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2-Chlor-1-oxo-ethan
2-Chloroacetaldehyde · CHLORACETALDEHYDE · 2-Chloroethanal · Chloroethanal · Chloroacetalaldehyde · Chloroacetaldehyde, 40 wt.% solution in water · CLACH · CH2ClCHO
Identifikatoren & physikalische Daten
| CAS No. | 107-20-0 |
|---|---|
| Summenformel | C2H3ClO |
| Durchschnittliche Molmasse | 78,5 g/mol |
| Monoisotopische Masse | 77,9872424 g/mol |
| SMILES | O=CCCl |
| InChIKey | QSKPIOLLBIHNAC-UHFFFAOYSA-N |
| PubChem CID | 33 |
| ChEMBL | CHEMBL506976 |
| ChEBI | CHEBI:27871 |
| EC No. | 203-472-8 |
| DTXSID | DTXSID4020292 |
| Lokaler Name | 2-Chlor-1-oxo-ethan |
Chemische & physikalische Eigenschaften
| XLogP | 0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 4 |
| Formalladung | 0 |
| Komplexität | 20 |
| LogP (Verteilungskoeffizient) | 0.37 |
| Geruch | Acrid, penetrating odor |
| Dichte | 1.19 at 77 °F (USCG, 1999) - Denser than waterwill sink1.19 g/cu cm at 25 °CRelative density (water = 1): 1.19 (40% solution)1.19 (40% solution)1.19 @25 °C1.236 g/mL at 25 °C |
| Color/Form | Colorless liquid [Note: Typically found as a 40% aqueous solution] |
| Löslichkeit | greater than or equal to 100 mg/mL at 66 °F (NTP, 1992)Miscible in all proportions with waterSoluble in etherSoluble in acetone and methanolSolubility in water: miscibleSoluble in ether (Weast, 1986), acetone, and methanol (Hawley, 1981)soluble in acetone, methanol. Fully miscible in water. |
| Flammpunkt | 190 °F (NTP, 1992)87 °C190 °F (87.7 °C) CLOSED CUP88 °C c.c.190 °F (40% solution)128 °F |
| Siedepunkt | 185 °F at 760 mmHg (NTP, 1992)85.5 °CPlatelets from waterbp: 85.5 °C with decomposition into water and chloraldehydemp 43-50 °Csoluble in water, alcohol, ether /Chloroacetaldehyde hemihydrate/85-100 °C (40% solution)186 °F85.5 °C @760 [mm Hg]80-100 °C(lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /hydrogen chloride/. |
| Schmelzpunkt | 3 °F (USCG, 1999)-16.3 °C16 °C (40% solution)3 °F (40% solution)-28--23°C |
| Dampfdichte | 2.7 (40% aqueous solution) (NTP, 1992) - Heavier than airwill sink (Relative to Air)Relative vapor density (air = 1): 2.7 |
| Geruchsschwelle | Odor threshold: 3.0 mg/cu m |
| Polymerization | Anhydrous substance polymerizes on standing but reverts to the monomer on distillation. |
| Dampfdruck | 100 at 20 °C (NIOSH, 1997) |
| Brechungsindex | n20/D 1.407 |
| Aggregatzustand | Colorless liquid |
| Merck | 2109 |
| BRN | 1071226 |
| Henry-Konstante | 1.9×10-1 mol/(m3Pa) at 25℃, Wang et al. (2017) |
| InChI | 1S/C2H3ClO/c3-1-2-4/h2H,1H2 |
| InChIKey | QSKPIOLLBIHNAC-UHFFFAOYSA-N |
| SMILES | [H]C(=O)CCl |
| LogP (Verteilungskoeffizient) | 0.62 at 25℃ and pH5.8 |
| CAS Datenbank | 107-20-0(CAS DataBase Reference) |
| NIST chemische Informationen | Acetaldehyde, chloro-(107-20-0) |
| EPA chemische Informationen | Chloroacetaldehyde (107-20-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]H311: Toxic in contact with skin [Danger Acute toxicity, dermal]H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H330: Fatal if inhaled [Danger Acute toxicity, inhalation]H351: Suspected of causing cancer [Warning Carcinogenicity]H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]P203, P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P318, P320, P321, P330, P361+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| Hazards Identification | Toxic/poison by inhalation (TIH/PIH) |
| Regulatorische Informationen | Chemical: Acetaldehyde, chloro-Status: Active Update: 04-12-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/8143Acetaldehyde, chloro-: Does not have an individual approval but may be used under an appropriate group standardThe 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.) |
| Weitere Sicherheitsinformationen | IMAP assessments - Acetaldehyde, chloro-: Human health tier II assessmentIMAP assessments - Acetaldehyde, chloro-: Environment tier I assessment |
| DOT-Kennzeichnung | Poison Inhalation Hazard |
