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Home > Encyclopedia > Acenaphthylene, 5,6-dibromo-1,2-dihydro-

Acenaphthylene, 5,6-dibromo-1,2-dihydro-

Acenaphthylene, 5,6-dibromo-1,2-dihydro- structure

Acenaphthylene, 5,6-dibromo-1,2-dihydro- 

structure
  • CAS No:

    19190-91-1

  • Formula:

    C12H8Br2

  • Chemical Name:

    Acenaphthylene, 5,6-dibromo-1,2-dihydro-

  • Synonyms:

    5,6-dibromo-1,2-dihydroacenaphthylene;Acenaphthylene, 5,6-dibromo-1,2-dihydro-;5,6-DIBROMOACENAPHTHENE;SCHEMBL1356071;CTK4E0855;DTXSID80172739;ALBB-013775;ZINC2556996;MFCD00191989;AKOS003611363

Acenaphthylene, 5,6-dibromo-1,2-dihydro- Basic Attributes

312.02

311.897

DTXSID80172739

Characteristics

0

4.8

1.865±0.06 g/cm3(Predicted)

169-171 °C(Solv: hexane (110-54-3))

383.0±42.0 °C(Predicted)

Acenaphthylene, 5,6-dibromo-1,2-dihydro- Use and Manufacturing

Among them, the preparation method of the compound C (4, 5-dibromoacenaphthene) is as follows: Into a 500mL two-necked flask, add 37. O1g (240mL) acenaphthene and 200mL DMF, maintain the temperature at 13 ° C and stir. Dissolve 103.23g (580mL) NBS into 200mL DMF, and then slowly add drop-wise into the acenaphthene DMF solution, drip in about 5 hours, stir at room temperature overnight. After the reaction has been complete, vacuum filtration, and then the filtered residue is refluxed with 100mL of ethanol for 10 hours, after cooling at room temperature, filter and then obtained 24.3 g of an off-white solid, yield 32.45percent.In a 500 mL two-necked flask, 37. Olg (240 mL) of hydrazine and 200 mL of DMF were added, and the temperature was maintained at 13 ° C and stirred. 103.23 g (580 mL) of NBS was dissolved in 200 mL of DMF, and then slowly added dropwise to a solution of hydrazine DMF, which was dripped in about 5 hours, and stirred at a constant temperature overnight. After the reaction was completed, the mixture was filtered under reduced pressure, and then the obtained residue was refluxed with 100 mL of ethanol for 10 hr, cooled to room temperature, and filtered to give an white solid (24.3 g, yield: 32.45percent).Acenaphthene (4.6 g, 0.03mol) and N-bromosuccinimide (13.4 g, 0.07 mol) were combined in DMF (70 mL)and stirred overnight at 30-32 °C. The reaction was then cooled to room temperature, filtered to obtain the crude product, and purified via recrystallization from ethanol togive 2.15 g of 1b as a beige crystal in 23percent yield. Melting point: 169-170 °C (lit.168-171 °C). 1H NMR (300 MHz, CDCl3): 7.79 (m, 2H), 7.08 (m, 2H), 3.29 (m, 4H)

Computed Properties

Molecular Weight:312.00
XLogP3:4.8
Exact Mass:311.89723
Monoisotopic Mass:309.89928
Heavy Atom Count:14
Complexity:206
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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