|
|
| | 2,6-Dichlorobenzamide Basic information |
| Product Name: | 2,6-Dichlorobenzamide | | Synonyms: | TIMTEC-BB SBB008056;LABOTEST-BB LT00455181;2,6-DICHLOROBENZAMIDE;ALDRIN PESTANAL (1,2,3,4,10,10-HEXA-CHLO;2,6-DICHLORBENZAMIDE;2,6-BAM;2,6-Dichlorobenzamide,97%;BENZAMIDE,2,6-DICHLORO- | | CAS: | 2008-58-4 | | MF: | C7H5Cl2NO | | MW: | 190.03 | | EINECS: | 217-918-4 | | Product Categories: | Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Alpha sort;D;DAlphabetic;DIA - DIC;Pesticides&Metabolites | | Mol File: | 2008-58-4.mol |  |
| | 2,6-Dichlorobenzamide Chemical Properties |
| Melting point | 196-199 °C(lit.) | | Boiling point | 266.5±30.0 °C(Predicted) | | density | 1.2860 (rough estimate) | | refractive index | 1.5500 (estimate) | | storage temp. | -20°C Freezer | | solubility | Acetone (Slightly), Methanol (Slightly) | | form | Crystalline Powder | | pka | 14.73±0.50(Predicted) | | color | White to brown-gray | | Water Solubility | 2.7g/L(22.5 ºC) | | BRN | 1869103 | | Henry's Law Constant | 8.2×103 mol/(m3Pa) at 25℃, HSDB (2015) | | CAS DataBase Reference | 2008-58-4(CAS DataBase Reference) | | NIST Chemistry Reference | Benzamide, 2,6-dichloro-(2008-58-4) | | EPA Substance Registry System | 2,6-Dichlorobenzamide (2008-58-4) |
| | 2,6-Dichlorobenzamide Usage And Synthesis |
| Chemical Properties | white to brown-grey crystalline powder | | Uses | 2,6-Dichlorobenzamide is the persistent metabolite of herbicide 2,6-Dichlorobenzonitrile (D431945). | | Definition | ChEBI: A member of the class of benzamides that is benzamide substituted by chloro groups at positions 2 and 6. | | Synthesis | Including 2,6-dichlorobenzamide was prepared as follows: in a 500 ml reaction flask, add 2,6-dichlorobenzonitrile 51.6 g (0.3 mol), 41.6 g of water, 0.6 g of 30% sodium hydroxide solution, warming to 35 C., drop 55.65 g (0.45 mol) of 27.5% hydrogen peroxide, 5 hours to drop, drop after the completion of the sampling of the center control, 2, 6 -Dichlorobenzonitrile≤0.5% qualified. Filtration, the filter cake with 83.2g water rinsing, wet product drying to get the finished product 2,6-dichlorobenzamide 55g, purity >99.0%, yield 97%.
| | Metabolic pathway | Oral doses of DCB are excreted by rats as DCB, two
monohydroxy-DCBs, 2-chloro-5-hydroxy-6-
(methylthio)benzamide, and 2-chloro-5-hydroxy-6-[S-
(N-acetyl)-cysteinyl]benzamide. Biliary excretion (33%
of the dose), enterohepatic circulation, and intestinal
microfloral metabolism are involved in the formation of
2-chloro-5-hydroxy-6-(methylthio)benzamide. The
major route for the metabolism of DCB is the
conjugation with glutathione in a process involving
phenyl ring hydroxylation at the ortho position to the
S-glutathionyl moiety. Two mechanisms can be
processed for the formation of hydroxylated
metabolites resulting from the epoxidation at the 2-
and 3-positions of the phenyl ring (for the proposed
mechanisms: see the text). |
| | 2,6-Dichlorobenzamide Preparation Products And Raw materials |
|