StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
Huagongshe Open Project：[email protected]KI-Anbindung: llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.7.8
Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 67180Erstellt: 27. Oktober 2026

Acetonoxim

ACETOXIME · Acetonoxime · DMKO · 2-PROPANONE OXIME · Acetoxim · Tone Oxime · (CH3)2C=NOH · ACETONE OXIME

https://huagongshe.com/de/chemical/67180

Molekülstruktur von Acetonoxim

Identifikatoren & physikalische Daten

CAS No.127-06-0
SummenformelC3H7NO
Durchschnittliche Molmasse73,09 g/mol
Monoisotopische Masse73,05276384 g/mol
SMILESCC(C)=NO
InChIKeyPXAJQJMDEXJWFB-UHFFFAOYSA-N
PubChem CID67180
ChEBICHEBI:15349
EC No.204-820-1
DTXSIDDTXSID6020010
Lokaler NameAcetonoxim

Chemische & physikalische Eigenschaften

XLogP0,1
Polarare Oberfläche (TPSA)32,6
H-Brücken-Donoren1
H-Brücken-Akzeptoren2
Frei drehbare Bindungen0
Schwere Atome5
Formalladung0
Komplexität44,9
StoffklassenNitrogen Compounds -> Oximes
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP (Verteilungskoeffizient)log Kow = 0.12
DichteDensity: 0.9113 g/cm cu at 62 °C0.901 g/mL at 25 °C(lit.)
Color/FormColumnar prismsColorless crystals
LöslichkeitIn water, 30.0 to 32.7% w/w at 20.0 °CSoluble in waterSoluble in ethanol, diethyl ether, chloroform, ligroinChloroform (Sparingly), Methanol (Slightly)330 g/L (20 ºC)
Siedepunkt133 °CBoiling point = 134.8 °C at 728 mm Hg135 °C(lit.)
DecompositionHazardous decomposition products formed under fire conditions. - Carbon oxides, Nitrogen oxides (NOx)When heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Schmelzpunkt61 °C60-63 °C(lit.)
Dampfdruck3.12 [mmHg]1.82 mm Hg at 25 °C (242 hPa)1.64-2.42hPa at 25℃
BrechungsindexRefractive index = 1.4156 at 20 °C
Physical DescriptionCrystals with a chloral odor[Hawley] White powder[Alfa Aesar MSDS]
Flammpunkt60 °C
LagerbedingungenSealed in dry,Room Temperature
pKa (Säurekonstante)12.2(at 25℃)
AggregatzustandCrystals or Crystalline Solid
FarbeWhite to yellow
Wichte0.901
Merck14,75
BRN1560146
Dielektrizitätskonstante3.0(-4℃)
InChI1S/C3H7NO/c1-3(2)4-5/h5H,1-2H3
InChIKeyPXAJQJMDEXJWFB-UHFFFAOYSA-N
SMILESC\C(C)=N/O
LogP (Verteilungskoeffizient)0.077-0.2 at 22.7℃
CAS Datenbank127-06-0(CAS DataBase Reference)
NIST chemische Informationen2-Propanone, oxime(127-06-0)
EPA chemische InformationenAcetone oxime (127-06-0)

Sicherheit & Vorschriften

GHS-EinstufungDangerH312: Harmful in contact with skin [Warning Acute toxicity, dermal]P203, P260, P261, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P354+P338, P317, P318, P319, P321, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)H228 (99.3%): Flammable solid [Danger Flammable solids]P203, P210, P240, P241, P261, P264+P265, P272, P280, P302+P352, P305+P354+P338, P317, P318, P321, P333+P317, P362+P364, P370+P378, P405, and P501 (click each P-code to see the statement)
Regulatorische InformationenHazard Traits - CarcinogenicityStatus: Active Update: 17-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/57442-Propanone, oxime: Does not have an individual approval but may be used under an appropriate group standard
BrandpotenzialCombustible.
GefahrenübersichtCauses coma in intraperitoneal lethal-dose studies of mice[RTECS] An irritantHarmful by ingestion[Alfa Aesar MSDS]
Other Hazardous ReactionsConditions to avoid: Heat, flames and sparks. Incompatible materials: Strong oxidizing agents.
Hazard Classes and CategoriesFlam. Sol. 2 (99.3%)Carc. 1B
Hazardous Reactivities and IncompatibilitiesFairly easily hydrolized by dilute acids ... .
BrandbekämpfungsverfahrenSuitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary. Further information: Use water spray to cool unopened containers.
LagerbedingungenKeep container tightly closed in a dry and well-ventilated place.
ReinigungsverfahrenACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

Anwendungen & Verwendung

Verwenden

It is an intermediate used in organic synthesis and in agriculture. It is also an important raw material.

