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Phenylacetylchlorid
phenylacetyl · Benzeneacetyl chloride · PHENYLACETIC ACID CHLORIDE · -Toluylchloride · A-TOLUYL CHLORIDE · AKOS BBS-00003909 · ylacetyl chloride · PHENACETYL CHLORIDE
Identifikatoren & physikalische Daten
| CAS No. | 103-80-0 |
|---|---|
| Summenformel | C8H7ClO |
| Durchschnittliche Molmasse | 154,59 g/mol |
| Monoisotopische Masse | 154,01854252 g/mol |
| SMILES | O=C(Cl)Cc1ccccc1 |
| InChIKey | VMZCDNSFRSVYKQ-UHFFFAOYSA-N |
| PubChem CID | 7679 |
| EC No. | 203-146-5 |
| DTXSID | DTXSID6059281 |
| Lokaler Name | Phenylacetylchlorid |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 116 |
| Stoffklassen | Toxic Gases & Vapors -> Acid HalidesCorrosives |
| SpringerMaterials Properties | Boiling point |
| Physical Description | Phenylacetyl chloride appears as a colorless volatile liquid with a strong odor. Denser than water. Contact may severely irritate skin, eyes and mucous membranes. May be toxic by ingestion. May also be combustible.Colorless liquid with a strong odor[CAMEO] Clear light yellow liquid[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 264-266 °C(Solv: N,N-dimethylformamide (68-12-2)) |
| Siedepunkt | 94-95 °C/12 mmHg (lit.) |
| Dichte | 1.169 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.5325(lit.) |
| Flammpunkt | 217 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Miscible with alcohol and ether. |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Light yellow |
| BRN | 742254 |
| Stabilität | Stable. Reacts with water. Incompatible with amines, most common metals, moisture, strong oxidizing agents. |
| InChI | 1S/C8H7ClO/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2 |
| InChIKey | VMZCDNSFRSVYKQ-UHFFFAOYSA-N |
| SMILES | ClC(=O)Cc1ccccc1 |
| LogP (Verteilungskoeffizient) | 1.628 (est) |
| CAS Datenbank | 103-80-0(CAS DataBase Reference) |
| NIST chemische Informationen | Benzeneacetyl chloride(103-80-0) |
| EPA chemische Informationen | Benzeneacetyl chloride (103-80-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 65 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzeneacetyl chlorideStatus: Active Update: 05-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/20430Phenylacetyl chloride: 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 - Benzeneacetyl chloride: Human health tier I assessment |
| DOT-Kennzeichnung | Corrosive |
| Brandgefahren | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:· Combustible material: may burn but does not ignite readily. |
| Gesundheitsgefahren | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:· TOXIC and/or CORROSIVEinhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. |
| Gefahrenübersicht | Fumes in airDecomposed by water evolving hydrogen chloride gasMay cause severe skin, eye, and mucous membrane irritation[CAMEO] Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Sigma-Aldrich MSDS] See Acetyl chloride. |
| DOT-Nummer und Handbuch | 2577 156 |
| Reaktive Gruppe | Acyl Halides, Sulfonyl Halides, and Chloroformates |
| Reactivity Alerts | Water-Reactive |
| Reactivity Profile | PHENYLACETYL CHLORIDE is incompatible with strong oxidizing agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. |
| DOT Hazard Classification | Phenylacetyl chlorideUN2577Class 8 Corrosive material (49 eCFR § 173.136)PG II: the degree of danger presented by the material is medium |
| Air and Water Reactions | Soluble in water. Fumes in air. Decomposes in water or steam to form very corrosive hydrogen chloride gas. |
| Brandbekämpfung | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: |
| 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.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| Erste Hilfe | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:General First Aid: |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Freisetung ohne Brand | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: |
| Isolation and Evacuation | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:Immediate precautionary measure |
| Personal Protective Equipment (PPE) | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: |
| Emergency Response Planning Guidelines | · Note: Most foams will react with the material and release corrosive/toxic gases. |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| F | 21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2577 |
| Zollcode | 29163900 |
| R-Sätze (R) | 34-37-14 |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-36/37/39-45-25-27 |
| Gefahrenklasse | 8Eye Dam. 1Met. Corr. 1Skin Corr. 1BSTOT SE 3 |
| Verpackungsgruppe | II |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
Anwendungen & Verwendung
Verwenden
Phenylacetyl chloride is used in the preparation of 1,2-diphenyl-ethanone by reaction with iodobenzene using tetrabutylammonium tetrafluoroborate as a phase transfer catalyst. It is widely used in the chemical industry for manufacturing dyes and pharmaceutical products. It plays an important role in the preparation of penicillin. Further, it is used to prepare esters for flavorings.