONS/

CLINICAL PATHOLOGISTS EXPOSED TO FLUOROCARBONS IN THE PREPN OF FROZEN TISSUE SECTIONS HAVE BEEN SEEN TO DEVELOP CORONARY HEART DISEASE. /FLUOROCARBONS/

For more Human Toxicity Excerpts (Complete) data for 1,2-DICHLORO-1,1-DIFLUOROETHANE (7 total), please visit the HSDB record page.

Regulatorische Informationen

TSCA Requirements · 1 Eintrag

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2-dichloro-1,1-difluoroethane is included on this list.

Sicherheitsdaten

tsca
TSCA listed
ridadr
3082
risk_code
59
hazard_code
Xi
hazard_note
Irritant
safety_code
23-36/37/39

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 5 Einträge

... It is expected that /HCFCs/ would be metabolized by a cytochrome P-450-dependent monooxygenase liver enzyme to give reactive metabolic products. /HCFCs/

In a metabolism study using intraperitoneal admin of HCFC 132b to rats, 2-chloro-2,2-difluoroethylglucuronide, chlorodifluoroacetaldehyde (hydrated & conjugated) & chlorodifluoroacetic acid were identified in the urine. Formation & excretion of chlorodifluoroacetic acid were incr after repeated injection of the animals with HCFC 132b. In vitro experiments using rat liver microsomes suggested the involvement of cytochrome P-450 IIEI in the initial hydroxylation step. No evidence for covalent binding of fluorinated metabolites to liver proteins has been observed.

The chlorofluorocarbon substitute 1,1,1,2-tetrafluoroethane (HFC-134a) is subject to metabolism by cytochrome p450 in hepatic microsomes from rat, rabbit, and human. In rat and rabbit, the p450 form 2E1 is a predominant low-KM, high-rate catalyst of HFC-134a biotranformation and is prominently involved in the metabolism of other tetrahaloalkanes of greater toxicity than HFC-134a (e.g. 1,2-dichloro-1,1-difluoroethane (HCFC-132b)). In this study, we determined that the human ortholog of p450 2E1 plays a role of similar importance in the metabolism of HFC-134a. In human hepatic microsomes from 12 individuals, preparations from subjects with relatively high p450 2E1 levels were shown to metabolize HFC-134a at rates 5- to 10-fold greater than microsomes of individuals with lower levels of this enzyme; the increased rate of metabolism of HFC-134a was specifically linked to increased expression of p450 2E1. The primary evidence for the conclusion is drawn from studies using mechanism-based inactivation of p450 2E1 by diethyldithiocarbamate, competitive inhibition of HFC-134a oxidation by p-nitrophenol (a high-affinity substrate for p450 2E1), strong positive correlations of rates of HFC-134a defluorination with p-nitrophenol hydroxylation in the study population, and correlation of p450 2E1 levels with rates of halocarbon oxidation. Thus, our findings support the conclusion that human metabolism of HFC-134a is qualitatively similar to that of the species (rat and rabbit) used for toxicological assessment of this halocarbon. Although hazard from HFC-134a exposure is not anticipated in most humans (based on toxicological evaluation in laboratory animals), our results suggest that HFC-134a exposure should be minimized for individuals with chemical exposure histories commensurate with elevation of p450 2E1 (i.e. frequent contact with agents such as ethanol, trichloroethylene, or pyridine). Furthermore, these findings suggest that toxicity assessment of certain other haloethanes currently under consideration as replacements for chlorofluorocarbons should be considered in animals with elevated p450 2E1.