| Brandgefahren | Special Hazards of Combustion Products: Contain poisonous and irritating chloride gases.Behavior in Fire: May yield highly toxic chloride fumes when heated to decomposition. (USCG, 1999)· Combustible material: may burn but does not ignite readily.· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.· Corrosives in contact with metals may evolve flammable hydrogen gas.· Containers may explode when heated.· Runoff may pollute waterways.· Substance may be transported in a molten form.Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 88 °C explosive vapour/air mixtures may be formed. |
| Brandpotenzial | MODERATE, WHEN EXPOSED TO HEAT OR FLAME |
| Gesundheitsgefahren | Poisonousmay be fatal if inhaled, swallowed or absorbed through the skin. Overexposure causes intense irritation and edema of the eyes, mucous membranes, respiratory tract, and skin. Prolonged exposure causes tissue destruction, chemical burns and residual scarring. The eyes may experience permanent damage. (USCG, 1999)· TOXIC and/or CORROSIVEinhalation, ingestion or skin contact with material may cause severe injury or death.· Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears).· Contact with molten substance may cause severe burns to skin and eyes.· Avoid any skin contact.· Fire may produce irritating, corrosive and/or toxic gases.· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. |
| Gefahrenübersicht | Liquid causes second or third degree burns after short contact[CHRIS] Exposed subjects complain of mucous membrane irritation, tearing, coughing, and choking[ACGIH] Can cause pulmonary edema after heavy inhalation exposure[ICSC] |
| DOT-Nummer und Handbuch | 2232 153 |
| Reaktive Gruppe | AldehydesHalogenated Organic CompoundsPolymerizable Compounds |
| EG-Einstufung | Symbol: T+, NR: 24/25-26-34-40-50S: (1/2)-26-28-36/37/39-45-61 |
| UN-Einstufung | UN Hazard Class: 6.1UN Pack Group: IUN Pack Group: II |
| Brandbekämpfung | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:SMALL FIRE: Dry chemical, CO2 or water spray.LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal.FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Do NOT induce vomiting. Refer for medical attention . |
| Freisetungsmaßnahmen | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· Keep unauthorized personnel away.· Stay upwind, uphill and/or upstream.· Ventilate closed spaces before entering, but only if properly trained and equipped.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.· Stop leak if you can do it without risk.· Prevent entry into waterways, sewers, basements or confined areas.· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.· DO NOT GET WATER INSIDE CONTAINERS. |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.INHALATION: IMMEDIATELY leave the contaminated areatake deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be usedif not available, use a level of protection greater than or equal to that advised under Protective Clothing.INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting. Thus, the risk of increasing the medical problems by inducing vomiting of a volatile corrosive chemical is very high. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)General First Aid:· Call 911 or emergency medical service.· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.· Move victim to fresh air if it can be done safely.· Administer oxygen if breathing is difficult.· If victim is not breathing:-- DO NOT perform mouth-to-mouth resuscitationthe victim may have ingested or inhaled the substance.-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.· Remove and isolate contaminated clothing and shoes.· For minor skin contact, avoid spreading material on unaffected skin.· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.· For severe burns, immediate medical attention is required.· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.· Keep victim calm and warm.· Keep victim under observation.· For further assistance, contact your local Poison Control Center.· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.Specific First Aid:· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.(General first aid procedures)Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.Skin: Water flush immediately - If this chemical contacts the skin, immediately flush the contaminated skin with water. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water. Get medical attention promptly.Breathing: Respiratory supportSwallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately. |
