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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
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CAS No. : | 1206-85-5 | MDL No. : | N/A |
Formula : | C12H9N3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | WURVTDKUHZJPJX-UHFFFAOYSA-N |
M.W : | 195.22 | Pubchem ID : | 121055 |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405 | UN#: | 3439 |
Hazard Statements: | H301+H311+H331-H315-H319 | Packing Group: | Ⅲ |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
6g (40.59%) | With pyridine;CuCN; | 2) Synthesis of 2,4,6-tricyano-1,3,5-trimethylbenzene (TCM) CuCN (220g, 243 mmol) and pyridine (146.7g, 1.85 mol) were added to a high pressure reaction vessel, and well mixed, and then <strong>[608-72-0]2,4,6-tribromo-1,3,5-trimethylbenzene</strong>(25g, 75.8mmol) was added thereto. The reaction mixture was reacted at 205 0 for 2 hours. Cu therein was excluded with excessive methylene diamine, and then filtered by MC. Water in the reaction mixture was eliminated over MgSO4, and then solvent therein was evaporated in vacuum. The residue was absorbed to silica gel column and separated with a tube chromatography (Hx: MC = 3:1) to obtain white solid [yield: 6g (40.59%)]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | In N,N-dimethyl-formamide; at 150 - 160℃; for 8h;Reflux; | To a solution of CuCN (5.0 g, 56.0 mmol) in 40.0 mL of DMF was added 2,4,6-dibromomesitylene (4.0 g, 30.0 mmol) and the resultant mixture was heated at reflux (150-160 C) for 8 h. Subsequently, the reaction mixture was cooled to room temperature and a solution of FeCl3 (24.0 g in 32.0 mL of 2.4 N HCl) was added. The mixture was heated at 78-80 C for 20 min and then cooled. The organic matter was extracted with chloroform, washed with water, dried over anhydrous Na2SO4 and the solvent removed in vacuo. The residue was subjected to column chromatography (10% ethyl acetate/hexane) to obtain 1.0 g (46%) of 2,4,6-Tricyanomesitylene as colourless crystalline material, mp 178-179 C (lit 180 C), 1H NMR (CDCl3, 400 MHz) 2.82 (s, 9H) ppm; 13C NMR (CDCl3, 100 MHz) delta 150.0, 114.4, 114.3, 20.8 ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | With aluminum oxide; copper(II) bis(trifluoromethanesulfonate); In N,N-dimethyl acetamide; at 100℃; for 6.0h;Sealed tube; Inert atmosphere; | In a sealed tube 2.0 g of basic Al2O3-Cu(OTf)2 catalyst was added to a solution of tricyanomesitylene (100 mg,0.51 mmol) in a 7.0 mL of dimethyl acetamide (DMA) under inert atmosphere and the resultant mixture was heated at 100 C) for 6 h. The reaction mixture was cooled to room temp and filtered. The solvent (filtrate) was evaporated under reduced pressure. The residue was subjected to column chromatography (30% ethyl acetate in hexane) to obtain 22 mg (yield 45% at 49% conversion) IQ as yellowish-brown amorphous powder; mp > 300 C; 1H NMR (CDCl3, 400 MHz) δ 7.24 (s, 1H, aromatic), 5.71 (s, 2H, amine), 3.26 (s, 3H, p-methyl of aryl group), 2.91 (s, 3H, 6-methyl of isoquinoline), 2.81 (s, 3H, 8- methyl of isoquinoline), 2.36 (s, 6H, o-methyl of aryl group) ppm; 13C NMR (CDCl3, 100 MHz) δ 157.8, 154.3, 147.8, 146.8, 146.0, 144.6, 141.0, 139.1, 115.9, 115.8 (×2), 115.1, 115.0, 114.1, 113.6 (×2), 109.9 (×2), 109.3, 23.1, 21.0, 20.3, 19.8 (×2) ppm; IR (KBr) ν 3404, 3294, 3142, 2932, 2225, 1593, 1474 cm-1; ESI-MS m/z calculated for (C24H18N6 + H+): 391.1671, found 390.8277; Anal. Calcd. for C24H18N6: C, 73.83; H, 4.65; N, 21.52. Found C, 73.66; H, 4.68; N, 21.46. |