1-Fluoro-1,1,2-trichloroethane (HCFC-131a), 1,2-dichloro-1,1-difluoroethane (HCFC-132b), and 1,1,1-trifluoro-2-chloroethane (HCFC-133a) were chosen as models for comparative metabolism studies on 1,1,1,2-tetrahaloethanes, which are under consideration as replacements for ozone-depleting chlorofluorocarbons (CFCs). Male Fischer 344 rats were given 10 mmol/kg ip 1-fluoro-1,1,2-trichloroethane or 1,2-dichloro-1,1-difluoroethane or exposed by inhalation to 1% 1,1,1-trifluoro-2-chloroethane for 2 hr. Urine collected in the first 24 hr after exposure was analyzed by 19F NMR and GC/MS and with a fluoride-selective ion electrode for the formation of fluorine-containing metabolites. Metabolites of 1-fluoro-1,1,2-trichloroethane included 2,2-dichloro-2-fluoroethyl glucuronide, 2,2-dichloro-2-fluoroethyl sulfate, dichlorofluoroacetic acid, and inorganic fluoride. Metabolites of 1,2-dichloro-1,1-difluoroethane were characterized as 2-chloro-2,2-difluoroethyl glucuronide, 2-chloro-2,2-difluoroethyl sulfate, chlorodifluoroacetic acid, chlorodifluoroacetaldehyde hydrate, chlorodifluoroacetaldehyde-urea adduct, and inorganic fluoride. 1,1,1-Trifluoro-2-chloroethane was metabolized to 2,2,2-trifluoroethyl glucuronide, trifluoroacetic acid, trifluoroacetaldehyde hydrate, trifluoroacetaldehyde-urea adduct, inorganic fluoride, and a minor, unidentified metabolite. With 1-Fluoro-1,1,2-trichloroethane and 1,2-dichloro-1,1-difluoroethane, glucuronide conjugates of 2,2,2-trihaloethanols were the major urinary metabolites, whereas with 1,1,1-trifluoro-2-chloroethane, a trifluoroacetaldehyde-urea adduct was the major urinary metabolite. Analysis of metabolite distribution in vivo indicated that aldehydic metabolites increased as fluorine substitution increased in the order 1-Fluoro-1,1,2-trichloroethane < 1,2-dichloro-1,1-difluoroethane < 1,1,1-trifluoro-2-chloroethane. With NADPH-fortified rat liver microsomes, 1,1,1-trifluoro-2-chloroethane and 1,2-dichloro-1,1-difluoroethane were biotransformed to trifluoroacetaldehyde and chlorodifluoroacetaldehyde, respectively, whereas 1-Fluoro-1,1,2-trichloroethane was converted to dichlorofluoroacetic acid. No covalently bound metabolites of 1-Fluoro-1,1,2-trichloroethane and 1,1,1-trifluoro-2-chloroethane metabolites were detected by 19F NMR spectroscopy. The nature of the identified organic fluorine-containing metabolites indicates that cytochrome p450-dependent oxidation predominates in the metabolism of these 1,1,1,2-tetrahaloethanes. The generation of fluoride from the fluorodihalomethyl group (-CFX2) apparently arises from a separate dehalogenation pathway.

For more Metabolism/Metabolites (Complete) data for 1,2-DICHLORO-1,1-DIFLUOROETHANE (7 total), please visit the HSDB record page.

Absorption, Distribution and Excretion · 5 Einträge

... MAIN FACTOR AFFECTING FATE OF FLUOROCARBONS IS BODY FAT, WHERE THEY ARE CONCENTRATED & SLOWLY RELEASED INTO BLOOD @ CONCN THAT SHOULD NOT CAUSE ANY RISK OF CARDIAC SENSITIZATION. /FLUOROCARBONS/

THERE IS A SIGNIFICANT ACCUMULATION OF FLUOROCARBONS IN BRAIN, LIVER & LUNG COMPARED TO BLOOD LEVELS, SIGNIFYING A TISSUE DISTRIBUTION OF FLUOROCARBONS SIMILAR TO THAT OF CHLOROFORM. /FLUOROCARBONS/

Absorption of fluorocarbons is much lower after oral ingestion (35-48 times) than after inhalation. ... The lung generally has the highest fluorocarbon concentrations on autopsy. /Fluorocarbons/

Although fluorocarbons cause cardiac sensitization in certain animal species, rapid elimination prevents the development of cardiotoxic concentrations from aerosol bronchodilator use except at exceedingly high doses (12 to 24 doses in 2 minutes). /Fluorocarbons/

FLUOROCARBON COMPOUNDS ARE LIPID-SOLUBLE AND THUS ARE GENERALLY WELL ABSORBED THROUGH LUNG. ABSORPTION AFTER INGESTION IS 35 TO 48 TIMES LOWER THAN AFTER INHALATION. ... FLUOROCARBONS ARE ELIMINATED BY WAY OF LUNG. /FLUOROCARBON COMPOUNDS/

Verwendung und Herstellung

Uses · 3 Einträge

A potential substitute for some ozone depleting chlorofluorocarbons; [HSDB]

1,2-Dichloro-1,1- difluoroethane is a potential substitute for some ozone depleting chlorofluorocarbons and a model for other 1,1,1,2-tetrahaloethanes under consideration as chlorofluorocarbon substitutes.

Mechanical vapor compression systems use fluorocarbons for refrigeration and air conditioning and account for ... majority of refrigeration capability in us. ... fluorocarbons are used as refrigerants in home appliances, mobile air conditioning units, retail food refrigeration systems and ... chillers. /Fluorocarbons/

Methods of ManufacturingThe most important commercial method of manufacturing HCFCs is the successive replacement of chlorine by fluorine using HF. /HCFCs/
General Manufacturing Information · 3 Einträge

Ethane, 1,2-dichloro-1,1-difluoro-: ACTIVE

1,2-Dichloro-1,1-difluoroethane is not produced in commodity quantities.

... /The use of chlorofluorocarbons for aerosol sprays/ was prohibited in 1979 except for a few specialized items, because of their depleting effect on stratospheric ozone. /Chlorofluorocarbons/

Anwendungen · 1 Eintrag

Verwenden1,2-Dichloro-1,1-difluoroethane is a refrigerant which maintains thermal conductivity. A chlorofluorocarbon which contributes to ozone depletion and is recognized as an environmental pollutant.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.

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