Identification | Back Directory | [Name]
3,5-Dibromoacetophenone | [CAS]
14401-73-1 | [Synonyms]
3,5-DIBROMOACETOPHENONE 3',5'-DIBROMOACETOPHENONE Acetophenone, 3',5'-dibromo- 3,5-DIBROMOACETOPHENONE 99%MIN Ethanone, 1-(3,5-dibromophenyl)- 1-(3,5-dibromophenyl)ethan-1-one | [Molecular Formula]
C8H6Br2O | [MDL Number]
MFCD00078665 | [MOL File]
14401-73-1.mol | [Molecular Weight]
277.94 |
Chemical Properties | Back Directory | [Melting point ]
68°C | [Boiling point ]
160-164 °C(Press: 1-2 Torr) | [density ]
1.7855 (rough estimate) | [refractive index ]
1.5560 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C8H6Br2O/c1-5(11)6-2-7(9)4-8(10)3-6/h2-4H,1H3 | [InChIKey]
NHFJDRRYVMJBRJ-UHFFFAOYSA-N | [SMILES]
C(=O)(C1=CC(Br)=CC(Br)=C1)C |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 3,5-dibromoacetophenone: To a round-bottomed flask containing 1,3,5-tribromobenzene (6.3 g, 20 mmol) and anhydrous ethyl ether (150 mL) under nitrogen protection, a n-butyllithium solution (12.5 mL, 20 mmol) was slowly added at -78 °C and stirred for 2 h at this temperature. Subsequently, a solution of N,N-dimethylacetamide (1.92 g, 22 mmol) in anhydrous ether (15 mL) was added dropwise. The reaction mixture was slowly warmed from -78°C to room temperature and stirring was continued for 20 hours. Upon completion of the reaction, extraction was carried out with ether and the solvent was removed by distillation after combining the organic phases. The product was purified by column chromatography and recrystallization to give 3,5-dibromoacetophenone in 41% yield. | [References]
[1] Patent: US2007/138945, 2007, A1. Location in patent: Page/Page column 11 |
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