HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Phenylaceton
bmk · BENZYL METHYL KETONE · 1-PHENYL-2-PROPANONE · Phenylaceton · PHENYL-2-PROPANONE · 1-PHENYLACETONE · Methyl benzyl ketone · 1-Phenyl-2-acetone
Identifikatoren & physikalische Daten
| CAS No. | 103-79-7 |
|---|---|
| Summenformel | C9H10O |
| Durchschnittliche Molmasse | 134,17 g/mol |
| Monoisotopische Masse | 134,07316494 g/mol |
| SMILES | CC(=O)Cc1ccccc1 |
| InChIKey | QCCDLTOVEPVEJK-UHFFFAOYSA-N |
| PubChem CID | 7678 |
| ChEMBL | CHEMBL3800510 |
| ChEBI | CHEBI:52052 |
| EC No. | 203-144-4 |
| DTXSID | DTXSID1059280 |
| Lokaler Name | Phenylaceton |
Chemische & physikalische Eigenschaften
| XLogP | 1,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 112 |
| Stoffklassen | Other Classes -> Aromatic Ketones |
| Arzneimittel | DEA Schedule II Controlled Substance -> Immediate precursorsPharmaceuticals -> Synthetic Cannabinoids or Psychoactive CompoundsPharmaceuticals -> Metabolite of Lisdexamfetamine |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Duftstoffe | Fragrance substance (Phenyl acetone) -> IFRA amendment 43 |
| LogP (Verteilungskoeffizient) | log Kow = 1.44 |
| Dichte | 1.0157 g/m cu at 20 °C1.003 g/mL at 20 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Color/Form | Liquid |
| Löslichkeit | Very soluble in ethanol, diethyl ethermiscible in benzene, xylenesoluble in chloroformDMSO: 30 mg/mlEthanol: 30 mg/mlMethanol: 50 mg/mlInsoluble |
| Siedepunkt | 214 °C216 °C |
| Decomposition | When heated to decomposition it emits acrid smoke and irritating vapors. |
| Schmelzpunkt | -15.3 °C-15 °C |
| Brechungsindex | 1.5155-1.5175 |
| Flammpunkt | 83°C |
| Lagerbedingungen | Controlled Substance, -20°C Freezer |
| BRN | 742120 |
| Hauptanwendungen | pharmaceutical |
| InChI | 1S/C9H10O/c1-8(10)7-9-5-3-2-4-6-9/h2-6H,7H2,1H3 |
| InChIKey | QCCDLTOVEPVEJK-UHFFFAOYSA-N |
| SMILES | CC(=O)Cc1ccccc1 |
| LogP (Verteilungskoeffizient) | 1.440 |
| CAS Datenbank | 103-79-7(CAS DataBase Reference) |
| NIST chemische Informationen | Benzyl methyl ketone(103-79-7) |
| EPA chemische Informationen | 2-Propanone, 1-phenyl- (103-79-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 94.1% (48 of 51) of all reports.Not ClassifiedAggregated GHS information provided per 51 reports by companies from 4 notifications to the ECHA C&L Inventory.WarningH227: Combustible liquid [Warning Flammable liquids]P210, P280, P370+P378, P403, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatorische Informationen | Chemical: 2-Propanone, 1-phenyl-DEA schedule II controlled substanceCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 03-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/235062-Propanone, 1-phenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 2-Propanone, 1-phenyl-: Human health tier I assessment |
| Brandpotenzial | A flammable liquid. |
| Gefahrenübersicht | Causes ataxia in intraperitoneal lethal-dose studies of mice (LD50 = 540 mg/kg)[RTECS] Safe when used as a flavoring agent in food[EFSA] |
| FDA-Anforderungen | Schedule II shall consist of the drugs and other substances, by whatever official name, common or usual name, chemical name, or brand name designated, listed in this section. Each drug or substance has been assigned the DEA Controlled Substances Code Number set forth opposite it. ... Immediate precursors. Unless specifically excepted or unless listed in another schedule, any material, compound, mixture, or preparation which contains any quantity of the following substances: (1) Immediate precursor to amphetamine and methamphetamine. Phenylacetone (DEA Code Number: 8501) is included on this list. |
| Other Hazardous Reactions | Conditions to avoid: Heat, flames and sparks. |
| Hazard Classes and Categories | Not Classified |
| Hazardous Reactivities and Incompatibilities | Incompatible materials: Strong oxidizing agents |
| Firefighting Hazards | Carbon oxides |
| Brandbekämpfungsverfahren | Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.Wear self-contained breathing apparatus for firefighting if necessary. Use water spray to cool unopened containers. |
| Lagerbedingungen | Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids |
| Reinigungsverfahren | ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal. |
| Entsorgungsverfahren | SRP: 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: This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging: Dispose of as unused product. |
