| Identification | Back Directory | [Name]
2-BROMO-DIBENZOFURAN | [CAS]
86-76-0 | [Synonyms]
NSC 1735
2-bromo-dibenzouran
2-BROMO-DIBENZOFURAN
Dibenzofuran, 2-broMo-
2-MONOBROMODIBENZOFURAN
2-BroModibenzo[b,d]furan
12-broMo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaene | [EINECS(EC#)]
659-733-5 | [Molecular Formula]
C12H7BrO | [MDL Number]
MFCD00092338 | [MOL File]
86-76-0.mol | [Molecular Weight]
247.09 |
| Chemical Properties | Back Directory | [Melting point ]
121-122℃ | [Boiling point ]
344℃ | [density ]
1.577 | [refractive index ]
1.5290 (estimate) | [Fp ]
162℃ | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Soluble in hot methanol. | [form ]
Solid | [color ]
White to Off-White | [InChI]
InChI=1S/C12H7BrO/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7H | [InChIKey]
CRJISNQTZDMKQD-UHFFFAOYSA-N | [SMILES]
O1C2=CC=CC=C2C2=CC(Br)=CC=C12 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white powder | [Uses]
2-Bromodibenzofuran is used as a reagent in Friedel-Crafts acylation reactions. | [Synthesis]
General procedure for the synthesis of 2-bromodibenzo[b,d]furan from dibenzofuran: Under argon protection, dibenzofuran (3.36 g, 20 mmol), N-bromosuccinimide (NBS, 3.92 g, 22 mmol), zirconium chloride (ZrCl4, 0.10 g, 0.44 mmol) and N,N-dimethylformamide (DMF, 40 mL) were added to a 100 mL Schlenk flask equipped with a magnetic stirrer. The reaction mixture was stirred at 70 °C for 18 hours. Upon completion of the reaction, the reaction solution was slowly poured into water (200 mL) to precipitate solids and the suspension was continued to be stirred for 30 minutes. The solids were collected by filtration and the filter cake was washed with hot water (100 mL, 90 °C). The solid on the filter paper was recovered and dried to give 4.1 g of 2-bromodibenzo[b,d]furan in 83% yield. | [References]
[1] Patent: JP2016/175849, 2016, A. Location in patent: Paragraph 0144
[2] Patent: JP2015/205860, 2015, A. Location in patent: Paragraph 0130-0131
[3] Journal of Organic Chemistry, 1997, vol. 62, # 5, p. 1348 - 1355
[4] Patent: KR2015/133998, 2015, A. Location in patent: Paragraph 0126-0129
[5] Patent: JP2018/90561, 2018, A. Location in patent: Paragraph 0075 |
| Questions and Answers (Q&A) | Back Directory | [Description]
2-Bromo-dibenzofuran is the bromo modified form of dibenzofuran, an aromatic compound consisting two benzene rings fused to a central furan ring. It can be used as a reagent in Friedel-Crafts acylation reactions.
|
|
|