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| | 2-(2-Bromoethyl)-1,3-dioxane Basic information |
| | 2-(2-Bromoethyl)-1,3-dioxane Chemical Properties |
| Melting point | 157-161 °C | | Boiling point | 67-70 °C2.8 mm Hg(lit.) | | density | 1.431 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.481(lit.) | | Fp | 206 °F | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | solubility | ethanol: soluble50 (μg/mL) | | form | Liquid | | color | Clear colorless | | Water Solubility | It is not soluble in water but soluble in organic solvent such as ethanol. | | BRN | 1421628 | | InChI | InChI=1S/C6H11BrO2/c7-3-2-6-8-4-1-5-9-6/h6H,1-5H2 | | InChIKey | WMDHQEHPOVOEOG-UHFFFAOYSA-N | | SMILES | O1CCCOC1CCBr | | CAS DataBase Reference | 33884-43-4(CAS DataBase Reference) | | NIST Chemistry Reference | 2(2-Bromoethyl)-1,3-dioxane(33884-43-4) | | EPA Substance Registry System | 1,3-Dioxane, 2-(2-bromoethyl)- (33884-43-4) |
| | 2-(2-Bromoethyl)-1,3-dioxane Usage And Synthesis |
| Uses | 2-(2-Bromoethyl)-1,3-dioxane was used in the synthesis of ketone adducts 2-[3-oxo-4(S)-(triphenylmethyl) amino-6-methylheptyl]-1,3-dioxane and 2-[3-oxo-4(S)-(triphenylmethyl)amino-6-methylheptyl]-1,3-dioxolane. | | General Description | The reaction of Grignard reagent prepared from 2-(2-bromoethyl)-1,3-dioxane and N-tert-butanesulfinyl aldimines was studied. | | Synthesis |
A 2-L, three-necked flask has a mechanical stirrer, thermometer, and gas inlet tube. In the flask, 750 mL of dichloromethane, 112 g (2.00 mol) of acrolein (Note 1), and 0.10 g of dicinnamalacetone indicator are placed under nitrogen. The yellow solution is cooled to 0–5°C with an ice bath. Gaseous hydrogen bromide is bubbled into the solution with stirring until the indicator becomes deep red. The ice bath is removed, and 1.0 g of p-toluenesulfonic acid monohydrate and 152.2 g (2.00 mol, 144 mL) of 1,3-propanediol are added. The yellow solution is stirred at room temperature for 8 hr and then concentrated with a rotary evaporator. The residual oil is washed with two 250-mL portions of saturated aqueous sodium bicarbonate and dried over anhydrous potassium carbonate. Vacuum distillation through a 30-cm Vigreux column yields 252 g (65%) of 2-(2-Bromoethyl)-1,3-dioxane as a colourless liquid.
| | storage | This bromide is recognized to possess irritant properties and should therefore invariably be handled with gloved hands inside an efficient hood. It is also advisable that these reagents be refrigerated for long-term storage in order to minimize the potential for acid liberation. |
| | 2-(2-Bromoethyl)-1,3-dioxane Preparation Products And Raw materials |
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