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2,6-Difluorobenzamide

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CAS:18063-03-1
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2,6-Difluorobenzamide Basic information
Product Name:2,6-Difluorobenzamide
Synonyms:2,6-Difluorobenzamide97%;2,6-Difluorbenzamid;2,6-Difluorobenzoylamide;2,6-DIFLUOROBENZAMIDE, 98+%;Fluorine benzaMide 2, 6-2;2,6-difluoro-benzamid;2,6-DIFLUOROBENZAMIDE;2,6-difluorobenzaminde
CAS:18063-03-1
MF:C7H5F2NO
MW:157.12
EINECS:241-972-8
Product Categories:Amides;Carbonyl Compounds;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic Building Blocks;intermediate;Aryl Fluorinated Building Blocks;Building Blocks;C7;Carbonyl Compounds;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;18063-03-1;OLED
Mol File:18063-03-1.mol
2,6-Difluorobenzamide Structure
2,6-Difluorobenzamide Chemical Properties
Melting point 145-148 °C (lit.)
Boiling point 51-52C/15Tor
density 1,199g/cm
refractive index 1,508
storage temp. Sealed in dry,Room Temperature
solubility ethanol: soluble5%, clear to turbid, colorless to light yellow
form Solid
pka14.54±0.50(Predicted)
color Off-White
BRN 2047480
InChIKeyAVRQBXVUUXHRMY-UHFFFAOYSA-N
LogP0.011-0.25 at 25℃
CAS DataBase Reference18063-03-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzamide, 2,6-difluoro-(18063-03-1)
EPA Substance Registry SystemBenzamide, 2,6-difluoro- (18063-03-1)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20
Safety Statements 26-37/39-36/37
WGK Germany 1
RTECS CV4355050
HazardClass IRRITANT
HS Code 29242990
Toxicityrat,LC50,inhalation,> 2100mg/m3/4H (2100mg/m3),National Technical Information Service. Vol. OTS0543293,
MSDS Information
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2,6-Difluorobenzamide Usage And Synthesis
Description2,6-Difluorobenzamide is a major metabolite of pesticide diflubenzuron and has been quantitated by HPLC/diode-array method.
Description2,6-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].
Chemical Propertieswhite to yellowish powder
Uses2,6-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.
Preparation2,6-Difluorobenzamide is obtained by hydrolysis of 2,6-difluorobenzonitrile.
Synthesis
2,6-Difluorobenzonitrile

1897-52-5

2,6-Difluorobenzamide

18063-03-1

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 LevelThe 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.
Tag:2,6-Difluorobenzamide(18063-03-1) Related Product Information
2,6-Difluorobenzonitrile p-Aminobenzamide Chlorantraniliprole 2,6-Difluorobenzoic acid Benzamide 3,5-DIFLUOROBENZAMIDE 2,3,6-TRIFLUOROBENZAMIDE 2,3,4,5,6-PENTAFLUOROBENZAMIDE N-PENTAFLUOROBENZOYLIMIDAZOLE 4-AMINO-2,3,5,6-TETRAFLUOROBENZAMIDE Diflubenzuron Chlorfluazuron 2,6-Difluorobenzoyl hydrazine Teflubenzuron 2-CHLORO-3,6-DIFLUOROBENZAMIDE 3-CHLORO-2,6-DIFLUOROBENZAMIDE Difluorochloromethane 2,5-DIFLUOROBENZAMIDE

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