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Octanoylchlorid
OctanoyL · N-OCTANOYL CHLORIDE · CAPRYLYL CHLORIDE · Octanoyl chlorid · OCTANOIC ACID CHLORIDE · OTCL · Xin chloride · Caprylyl chlorid
Identifikatoren & physikalische Daten
| CAS No. | 111-64-8 |
|---|---|
| Summenformel | C8H15ClO |
| Durchschnittliche Molmasse | 162,66 g/mol |
| Monoisotopische Masse | 162,08114278 g/mol |
| SMILES | CCCCCCCC(=O)Cl |
| InChIKey | REEZZSHJLXOIHL-UHFFFAOYSA-N |
| PubChem CID | 8124 |
| ChEMBL | CHEMBL1504663 |
| EC No. | 203-891-6 |
| DTXSID | DTXSID9024724 |
| Lokaler Name | Octanoylchlorid |
Chemische & physikalische Eigenschaften
| XLogP | 4 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 6 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 91,3 |
| Stoffklassen | Toxic Gases & Vapors -> Acid HalidesCorrosives |
| SpringerMaterials Properties | Boiling point |
| Dichte | 0.973 at 46 °F (NTP, 1992) - Less dense than waterwill float0.9535 @15°C0.953 g/mL at 25 °C (lit.) |
| Löslichkeit | less than 1 mg/mL at 70 °F (NTP, 1992)soluble in Chloroform, MethanolREACTS |
| Flammpunkt | 177 °F (NTP, 1992) |
| Siedepunkt | 385 °F at 760 mmHg (NTP, 1992)195.6 °C @760 [mm Hg]195 °C (lit.) |
| Schmelzpunkt | -30.1 °F (NTP, 1992)-63 °C |
| Dampfdichte | 5.6 (NTP, 1992) - Heavier than airwill sink (Relative to Air) |
| Dampfdruck | 12.7 mmHg at 77 °F22.5 mmHg at 108 °F (NTP, 1992)12.7 [mmHg]2.5 [mm Hg] @20 °C2.5 mm Hg ( 20 °C) |
| Physical Description | Caprylyl chloride is a clear colorless to straw-colored liquid with a pungent odor. (NTP, 1992)Clear colorless to straw-colored liquid with a pungent odor[CAMEO] |
| Brechungsindex | n20/D 1.435(lit.) |
| Lagerbedingungen | −20°C |
| Aggregatzustand | Liquid |
| Farbe | Clear |
| Geruch | pungent odor |
| BRN | 635917 |
| Stabilität | Moisture sensitive |
| InChI | 1S/C8H15ClO/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3 |
| InChIKey | REEZZSHJLXOIHL-UHFFFAOYSA-N |
| SMILES | CCCCCCCC(Cl)=O |
| CAS Datenbank | 111-64-8(CAS DataBase Reference) |
| NIST chemische Informationen | Octanoyl chloride(111-64-8) |
| EPA chemische Informationen | Octanoyl chloride (111-64-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH290 (96.4%): May be corrosive to metals [Warning Corrosive to Metals]P234, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P354+P338, P316, P317, P320, P321, P332+P317, P333+P317, P362+P364, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 167 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Octanoyl chlorideStatus: Active Update: 10-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13360Octanoyl 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 - Octanoyl chloride: Human health tier I assessment |
| DOT-Kennzeichnung | Corrosive |
| Brandgefahren | This chemical is combustible. (NTP, 1992) |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this compound may include eye and skin irritation. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema. Other symptoms include a burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, vomiting and lacrimation. This compound is extremely destructive to tissue of the mucous membranes, upper respiratory tract, eyes and skin. |
| Gefahrenübersicht | A severe skin, eye, mucous membrane, and respiratory tract irritantA lachrymator[CAMEO] Inhalation may cause chemical pneumonitis and pulmonary edema[CAMEO] CorrosiveHarmful if swallowed[MSDSonline] |
| Reaktive Gruppe | Acyl Halides, Sulfonyl Halides, and Chloroformates |
| Reactivity Alerts | Water-Reactive |
| Reactivity Profile | CAPRYLYL CHLORIDE is incompatible with bases (including amines), water, alcohols, and with oxidizing agents (NTP, 1992). 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]. |
| Air and Water Reactions | Reacts vigorously with water to form HCl and caprylic acid. Insoluble in water. |
| Hazard Classes and Categories | Met. Corr. 1 (96.4%)Corrosives, Flammable agents - 2nd degree, Reactive agents - 1st degree |
| Brandbekämpfung | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| 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. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: If you should spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Isolation and Evacuation | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Protective Action Criteria (PAC) | 1.2 [mg/m3]13 [mg/m3]79 [mg/m3] |
| Personal Protective Equipment (PPE) | MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3265 8/PG 2 |
| Zollcode | 29159080 |
| RTECS-Nr. | RH1570000 |
| R-Sätze (R) | 34-22-43-41-38-23 |
| Gefahrensymbole | C,T |
| Sicherheitshinweise (S) | 26-36/37/39-45-25-39-37-24 |
| Gefahrenklasse | 8Acute Tox. 2 InhalationEye Dam. 1Met. Corr. 1Skin Irrit. 2Skin Sens. 1 |
| Verpackungsgruppe | II |
| Lagerklasse | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
Anwendungen & Verwendung
Verwenden
Octanoyl chloride is used to produce adhesives. It is used as an acylating agent for a variety of compounds such as sugars (e.g. Sucrose, aromatic compounds (e.g. Anisole and monoglycerides.
Herstellung & Synthese
synthetische
Diphosgene (108.8 g) was added to a mixture of octanoic acid (144.2 g) and DMF (1.5 L) at 70 C°. The mixture was left to stand for 1 h, and then nitrogen was bubbled through it for 30 min at 100 C° to give 96.9% of octanoyl chloride (purity 99.99%). Benzoyl chloride and terephthaloyl chloride were similarly prepared.