2,6-Difluorbenzamid
2,6-difluorobenzoic acid amide · uorobenzamide · Compound Fr13974 · 2,6-Difluorbenzamid · 2,6-DIFLUOROBENZAMIDE · 2,6-difluoro-benzamid · 2，6-difluorobenzaminde · 2,6-Difluorobenzoamide
Identifikatoren & physikalische Daten
| CAS No. | 18063-03-1 |
|---|---|
| Summenformel | C7H5F2NO |
| Durchschnittliche Molmasse | 157,12 g/mol |
| Monoisotopische Masse | 157,03392022 g/mol |
| SMILES | NC(=O)c1c(F)cccc1F |
| InChIKey | AVRQBXVUUXHRMY-UHFFFAOYSA-N |
| PubChem CID | 87439 |
| EC No. | 241-972-8 |
| DTXSID | DTXSID4073417 |
| Lokaler Name | 2,6-Difluorbenzamid |
Chemische & physikalische Eigenschaften
| XLogP | 0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,1 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 153 |
| Pestizide | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| LogP (Verteilungskoeffizient) | 0.25 |
| Schmelzpunkt | 145-148 °C (lit.) |
| Siedepunkt | 51-52C/15Tor |
| Dichte | 1,199g/cm |
| Brechungsindex | 1,508 |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | ethanol: soluble5%, clear to turbid, colorless to light yellow |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 14.54±0.50(Predicted) |
| Farbe | Off-White |
| BRN | 2047480 |
| InChI | 1S/C7H5F2NO/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H2,10,11) |
| InChIKey | AVRQBXVUUXHRMY-UHFFFAOYSA-N |
| SMILES | NC(=O)c1c(F)cccc1F |
| LogP (Verteilungskoeffizient) | 0.011-0.25 at 25℃ |
| CAS Datenbank | 18063-03-1(CAS DataBase Reference) |
| NIST chemische Informationen | Benzamide, 2,6-difluoro-(18063-03-1) |
| EPA chemische Informationen | Benzamide, 2,6-difluoro- (18063-03-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 21.5% (56 of 260) of reports.WarningH302 (42.7%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 260 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzamide, 2,6-difluoro-Commission Regulation No 844/2012PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Status: Active Update: 13-08-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/5759 |
| Hazard Classes and Categories | Acute Tox. 4 (42.7%) |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29242990 |
| RTECS-Nr. | CV4355050 |
| R-Sätze (R) | 36/37/38-20 |
| Toxizität | rat,LC50,inhalation,> 2100mg/m3/4H (2100mg/m3),National Technical Information Service. Vol. OTS0543293, |
| Gefahrensymbole | Xi,Xn |
| Sicherheitshinweise (S) | 26-37/39-36/37 |
| Gefahrenklasse | IRRITANTAcute Tox. 4 Oral |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
2,6-Difluorobenzamide is a white powdery crystal, insoluble in water. It can be obtained by hydrolysis of 2,6-difluorobenzonitrile. 2,6-Difluorobenzamide is an important intermediate in the synthesis process of benzoylurea insecticides, which is used to synthesize the next intermediate 2,6-difluorobenzoyl isocyanate, and finally obtain flubolurea, pyruron, fluridin, lice mite urea and other pesticide varieties. It can also be directly used to synthesize pyruron and flubolea. 2,6-Difluorobenzamide can inhibit the bacterial cell division protein FtsZ[1].
Beschreibung
2,6-Difluorobenzamide is a major metabolite of pesticide diflubenzuron and has been quantitated by HPLC/diode-array method.
Verwenden
2,6-Difluorobenzamide (CAS# 18063-03-1) is a useful building block used in the synthesis of (E)-3-methyleneisoindolin-1-ones via oxidative annulation acrylates. It is also used in the synthesis of pesticide intermediates, which can be used to produce various insecticides such as fluazuron, chlorpyrifos, and pyrethroids.
Herstellung & Synthese
synthetische
2,6-Difluorobenzamide is obtained by hydrolysis of 2,6-difluorobenzonitrile.