1-Fluornaphthalin
1-FLUORONAPTHALENE · Fluoronaphthalene · 1-Fluornaftalen · alpha-Fluoronaphthalene · 48720-u · NSC 4690 · uoronaphthaL · Duloxetine-8
Identifikatoren & physikalische Daten
| CAS No. | 321-38-0 |
|---|---|
| Summenformel | C10H7F |
| Durchschnittliche Molmasse | 146,16 g/mol |
| Monoisotopische Masse | 146,05317844 g/mol |
| SMILES | Fc1cccc2ccccc12 |
| InChIKey | CWLKTJOTWITYSI-UHFFFAOYSA-N |
| PubChem CID | 9450 |
| EC No. | 206-287-0 |
| DTXSID | DTXSID7059808 |
| Lokaler Name | 1-Fluornaphthalin |
Chemische & physikalische Eigenschaften
| XLogP | 3,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 133 |
| Polymers | Other Classes -> Halogenated Polyaromatics |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Dichte | 1.1322 at 68 °F (NTP, 1992) - Denser than waterwill sink1.1322 g/mL at 20 °C (lit.) |
| Siedepunkt | 419 °F at 756 mmHg (NTP, 1992)215 °C (lit.) |
| Schmelzpunkt | 16 °F (NTP, 1992)-13 °C (lit.) |
| Dampfdruck | 0.09 [mmHg] |
| Physical Description | 1-fluoronaphthalene appears as needles. (NTP, 1992)CBISolid[CAMEO] Colorless liquid[Alfa Aesar MSDS] |
| Brechungsindex | n20/D 1.593(lit.) |
| Flammpunkt | 150 °F |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | slightly soluble in water, well soluble in chloroform, ethyl acetate, and methanol.Not miscible or difficult to mix in water. |
| Aggregatzustand | Oil |
| Farbe | Colourless to Yellow |
| Wichte | 1.332 |
| BRN | 1906413 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C10H7F/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H |
| InChIKey | CWLKTJOTWITYSI-UHFFFAOYSA-N |
| SMILES | Fc1cccc2ccccc12 |
| CAS Datenbank | 321-38-0(CAS DataBase Reference) |
| NIST chemische Informationen | Naphthalene, 1-fluoro-(321-38-0) |
| EPA chemische Informationen | 1-Fluoronaphthalene (321-38-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 5.5% (3 of 55) of reports.WarningH315 (94.5%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 55 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Naphthalene, 1-fluoro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Naphthalene, 1-fluoro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 05-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/18128 |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Gesundheitsgefahren | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Gefahrenübersicht | A skin and strong eye irritant[Alfa Aesar MSDS] See Naphthalene. |
| Reaktive Gruppe | Fluorinated Organic Compounds |
| Reactivity Profile | Simple aromatic halogenated organic compounds, such as 1-FLUORONAPHTHALENE, are very unreactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Skin Irrit. 2 (94.5%) |
| Brandbekämpfung | A fire in your laboratory involving this chemical should be extinguished 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 spill this chemical, 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 alcohol followed by washing with a strong 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 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN2810 |
| Zollcode | 29039990 |
| RTECS-Nr. | QJ7100000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Flammable |
| Sicherheitshinweise (S) | 26-36 |
| Gefahrenklasse | IRRITANTEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Verwenden
1-Fluoronaphthalene is a fluorinated naphthalene derivative that is metabolized by fungal monooxygenase-epoxide hydrolase. It is also used as a pharmaceutical intermediate. It is Duloxetine impurity.
Herstellung & Synthese
synthetische
The preparation of 1-Fluoronaphthalene is as follows:1) Diazotization reaction: 1500 g of hydrochloric acid (mass concentration: 25%) and 300 g of naphthylamine were added to a 3000 mL three-necked flask, stirred and heated to 75 ° C to dissolve, and the temperature was lowered to below 5 ° C, and 148 g was slowly added at this temperature. Sodium nitrite, stirred at low temperature for 0.3 hours after the addition, to obtain a diazonium salt solution;2) Substitution reaction: 360 g of fluoroboric acid solution (concentration: 45%) was added to the resulting solution obtained in the step 1), stirred for 0.25 h, filtered, and the filter cake was dried at a temperature of 50 ° C for 0.2 h to obtain Dry naphthylamine diazonium salt fluoroborate double salt;3) Hot air decomposition: the dried diazonium salt fluoroborate double salt is slowly added to the reactor through which hot air (hot air temperature is 85-90 ° C), and the dried powdered naphthylamine diazonium salt fluoroborate double salt is The hot air blows up the dispersion and absorbs the heat for thermal decomposition to obtain a 1-fluoronaphthalene solution containing a small amount of solid impurities;4) Purification treatment: the 1-fluoronaphthalene solution obtained in the step 3) is first washed with pure water for 3 to 6 times, then neutralized with a soda ash to a pH of 6.8 to 7.2, and finally the oil layer is separated by filtration, and the filtrate is taken. The distillation treatment gave 210 g of a naphthalene-based fluorine-containing intermediate 1-fluoronaphthalene in an amount of 99.8%.