| N-(2-Bromoethyl)phthalimide Basic information |
| Product Name: | N-(2-Bromoethyl)phthalimide |
| Synonyms: | AURORA KA-575;BETA-BROMOETHYLPHTHALIMIDE;2-(2-BROMO-ETHYL)-ISOINDOLE-1,3-DIONE;TIMTEC-BB SBB003129;1-Bromo-2-phthalimidoethane;1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-;2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione;2-(2-bromoethyl)-1h-isoindole-3(2h)-dione |
| CAS: | 574-98-1 |
| MF: | C10H8BrNO2 |
| MW: | 254.08 |
| EINECS: | 209-379-9 |
| Product Categories: | N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Phthalimides;Bifunctional CrosslinkersOrganic Building Blocks;Carbonyl Compounds;Cyclic Imides;Linkers;Peptide Synthesis;Bifunctional Linkers;Building Blocks;Carbonyl Compounds;Chemical Biology;Chemical Synthesis;Cyclic Imides;Linkers and Crosslinkers;Organic Building Blocks;alkyl bromide |
| Mol File: | 574-98-1.mol |
| N-(2-Bromoethyl)phthalimide Chemical Properties |
| Melting point | 80-83 °C (lit.) |
| Boiling point | 318 °C |
| density | 1.6254 (rough estimate) |
| refractive index | 1.6320 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| pka | -2.35±0.20(Predicted) |
| form | Crystalline Powder |
| color | White to slightly pink or beige |
| Water Solubility | insoluble |
| BRN | 148736 |
| CAS DataBase Reference | 574-98-1(CAS DataBase Reference) |
| NIST Chemistry Reference | N-(beta-bromoethyl)phthalimide(574-98-1) |
| EPA Substance Registry System | 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- (574-98-1) |
| Safety Information |
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29251995 |
| MSDS Information |
| Provider | Language |
|---|---|
| N-(2-Bromoethyl)phthalimide | English |
| SigmaAldrich | English |
| ACROS | English |
| ALFA | English |
| N-(2-Bromoethyl)phthalimide Usage And Synthesis |
| Chemical Properties | white powder |
| Uses | N-(2-Bromoethyl)phthalimide is an intermediate used in organic synthesis. It can react with phenyl magnesium bromide to get 2-(2-bromo-ethyl)-3-hydroxy-3-phenyl-isoindolin-1-one. |
| Synthesis Reference(s) | Journal of the American Chemical Society, 71, p. 2425, 1949 DOI: 10.1021/ja01175a052Organic Syntheses, Coll. Vol. 1, p. 119, 1941 |
| Purification Methods | The following is to be carried out in an efficient FUME HOOD. Dissolve the compound (180g) in CS2 (500 mL) by refluxing for 15minutes (to cause the separation of the most likely impurity, 1,2-diphthalimidoethane), filter and evaporate under reduced pressure. The product forms light tan crystals (m 78-80o). Recrystallise it from EtOH (charcoal) [the compound (50g) is dissolved in hot 75% EtOH (200mL), boiled for ca 10 minutes, carbon is added (5g, Norite), filter and cool to 0o], to give white crystals (40g) which can be recrystallised (m 80-81o); and further recrystallisation gives m 82-83o. [Salzberg & Supniewski Org Synth Coll Vol I 119 1932, Landini & Rolla Synthesis 389 1976, Beilstein 21/10 V 275.] |
| N-(2-Bromoethyl)phthalimide Preparation Products And Raw materials |
| Raw materials | Phthalic anhydride-->Monoethanolamine |
| Preparation Products | guanethidine-->hexahydro-2H-azocine-1-ethylamine-->N1-BENZYL-N1-METHYLETHANE-1,2-DIAMINE |
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