| Sichere Lagerung | Separated from strong oxidants, acids, metals and food and feedstuffs. |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA).· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.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]. |
| Brandbekämpfungsverfahren | Use water spray, powder, alcohol-resistant foam, carbon dioxide. /Chloroacetaldehyde (40% Solution)/In case of fire: keep drums, etc., cool by spraying with water. /Chloroacetaldehyde (40% Solution)/In fire fighting conditions use a self-contained breathing apparatus with a full facepiece operated in pressure-demand or positive pressure mode. |
| Lagerbedingungen | Safe Storage: Separated from strong oxidants, acids, metals and food and feedstuffs. /Chloroacetaldehyde (40% Solution)/ |
| Reinigungsverfahren | Personal protection: complete protective clothing including self-contained breathing apparatus. Ventilation. Collect leaking liquid in sealable containers. Wash away remainder with plenty of water. /Chloroacetaldehyde (40% Solution)/1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quantities, absorb on paper towels. Evaporate in a safe place (such as a fume hood). Allow sufficient time for evaporating vapors to completely clear the hood ductwork. Burn the paper in a suitable location away from combustible materials. |
| Freisetung ohne Brand | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2024) |
| Entsorgungsverfahren | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal and plant lifeand conformance with environmental and public health regulations....By atomizing in a suitable combustion chamber equipped with an effluent gas cleaning device.A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids. A potential candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. |
| Verschüttetes entsorgen | Evacuate danger area! Consult an expert! Personal protection: complete protective clothing including self-contained breathing apparatus. Ventilation. Collect leaking liquid in sealable containers. Wash away remainder with plenty of water. |
| Zielorgane | Eyes, skin, respiratory system |
| Ökotoxizitätswerte | EC50Species: Scenedesmus subspicatus (Green Algae) exponential growth phaseConditions: freshwater, static, 24 °C, pH 8.0-9.3Concentration: 550 ug/L for 48 hrEffect: decreased population biomass /50% purity formulation/Concentration: 2200 ug/L for 48 hrEffect: general population changes, decreased population /50% purity formulation/LC50Species: Nitocra spinipes (Harpacticoid Copepod)Conditions: saltwater, staticConcentration: 1500 ug/L for 96 hr (95% confidence interval: 1200-1800 ug/L) /formulation/Species: Daphnia magna (Water Flea) age < or =24 hrConditions: freshwater, static, 25 °C, pH > or = 7.0, dissolved oxygen > or =58%Concentration: 15000 ug/L for 24 hrEffect: intoxication, immobilization /50% purity formulation/ |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that chloroacetaldehyde is expected to have very high mobility in soil(SRC). Volatilization of chloroacetaldehyde from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.4X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Chloroacetaldehyde is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 64.3 mm Hg at 25 °C(4). Biodegradation of chloroacetaldehyde may be important based on degradation studies of 2-chloroethanol which has been shown to degrade via 2-chloroacetaldehyde and 2-chloroacetate to glycollic acid by Pseudomonas CE1r that was isolated from soil(5).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that chloroacetaldehyde is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 2.4X10-5 atm-cu m/mole(SRC), developed 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 35 hours and 13 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 0.09(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Chloroacetaldehyde has a reported hydrolysis rate of 2X10-6 to 5X10-6/hour at 37 °C(6). Biodegradation of chloroacetaldehyde may be important based on degradation studies of 2-chloroethanol which has been shown to degrade via 2-chloroacetaldehyde and 2-chloroacetate to glycollic acid by Pseudomonas CE1r that was isolated from soil(7).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), chloroacetaldehyde, which has a vapor pressure of 64.3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase chloroacetaldehyde 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 4.3 days, calculated from its rate constant of 3.1X10-12 cu cm/molecule-sec(3). Chloroacetaldehyde does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns.Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| Expositionspfade | The substance can be absorbed into the body by inhalation of its vapour and by ingestion.inhalation, skin absorption, ingestion, skin and/or eye contact |
