Identification | More | [Name]
2,6-Difluorobenzamide | [CAS]
18063-03-1 | [Synonyms]
2,6-DIFLUOROBENZAMIDE 2,6-difluoro-benzamid 2,6-difluorobenzaminde 2,6-difluorobenzoic acid amide 2,6-Difluorobenzamide97% 2,6-Difluorbenzamid 2,6-Difluorobenzoylamide 2,6-DIFLUOROBENZAMIDE, 98+% | [EINECS(EC#)]
241-972-8 | [Molecular Formula]
C7H5F2NO | [MDL Number]
MFCD00007972 | [Molecular Weight]
157.12 | [MOL File]
18063-03-1.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R20:Harmful by inhalation. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
1
| [RTECS ]
CV4355050
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29242990 | [Toxicity]
rat,LC50,inhalation,> 2100mg/m3/4H (2100mg/m3),National Technical Information Service. Vol. OTS0543293, |
Hazard Information | Back Directory | [Description]
2,6-Difluorobenzamide is a major metabolite of pesticide diflubenzuron and has been quantitated by HPLC/diode-array method. | [Chemical Properties]
white powder | [Uses]
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. | [Preparation]
2,6-Difluorobenzamide is obtained by hydrolysis of 2,6-difluorobenzonitrile. | [General Description]
2,6-Difluorobenzamide is a major metabolite of pesticide diflubenzuron and has been quantitated by HPLC/diode-array method. | [Synthesis]
General procedure for the synthesis of 2,6-difluorobenzamide from 2,6-difluorobenzonitrile: (1) 100 g (0.72 mol) of 2,6-difluorobenzonitrile was added slowly and dropwise to a mixed solution of 240 g of concentrated sulfuric acid and 24 ml of water at room temperature. The reaction mixture was stirred at 80°C to 85°C for 12 hours. After completion of the reaction, the mixture was slowly poured into 1.2 kg of ice water and stirred continuously for 30 minutes, followed by filtration. The resulting crystals were washed to neutrality with distilled water and finally dried under vacuum at 85°C. The yield was 91.0 g (80.6% yield) with a melting point of 140°C to 141.5°C. | [Toxics Screening Level]
The Initial Threshold Screening Level (ITSL) for 2,6-Difluorobenzamide is 11 μg/m3 based on an annual averaging time. | [References]
[1] Straniero V, et al. 2,6-Difluorobenzamide inhibitors of the bacterial cell division protein FtsZ: design, synthesis and
Structure Activity Relationship study. ChemMedChem, 2017; 12: 1303-1318. |
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