EntsorgungsverfahrenSRP: 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 air, soil or watereffects on animal, aquatic and plant lifeand conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.Product: Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Contaminated packaging: Dispose of as unused product
Preventive MeasuresGloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Provide appropriate exhaust ventilation at places where dust is formed. Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic charge.ACCIDENTAL RELEASE MEASURESPersonal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Sweep up and shovel. Contain spillage, and then collect with an electrically protected vacuum cleaner or by wetbrushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal. Contain spillage, pick up with an electrically protected vacuum cleaner or by wet-brushing and transfer to a container for disposal according to local regulationsHandle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.
Personal Protective Equipment (PPE)Eye/face protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).Skin protection: Handle with gloves.Body Protection: Complete suit protecting against chemicals. Flame retardant antistatic protective clothing.The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face particle respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
ÖkotoxizitätswerteLC50Species: Pimephales promelas (Fathead minnow) age 30 daysConditions: freshwater, flow throughConcentration: 558 mg/L for 96 hr (95% confidence interval: 504-618 mg/L) /98% purity/
UmweltverhaltenTERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1.3(SRC), determined from a log Kow of 0.12(2) and a regression-derived equation(3), indicates that acetoxime is expected to have very high mobility in soil(SRC). The pKa of acetoxime is 12.42(4), indicating that this compound will exist as its neutral species in the environment (pH 5-9). Volatilization of acetoxime from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.8X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). Acetoxime is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.82 mm Hg at 25 °C(5). A 0% of theoretical BOD using domestic sewage in the Closed Bottle test(6) suggests that biodegradation is not an important environmental fate process in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.3(SRC), determined from a log Kow of 0.12(2) and a regression-derived equation(3), indicates that acetoxime is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 7.8X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). Using this Henry's Law constant and an estimation method(5), volatilization half-lives for a model river and model lake are 4 days and 33 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 3.2(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low. A 0% of theoretical BOD using domestic sewage in the Closed Bottle test(7) suggests that biodegradation is not an important environmental fate process in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetoxime, which has a vapor pressure of 1.82 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase acetoxime 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 48 days(SRC), calculated from its rate constant of 3.3X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Acetoxime 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 WirkungenNeurotoxin - Other CNS neurotoxin
ToxizitätsübersichtIDENTIFICATION AND USE: Acetoxime is a solid. It is used in organic synthesis (intermediate), as a solvent for cellulose ethers, and as a primer for diesel fuels. HUMAN STUDIES: Acetoxime has been tested in vitro as an experimental medication for herpes infection. ANIMAL STUDIES: Acetoxime was tested for carcinogenicity by chronic administration in the drinking water to male and female rats. The dose of 1.0 g/liter was administered 5 days/week for 18 months (total dose, 6.2 -7.0 g/rat). Acetoxime induced benign hepatocellular adenomas in 80% of the males but did not produce tumors in the females. The 90 day-NOAEL of the test substance in rats by the oral route was 15 mg/kg bw/day in both sexes. No effects were observed in the reproductive organs or tissues up to the highest dose tested (50 mg/kg bw/day). Acetoxime was negative in the Ames test with TA97, TA98, TA100 and TA1535 with and without metabolic activation. Acetoxime was genotoxic in Drosophila melanogaster. When tested in vivo acetoxime was found to induce a specific pattern of base damage in rat liver DNA and RNA, including the induction of increased levels of 8-hydroxyguanine. Because acetoxime was a weaker carcinogen in female rats than male rats, its ability to induce damage in liver and kidney nucleic acids was examined in male and female rats 6 and 18 hr after administration. Significantly lower levels of 8-hydroxydeoxyguanosine, 8-hydroxyguanosine and other presumed modified nucleosides discernible by high-performance liquid chromatography with electrochemical detection were found in liver nucleic acids of female rats.
Ongoing Test StatusThe following link will take the user to the National Toxicology Program (NTP) Test Status of Agents Search page, which tabulates the results and current status of tests such as "Short-Term Toxicity Studies", "Long-term Carcinogenicity Studies", "Developmental Studies", "Genetic Toxicology Studies", etc., performed with this chemical. Testing status for acetoxime is available.[Available from, as of February 1, 2019: https://ntpsearch.niehs.nih.gov/?e=True&ContentType=Testing+Status]