| Signs and Symptoms | Burning sensation. Cough. Laboured breathing. Sore throat. Symptoms may be delayed.Redness. Serious skin burns. Pain. Blisters.Redness. Pain. Loss of vision. Severe deep burns.Abdominal pain. Burning sensation.irritation skin, eyes, mucous membraneeye damagepulmonary edemaskin, respiratory system sensitization |
| Effluent Concentrations | Chloroacetaldehyde was identified as a contaminate produced during the bleaching process at pulp mills and was detected in the effluent(1). |
| ICSC Environmental Data | This substance may be hazardous to the environment. Special attention should be given to water quality. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal. |
| Medical Surveillance | 1) Initial Medical Screening: Employees should be screened for history of certain medical conditions ... which might place the employee at increased risk from chloroaldehyde exposure. /The medical conditions are/: eye disease ... skin disease ... chronic respiratory disease ... kidney disease ... liver disease ... Periodic Medical Examination: Any employee developing the above-listed conditions should be referred for further medical examination. |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc of chloroacetaldehyde can be estimated to be 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that chloroacetaldehyde is expected to have very high mobility in soil. |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ During low exposures, the initial discomfort generally abated after 5 or 10 minutes but recurred if exposure resumed after interruption. Any vapor concentration producing even slight irritation in humans was believed to be potentially injurious on single, prolonged or repeated exposure. Eye contact by a 40% aqueous solution presented a serious hazard of injury, including tissue destruction./SIGNS AND SYMPTOMS/ ... The low-molecular-weight aldehydes and the halogenated aldehydes, such as chloroacetaldehyde, were particularly irritating and presented a serious hazard from exposure to the vapors. The mucous membranes of the nasal and oral passages and the upper respiratory tract were affected, producing a burning sensation, an increased ventillation rate, bronchial constriction, choking, and coughing. The eyes teared and a burning sensation was noted on the skin of the face./GENOTOXICITY/ Chloroacetaldehyde (CAA) reacts with DNA bases, forming hydroxyethano derivatives of different stability, which are subsequently converted into etheno (epsilon) adducts: epsilon A, epsilon C, epsilon G. DNA polymerase fingerprint analysis was used to study the distribution of CAA-induced modifications in the p53 sequence. A plasmid bearing cDNA containing the human p53 gene was reacted in vitro with CAA, then dehydrated for conversion of hydroxyethano into etheno adducts, and primer extension by T7 DNA polymerase in the presence of four dNTPs was performed. The DNA repair enzymes methylpurine-DNA glycosylase and Escherichia coli exonuclease III were used to convert epsilon A residues in the template into DNA strand breaks, which enabled precise localization of the epsilon A residues within the p53 gene. Hydroxyethano derivatives of adenine and cytosine in a template blocked T7 DNA polymerase and caused premature chain termination opposite adenine or one base before cytosine. After dehydration, both epsilon A and epsilon C were much more easily by-passed by T7 DNA polymerase. Formation of epsilon G was identified as 'stop bands' one base before guanine residues. Modification of cytosine and guanine was additionally recognized by weakening or disappearance of non-specific stops on an undamaged template, probably due to steric hindrance