| Preventive Measures | ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Prevent further leakage or spillage if safe to do so. Do not let product enter drains.Avoid contact with skin and eyes. Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.Gloves 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. |
| Personal Protective Equipment (PPE) | Eye/face protection: Safety glasses with side-shields conforming to EN166. 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: Impervious 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 respirator with multipurpose combination (US) or type ABEK (EN 14387) 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). |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 80(SRC), determined from a log Kow of 1.44(2) and a regression-derived equation(3), indicates that phenyl 2-propanone is expected to have high mobility in soil(SRC). Volatilization of phenyl 2-propanone from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 4.0X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Phenyl 2-propanone has an estimated vapor pressure of 0.16 mm Hg(SRC), determined from a fragment constant method(3) and exists as a liquid under environmental conditionstherefore, phenyl 2-propanone may volatilize from dry soil. When exposed to soil microorganisms, phenyl 2-propanone was rapidly metabolized(5), suggesting that biodegradation may be an important enviornmental fate process in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 80(SRC), determined from a log Kow of 1.44(2) and a regression-derived equation(3), indicates that phenyl 2-propanone 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 4.0X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 7 and 80 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 4.1(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). When exposed to soil microorganisms, phenyl 2-propanone was rapidly metabolized(6), suggesting that biodegradation may be an important enviornmental fate process in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), phenyl 2-propanone, which has an estimated vapor pressure of 0.16 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase phenyl 2-propanone 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 5.7(SRC), calculated from its rate constant of 5.6X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Phenyl 2-propanone contains chromophores that absorb at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). |
| Lebensmitteluntersuchungswerte | Phenyl 2-propanone was identified, not quantified, in the volatile emissions of roasted filberts(1) and as a volatile constituent of roast beef(2). |
| Toxizitätsübersicht | IDENTIFICATION AND USE: Phenyl 2-propanone is immediate precursor to amphetamine and methamphetamine, and a DEA Schedule II substance. HUMAN STUDIES: The quality and quantity of illicit methamphetamine has recently increased due to introduction of a new precursor, phenyl 2-propanone. ANIMAL STUDIES: Various ring-methoxylated 1-phenyl-2-propanols and 1-phenyl-2-propanones were synthesized and pharmacologically evaluated. Most compounds had depressant-like activity. The ketones were readily reduced by rabbit liver microsomes. |
| Soil Adsorption/Mobility | The Koc of phenyl 2-propanone is estimated as 80(SRC), using a log Kow of 1.44(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that phenyl 2-propanone is expected to have high mobility in soil. |
| Human Toxicity Excerpts | /OTHER TOXICITY INFORMATION/ The quality and quantity of illicit methamphetamine has recently increased due to introduction of a new precursor, 1-phenyl-2-propanone (P2P). ... |
| Artificial Pollution Sources | Phenyl 2-propanone's production and use as an intermediate for the synthesis of pharmaceuticals(1) may result in its release to the environment through various waste streams(SRC). Phenyl 2-propanone is on the US DEA (Drug Enforcement Administration) list of schedule II controlled substances, as an immediate precursor to amphetamine and methamphetamine(2). Phenyl 2-propanone is a constituent of tobacco, tobacco smoke, and tobacco substitute smoke(3). |