Soil Adsorption/MobilityThe Koc of acetoxime is estimated as 1.3(SRC), using a log Kow of 0.12(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that acetoxime is expected to have very high mobility in soil.
Artificial Pollution SourcesAcetoxime's production and use in organic synthesis as an intermediate, as a solvent for cellulose ethers and a primer for diesel fuels may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: Acetoxime, present at 2.5 mg/L, reached 0% of its theoretical BOD in 28 days using a domestic sewage inoculum in the OECD 301D Closed Bottle testtherefore, biodegradation is not expected tp be an important environmental fate process(1).
Environmental BioconcentrationAn estimated BCF of 3 was calculated in fish for acetoxime(SRC), using a log Kow of 0.12(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(SRC).
Volatilization from Water/SoilThe Henry's Law constant for acetoxime is estimated as 7.8X10-6 atm-cu m/mole(SRC) developed using a fragment constant estimation method(1). This Henry's Law constant indicates that acetoxime is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 4 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 33 days(SRC). Acetoxime is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.82 mm Hg(3)(SRC).
Non-Human Toxicity Excerpts/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Acetoxime was tested for carcinogenicity by chronic administration in the drinking water to male and female outbred MRC-Wistar rats. The dose of 1.0 g/L was administered 5 days/week for 18 months (total dose, 6.2 -7.0 g/rat). The test compound induced benign hepatocellular adenomas in 80% of the males but did not produce tumors in the females./LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity: Initiation-Promotion/ We tested the ability of phenobarbital and two liver carcinogens, acetoxime and 1-nitroso-5,6-dihydrouracil (NDHU), to induce hyperplastic liver nodules (HLN) in MRC-Wistar and Wistar rats, using a system that included a single diethylnitrosamine (DEN) treatment, partial hepatectomy, and administration of the test compound in drinking water for 8 weeks. All three compounds induced significant HLN frequencies (number of HLN/sq cm) in both rat strains. When the results for each strain were "normalized" for each compound and then combined, HLN frequency in MRC-Wistar rats was significantly lower (P less than 0.01) than that in Wistar rats. The weak liver carcinogen 3-nitroso-2-oxazolidinone (NOZ) did not induce a significant HLN frequency in MRC-Wistar rats. Acetoxime was highly volatile and was not mutagenic in the Ames test under a variety of conditions. The results for acetoxime are of interest because simple oximes are common constituents of oil paints. HLN induction by nitrosodihydrouracil is of interest because, unlike most liver carcinogens, this compound probably does not require metabolic activation and shows only a mild acute hepatoxicity./LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ /Rat Crj:CD(SD) male/female/ The 90 day-NOAEL of the test substance in rats by oral route was 15 mg/kg bw/day in both sexes. No effects were observed in the reproductive organs or tissues up to the highest dose tested (50 mg/kg bw/day)./GENOTOXICITY/ Acetoxime (ACO) and 2-nitropropane (2-NP), both industrially important chemicals and known hepatocarcinogens in rats, induced increased levels of 8-hydroxy-guanine in liver DNA and RNA of male Sprague-Dawley and F344 rats after either oral or i.p. administration. Both compounds also produced qualitatively the same patterns of other apparent modifications of liver DNA and RNA nucleosides, discernible by HPLC with electrochemical detection. Six hours after administration, the effects of 2-NP on liver nucleic acids were more pronounced in F344 rats than in Sprague-Dawley rats, suggesting that 2-NP may prove to be a stronger carcinogen in the F344 strain. The effects of ACO, a weaker carcinogen than 2-NP, were less than those of the nitroalkane in both rat strains. These results suggest that the hepatocarcinogenicity of ACO, like that of 2-NP, may depend on increased generation of reactive oxygen species capable of producing DNA and RNA base damage in rat liver. In addition, the data support the hypothesis that the hepatocarcinogenicity of ACO depends on its partial in vivo N-oxidation to 2-NP.For more Non-Human Toxicity Excerpts (Complete) data for Acetoxime (7 total), please visit the HSDB record page.
Environmental Abiotic DegradationThe rate constant for the vapor-phase reaction of acetoxime with photochemically-produced hydroxyl radicals has been estimated as 3.3X10-13 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 48 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Acetoxime is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Acetoxime does not contain chromophores that absorb at wavelengths >290 nm(2) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
F21
Wassergefährdungsklasse (WGK)3
TSCA-Inventar-StatusTSCA listed
UN-TransportnummerUN1325
Zollcode29280000
RTECS-Nr.AL6825000
ToxizitätLD orl-rat: >500 mg/kg NCNSA6 5,26,53
Sicherheitshinweise (S)22-24/25
Gefahrenklasse4.1Acute Tox. 4 DermalCarc. 2Eye Dam. 1Flam. Sol. 2Skin Sens. 1B
VerpackungsgruppeIII
Lagerklasse4.1B - Flammable solid hazardous materials
Gefahrstoffdaten127-06-0(Hazardous Substances Data)