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Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
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CAS No. : | 170879-71-7 | MDL No. : | MFCD18917081 |
Formula : | C8H6Cl2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | FYLGSVWGWPLXGK-UHFFFAOYSA-N |
M.W : | 189.04 g/mol | Pubchem ID : | 20237387 |
Synonyms : |
|
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P501-P273-P260-P264-P280-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405 | UN#: | 1759 |
Hazard Statements: | H314-H412 | Packing Group: | Ⅲ |
GHS Pictogram: |
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* 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 |
---|---|---|
45% | With trichlorophosphate RT, 30 min, heating, 4-4.5 h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 11% 2: 19% | With trichlorophosphate RT, 30 min, heating, 4-4.5 h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
13.0 g | Stage #1: 2,3-dichloro-4-methyl-benzaldehyde; 2,2-dimethoxyethylamine In toluene for 2h; Dean-Stark; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h; | N- [(2,3 -Dichloro-4-methyl-phenyl)methyl] -2,2-dimethoxy-ethanamine A solution of 13.0 g (68.8 mmol) of 2,3-dichloro-4-methyl-benzaldehyde and 8.76 g (82.5 mmol) of aminoacetaldehyde dimethyl acetal (CAS 22483-09-6) in 100 mL of toluene is stirred with a Dean-Stark trap under reflux for 2 h. The mixture is concentrated under vacuum to give the residue, which is dissolved in 100 mL of EtOH and 2.71g (70.4 mmol) of NaBH4 is added slowly at 0°C. The reaction mixture is stirred at 20°C for 2 h. 50 mL of H20 was added and the mixture is extracted with EA. Thecombined organic layers are dried over Na2504 and then concentrated under vacuum to afford 13.0 g of the residue as a yellow oil.MS (ESI+): 278.0 [M+H]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: toluene / 2 h / Dean-Stark; Reflux 1.2: 2 h / 0 - 20 °C 2.1: pyridine / dichloromethane / 16 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: toluene / 2 h / Dean-Stark; Reflux 1.2: 2 h / 0 - 20 °C 2.1: pyridine / dichloromethane / 16 h / 20 °C 3.1: aluminum (III) chloride / dichloromethane / 16 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: toluene / 2 h / Dean-Stark; Reflux 1.2: 2 h / 0 - 20 °C 2.1: pyridine / dichloromethane / 16 h / 20 °C 3.1: aluminum (III) chloride / dichloromethane / 16 h / 0 - 20 °C 4.1: N-Bromosuccinimide; acetic acid / 3 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: toluene / 2 h / Dean-Stark; Reflux 1.2: 2 h / 0 - 20 °C 2.1: pyridine / dichloromethane / 16 h / 20 °C 3.1: aluminum (III) chloride / dichloromethane / 16 h / 0 - 20 °C 4.1: N-Bromosuccinimide; acetic acid / 3 h / 60 °C 5.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 85 °C 5.2: 16 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: toluene / 2 h / Dean-Stark; Reflux 1.2: 2 h / 0 - 20 °C 2.1: pyridine / dichloromethane / 16 h / 20 °C 3.1: aluminum (III) chloride / dichloromethane / 16 h / 0 - 20 °C 4.1: N-Bromosuccinimide; acetic acid / 3 h / 60 °C 5.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 85 °C 5.2: 16 h / 20 °C 6.1: tetrakis(triphenylphosphine) palladium(0); potassium phosphate / water; 1,4-dioxane / 16 h / 95 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1.1: toluene / 2 h / Dean-Stark; Reflux 1.2: 2 h / 0 - 20 °C 2.1: pyridine / dichloromethane / 16 h / 20 °C 3.1: aluminum (III) chloride / dichloromethane / 16 h / 0 - 20 °C 4.1: N-Bromosuccinimide; acetic acid / 3 h / 60 °C 5.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 85 °C 5.2: 16 h / 20 °C 6.1: tetrakis(triphenylphosphine) palladium(0); potassium phosphate / water; 1,4-dioxane / 16 h / 95 °C / Inert atmosphere 7.1: t-BuBrettPhos; ([(2-di-tert-butylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate) / 1,4-dioxane / 0.25 h / 120 °C / Microwave irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1.1: toluene / 2 h / Dean-Stark; Reflux 1.2: 2 h / 0 - 20 °C 2.1: pyridine / dichloromethane / 16 h / 20 °C 3.1: aluminum (III) chloride / dichloromethane / 16 h / 0 - 20 °C 4.1: N-Bromosuccinimide; acetic acid / 3 h / 60 °C 5.