| Environmental Biodegradation | AEROBIC: Chemicals associated with clandestine drug laboratories are often disposed of covertly into soil, sewerage systems, or public waste management facilities. There are two significant issues relating to such dumps of materialsthey might contain valuable evidence as to drug manufacture, and they might be a source of pollution. This study presents initial findings in relation to the impact microorganisms from environmental sources have upon drugs, their precursors, and manufacturing by-products. The aim of this study was to identify which chemicals associated with clandestine drug laboratories persist in the environment in order to allow forensic drug chemists to link discarded residues with the method of manufacture, and to allow the environmental impact of clandestine drug laboratories to be assessed accurately. When exposed to soil microorganisms, phenyl-2-propanone (P2P) was rapidly metabolized into mixtures of 1-phenyl-2-propanol, 1-phenyl-1,2-propanedione, 1-hydroxy-1-phenyl-2-propanone, 2-hydroxy-1-phenyl-1-propanone, and the two diastereoisomers of 1-phenyl-1,2-propanediol. On the other hand, when exposed under the same conditions, methylamphetamine sulfate (MAS) remained virtually unchanged. Implications relating to evidence gathering for forensic purposes and to environmental assessment of clandestine drug laboratories are discussed. |
| Environmental Bioconcentration | An estimated BCF of 4.1 was calculated in fish for phenyl 2-propanone(SRC), using a log Kow of 1.44(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/Soil | The Henry's Law constant for phenyl 2-propanone is estimated as 4.0X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that phenyl 2-propanone 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 7 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 80 days(SRC). Phenyl 2-propanone's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Phenyl 2-propanone has an estimated vapor pressure of 0.16 mm Hg(SRC), determined from a fragment constant method(3) and exists as a liquid under environmental conditionstherefore, phenyl 2-propanone may volatilize from dry soil. |
| Non-Human Toxicity Excerpts | /OTHER TOXICITY INFORMATION/ Various ring-methoxylated 1-phenyl-2-propanols and 1-phenyl-2-propanones were synthesized and pharmacologically evaluated. Most compounds had depressant-like activity. The ketones were readily reduced by rabbit liver microsomes. No reductase activity was found in rat and mouse liver preparations. Partition coefficients were determined, and a linear correlation between LRA50's (loss of righting ability in 50% of the mice) and partition coefficients was observed for six of the compounds investigated. |
| Environmental Abiotic Degradation | The rate constant for the vapor-phase reaction of phenyl 2-propanone with photochemically-produced hydroxyl radicals has been estimated as 5.6X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 5.7 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Phenyl 2-propanone is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Phenyl 2-propanone contains chromophores that absorb at wavelengths >290 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). |
| Probable Routes of Human Exposure | Occupational exposure to phenyl 2-propanone may occur through inhalation and dermal contact with this compound at workplaces where phenyl 2-propanone is produced or used. Limited monitoring and use data indicate that the general population may be exposed to phenyl 2-propanone via ingestion of food, inhalation of tobacco smoke, and inhalation and dermal contact with consumer products containing phenyl 2-propanone. (SRC) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29143910 |
| RTECS-Nr. | UC3500100 |
| Toxizität | LD50 intraperitoneal in mouse: 540mg/kg |
| Sicherheitshinweise (S) | 24/25 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrstoffdaten | 103-79-7(Hazardous Substances Data) |
| Gefahrenklasse | Eye Irrit. 2 |
| DEA Controlled Substances | CSCN: 8501CSA SCH: Schedule IINARC: No |
Anwendungen & Verwendung
Beschreibung
Phenylaceton ist eine leicht gelbliche Flüssigkeit mit charakteristischem blumigen Geruch. Es wird als Riechstoff und als Vorläuferverbindung für Pharmazeutika eingesetzt. Da Phenylaceton ein direkter Vorläufer bei der Synthese von Amphetaminen ist, unterliegt dessen Herstellung in vielen Ländern gesetzlichen Beschränkungen.
Beschreibung
Phenylacetone (exempt preparation) (Item No. 16444) is an analytical reference standard categorized as a precursor in the synthesis of amphetamine and methamphetamine. Phenylacetone is regulated as a Schedule II compound in the United States. Phenylacetone (exempt preparation) (Item No. 16444) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.
Verwenden
A metabolite of Lisdexamfetamine dimesylate. 1-Phenyl-2-propanone is used as an intermediate for the synthesis of pharmaceuticals, e.g., Prenylamine, a coronary vasodilator (Hoechst) .