by the tertiary DNA structure for polymerase. Etheno adduction of cytosine and guanine relaxed the compact DNA structure and enabled DNA polymerase to by-pass. In exons 5-8 of p53, 143 out of 500 sites appeared to be damaged by CAA, with four particularly densely modified regions between codons 135-147, 218-222, 234-255 and 284-292. The pattern of modification followed the pattern of p53 mutations found in vinyl chloride-associated liver angiosarcomas in humans and rats, but only in regions that showed 100% homology with the human sequence. .../GENOTOXICITY/ Vinyl chloride (VC), a known human and rodent carcinogen, is metabolically activated by cytochrome P450 to chloroethylene oxide (CEO), which can rearrange to chloroacetaldehyde (CAA) or undergo hydrolysis. To further understand the roles of CEO and CAA in VC mutagenesis, the types and frequencies of mutations induced at the hypoxanthine (guanine) phosphoribosyl-transferase (hprt) locus were examined in a human B-lymphoblastoid line constitutively expressing human cytochrome P450 2E1 (H2E1 cells). VC was toxic and mutagenic to H2E1 cells as a function of incubation timeexposure to 7.5% VC in air resulted in 75% survival and an hprt mutant frequency of 42 x 10(-6) after 48 hr, compared to 5.7 +/- 2.7 x 10(-6) for unexposed cells. The exposure of H2E1 cells to 0.8 to 15.0% VC in air produced similar mutant frequencies without a clear dose-response relationship, suggesting saturation of metabolic activation. Both CEO and CAA exhibited dose-dependent increases in cell killing and mutant frequency in H2E1 cells. Treatment with 16 uM CEO for 24 hr resulted in 75% survival and an induced mutant frequency of 23 x 10(-6), while 16 uM CAA produced 5% survival and an induced mutant frequency of 20 x 10(-6). Structural alterations at the hprt locus in independent thioguanine-resistant clones were examined by Southern blot analysis of Pst I-digested DNA with a full-length human hprt cDNA probe. Ten percent (5/50) of VC-induced and 18% (7/38) of CEO-induced mutants showed detectable deletions, compared with 45% (9/20) of CAA-induced mutants. Thus, VC and CEO displayed similar toxicity/mutation profiles and a similar frequency of large deletions, whereas CAA displayed greater toxicity and a larger frequency of deletion mutations. These results suggest that the majority of mutations induced by VC occur through its metabolite, CEO.For more Human Toxicity Excerpts (Complete) data for CHLOROACETALDEHYDE (6 total), please visit the HSDB record page. |
| Artificial Pollution Sources | Chloroacetaldehyde's production and use in the manufacture of agrochemicals and pharmaceuticals and as a raw material to make dyestuffs(1) may result in its release to the environment through various waste streams(SRC). Chloroacetaldehyde was identified as a contaminate produced during the bleaching process at pulp mills and was detected in the effluent(2). |
| RCRA-Anforderungen | P023As stipulated in 40 CFR 261.33, when acetaldehyde, chloro-, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)). |
| TSCA-Anforderungen | Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 9/30/91Reporting date: 11/27/91.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. Acetaldehyde, chloro- is included on this list. Effective date: 9/30/91Sunset date: 6/30/98. |
| CERCLA-Meldepflichtmengen | Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV.D.3.b). |
| Arbeitsplatzgrenzwert (OEL) | Ceiling: 1 ppm (3 mg/m3) |
| Wassergefährdungsklasse (WGK) | - |
| Sofort lebensgefährliche Konzentration | 45 ppm |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2232 |
| Zollcode | 29130000 |
| RTECS-Nr. | AB2450000 |
| R-Sätze (R) | 24/25-26-34-40-50-35 |
| Toxizität | Acute oral LD50 for rats 75 mg/kg, mice 69 mg/kg (quoted, RTECS, 1985). |
| Gefahrensymbole | T+,N |
| Sicherheitshinweise (S) | 26-28-36/37/39-45-61 |
| Gefahrenklasse | 6.1Acute Tox. 1 InhalationAcute Tox. 2 DermalAcute Tox. 3 OralAquatic Acute 1Carc. 2Eye Dam. 1Skin Corr. 1BSTOT SE 3 |
| Verpackungsgruppe | I |
| Lagerklasse | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| Gefahrstoffdaten | 107-20-0(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
Chloroacetaldehyde is used in the productionof 2-aminothiazole.