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 85 °C 5.2: 16 h / 20 °C 6.1: tetrakis(triphenylphosphine) palladium(0); potassium phosphate / water; 1,4-dioxane / 16 h / 95 °C / Inert atmosphere 7.1: hydrogenchloride / ethyl acetate / 16 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: sodium / methanol; dichloromethane / -78 - 20 °C 2: o-xylene / 0.83 h / 130 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: sodium / methanol; dichloromethane / -78 - 20 °C 2: o-xylene / 0.83 h / 130 °C 3: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: sodium / methanol; dichloromethane / -78 - 20 °C 2: o-xylene / 0.83 h / 130 °C 3: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4: sodium hydroxide; water / methanol / 1 h / 65 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: sodium / methanol; dichloromethane / -78 - 20 °C 2.1: o-xylene / 0.83 h / 130 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4.1: sodium hydroxide; water / methanol / 1 h / 65 °C 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 0.08 h / 20 °C 5.2: 1.5 h / 20 °C 6.1: sodium hydroxide; water / methanol / 1 h / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium / methanol; dichloromethane / -78 - 20 °C 2.1: o-xylene / 0.83 h / 130 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4.1: sodium hydroxide; water / methanol / 1 h / 65 °C 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 0.08 h / 20 °C 5.2: 1.5 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1.1: sodium / methanol; dichloromethane / -78 - 20 °C 2.1: o-xylene / 0.83 h / 130 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4.1: sodium hydroxide; water / methanol / 1 h / 65 °C 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / 20 °C 5.2: 1 h / 20 °C 6.1: 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; palladium diacetate; catacxium A; triethylamine / isopropyl alcohol / 1 h / 75 °C 6.2: 2 h / 20 °C 7.1: sodium hydroxide; water / acetonitrile / 0.5 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1.1: sodium / methanol; dichloromethane / -78 - 20 °C 2.1: o-xylene / 0.83 h / 130 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4.1: sodium hydroxide; water / methanol / 1 h / 65 °C 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / 20 °C 5.2: 1 h / 20 °C 6.1: 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; palladium diacetate; catacxium A; triethylamine / isopropyl alcohol / 1 h / 75 °C 6.2: 2 h / 20 °C 7.1: sodium hydroxide; water / acetonitrile / 0.5 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: sodium / methanol; dichloromethane / -78 - 20 °C 2.1: o-xylene / 0.83 h / 130 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4.1: sodium hydroxide; water / methanol / 1 h / 65 °C 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / 20 °C 5.2: 1 h / 20 °C 6.1: 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; palladium diacetate; catacxium A; triethylamine / isopropyl alcohol / 1 h / 75 °C 6.2: 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium / methanol; dichloromethane / -78 - 20 °C 2.1: o-xylene / 0.83 h / 130 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4.1: sodium hydroxide; water / methanol / 1 h / 65 °C 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / 20 °C 5.2: 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium / methanol; dichloromethane / -78 - 20 °C 2.1: o-xylene / 0.83 h / 130 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4.1: sodium hydroxide; water / methanol / 1 h / 65 °C 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / 20 °C 5.2: 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: sodium / methanol; dichloromethane / -78 - 20 °C 2.1: o-xylene / 0.83 h / 130 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C 4.1: sodium hydroxide; water / methanol / 1 h / 65 °C 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / 20 °C 5.2: 1 h / 20 °C 6.1: 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; palladium diacetate; catacxium A; triethylamine / isopropyl alcohol / 1 h / 75 °C 6.2: 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With sodium In methanol; dichloromethane at -78 - 20℃; |
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