(2,2-diethoxyethyl)triphenylphosphonium bromide CAS#: 51605-46-0; ChemWhat Code: 1489780
Identification
| Product Name | 3-(2,2-diethoxyethyl)triphenylphosphonium bromide |
| IUPAC Name | 2,2-diethoxyethyl(triphenyl)phosphanium;bromide |
| Molecular Structure |  |
| CAS Registry Number | 51605-46-0 |
| Synonyms | 51605-46-0 (2,2-Diethoxyethyl)triphenylphosphonium bromide (2,2-Diethoxyethyl)(triphenyl)phosphanium bromide SCHEMBL11171078 DTXSID90851164 DB-200088 (2,2-Diethoxyethyl)triphenylphosphoniumbromide |
| Molecular Formula | C24H28BrO2P |
| Molecular Weight | 459.4 |
| InChI | InChI=1S/C24H28O2P.BrH/c1-3-25-24(26-4-2)20-27(21-14-8-5-9-15-21,22-16-10-6-11-17-22)23-18-12-7-13-19-23;/h5-19,24H,3-4,20H2,1-2H3;1H/q+1;/p-1 |
| InChI Key | CUYKNJBYIJFRCU-UHFFFAOYSA-N |
| Canonical SMILES | PSGFSYIWKUKARO-UHFFFAOYSA-M |
Physical Data
| Appearance | Powder |
Spectra
No data available
Route of Synthesis (ROS)
| Conditions | Yield |
| With hydrogenchloride; sodium hydroxide; sodium; trichlorophosphate In ethanol Experimental Procedure PREPARATION OF THE STARTING COMPOUNDS A solution of 2.3 g (0.1 mol) of sodium in 50 ml of ethanol is added dropwise at 0° C. to a solution of 45.9 g (0.1 mol) of diethoxyethyl-triphenylphosphonium bromide in 200 ml of ethanol. Subsequently, 19.8 g (0.1 mol) of 3-phenoxybenzaldehyde are added dropwise, the batch is maintained at 0° C. for 2 hours and 2 hours at 25° C. After concentration it is extracted with toluene, filtered, dried, and the solvent is distilled off in vacuo. 25.7 g (86% of theory) of 3-phenoxycinnamic aldehyde-diethylacetal are obtained which are heated for 2 hours at 50° C. with 100 ml of 4 N HCl. The batch is extracted twice with 50 ml of ether each, the ether phase is shaken with saturated sodium chloride solution, and dried over sodium sulfate. After having distilled off the solvent in vacuo, and after distillation, 14.5 g (65% of theory) of 3-(3-phenoxyphenyl)-2-propenal, b.p. 150°-160° C./0.3 mm Hg, nD25 =1.6339 are obtained. STR20 50 ml of dimethyl formamide are added at 5°-10° C. to 60 g of phosphorus oxychloride, and stirred for a further 30 minutes. Within 1 hour, 42.4 g (0.2 mol) of 3-phenoxy-acetophenone are added at 10° C., and the batch is then stirred for a further 4 hours at 25° C. Thereafter, the solution is shaken onto icewater, and extracted with 200 ml of dichloromethane. The organic phase is shaken with 10% sodium hydroxide solution and water, and dried over sodium sulfate. After removal of the solvent in vacuo, 38.2 g (74%) of 3-chloro-3-(3-phenoxyphenyl)-2-propenal, nD23 =1.6509, are obtained. STR21 |
Safety and Hazards
| GHS Hazard Statements | Not Classified |
Other Data
| Transportation | Store at 2~8° for long time. |
| HS Code | |
| Storage | Store at 2~8° for long time. |
| Shelf Life | 1 year |
| Market Price |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 459.363 |
| logP | 7.896 |
| HBA | 2 |
| HBD | 0 |
| Matching Lipinski Rules | 3 |
| Veber rules component | |
| Polar Surface Area (PSA) | 18.46 |
| Rotatable Bond (RotB) | 9 |
| Matching Veber Rules | 2 |
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| Caming Pharmaceutical Limited | http://www.caming.com/ |
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