- N-(4-Bromobutyl)phthalimide
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- $35.00 / 1kg
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2025-09-25
- CAS:5394-18-3
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
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| | N-(4-Bromobutyl)phthalimide Basic information |
| | N-(4-Bromobutyl)phthalimide Chemical Properties |
| Melting point | 76-80 °C (lit.) | | Boiling point | 165-170°C 1mm | | density | 1.5271 (rough estimate) | | refractive index | 1.6320 (estimate) | | Fp | 165-170°C/1mm | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | -2.15±0.20(Predicted) | | form | Powder | | color | White to light brown | | Water Solubility | Soluble in ethanol. Insoluble in water. | | BRN | 164119 | | InChIKey | UXFWTIGUWHJKDD-UHFFFAOYSA-N | | CAS DataBase Reference | 5394-18-3(CAS DataBase Reference) | | NIST Chemistry Reference | N-(4-bromobutyl)phthalimide(5394-18-3) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29251995 |
| | N-(4-Bromobutyl)phthalimide Usage And Synthesis |
| Chemical Properties | white crystalline powder | | Uses | N-(4-Bromobutyl)phthalimide is used in organic synthesis and the production of pharmaceutical. It can react with 1-phenyl-piperazine to get N-[4-(4-phenyl-piperazin-1-yl)-butyl]-phthalimide. It is a useful synthesis reagent used to synthesize B-cyclodextrin derivatives. | | reaction suitability | reagent type: cross-linking reagent
reagent type: linker | | Synthesis | General procedure for the synthesis of N-(4-bromobutyl)phthalimide from 1,4-dibromobutane and 3-hydroxy-1H-isoindol-1-one: phthalimide (148 mg, 1 mmol), 1,4-dibromobutane (1.080 g, 5 mmol) and potassium carbonate (276 mg, 2 mmol) were added to acetone (3 mL) and the reaction mixture was refluxed for 2 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was purified by column chromatography using petroleum ether: acetone (40:1) as eluent to afford N-(4-bromobutyl)phthalimide (260 mg, 92% yield) as a white solid. | | References | [1] Journal of Organic Chemistry, 2004, vol. 69, # 18, p. 6094 - 6099
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 6, p. 1532 - 1536
[3] Angew. Chem., 2018, vol. 130, # 6, p. 1548 - 1552,5
[4] European Journal of Medicinal Chemistry, 2018, vol. 145, p. 74 - 85
[5] Journal of the Chinese Chemical Society, 2013, vol. 60, # 12, p. 1431 - 1436 |
| | N-(4-Bromobutyl)phthalimide Preparation Products And Raw materials |
| Raw materials | 2-[4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butyl]-1H-isoindole-1,3(2H)-dione-->1-Butanol, 1-amino--->1,1-dibromobutane-->5-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PENTANOIC ACID-->N-Chlorophthalimide-->2-(4-Hydroxybutyl)-2H-isoindole-1,3-dione-->SODIUM PHTHALIMIDE-->1H-Isoindol-1-one, 3-hydroxy--->1,4-Dibromobutane-->Potassium phthalimide | | Preparation Products | 4-bromobutan-1-amine-->PHTHALAMIDE |
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