| Identification | Back Directory | [Name]
3-Bromo-1-indanone | [CAS]
40774-41-2 | [Synonyms]
3-Bromo-1-indanone
3-Bromoindan-1-one
3-Bromoindan-1-one 98%
3-bromo-2,3-dihydroinden-1-one
3-Bromo-2,3-dihydro-1H-inden-1-one
1H-Inden-1-one, 3-broMo-2,3-dihydro-
3-Bromo-2,3-dihydro-1H-inden-1-one, 3-Bromo-2,3-dihydro-1-oxo-1H-indene | [Molecular Formula]
C9H7BrO | [MDL Number]
MFCD09800595 | [MOL File]
40774-41-2.mol | [Molecular Weight]
211.06 |
| Chemical Properties | Back Directory | [Melting point ]
54.5-55 °C(Solv: carbon tetrachloride (56-23-5)) | [Boiling point ]
271.3±39.0 °C(Predicted) | [density ]
1.631±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [Appearance]
Light yellow to yellow Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 3-bromo-1-indanone from 1-indanone: 264 g (2.2 mol) of 1-indanone was dissolved in 154 mL of carbon tetrachloride, and 390 g (2.2 mol) of N-bromosuccinimide (non-caking powder) and 0.5 g of benzoyl peroxide were added. The reaction was refluxed under mechanical stirring for 1.5 hours. During the reaction, the color of the mixture changed abruptly to yellow and all N-bromosuccinimides (density greater than carbon tetrachloride) were converted to succinimides (density less than carbon tetrachloride). After completion of the reaction, the mixture was cooled to 20 °C, filtered and concentrated in vacuum. The crude product, 3-bromo-1-indanone, was dissolved in 600 mL of ethyl acetate/heptane (1:2) solvent mixture, cooled in an ice bath for 2 h, and subsequently crystallized in a refrigerator overnight to give 257 g of 3-bromo-1-indanone crystals in 62% yield. | [References]
[1] Tetrahedron, 1995, vol. 51, # 32, p. 8953 - 8958
[2] Indian journal of chemistry, 1981, vol. 20 B, # 4, p. 303 - 307
[3] Patent: US2008/58329, 2008, A1. Location in patent: Page/Page column 13
[4] Tetrahedron Letters, 2006, vol. 47, # 7, p. 1097 - 1099
[5] Tetrahedron, 2009, vol. 65, # 22, p. 4429 - 4439 |
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