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Home > Encyclopedia > 1-Bromo-3-chloro-5-methoxybenzene

1-Bromo-3-chloro-5-methoxybenzene

1-Bromo-3-chloro-5-methoxybenzene structure

1-Bromo-3-chloro-5-methoxybenzene 

structure
  • CAS No:

    174913-12-3

  • Formula:

    C7H6BrClO

  • Chemical Name:

    1-Bromo-3-chloro-5-methoxybenzene

  • Synonyms:

    Benzene,1-bromo-3-chloro-5-methoxy-;1-Bromo-3-chloro-5-methoxybenzene;3-Bromo-5-chloroanisole

  • Categories:

    Organic Chemistry  >  Ethers and Derivatives

1-Bromo-3-chloro-5-methoxybenzene Basic Attributes

221.49

221.48

DTXSID80620624

Characteristics

9.2

3.9

1.564±0.06 g/cm3(Predicted)

236.5±20.0 °C(Predicted)

96.8±21.8 °C

1.556

Room temperature.

1-Bromo-3-chloro-5-methoxybenzene Use and Manufacturing

steps 1 and 2-A solution of 1-bromo-3-chloro-5-fluoro-benzene (42a, 55 g, 263 mmol) was cooled to 0° C. and treated with a 25percent methanolic sodium methoxide solution (68 mL, 315 mmol) and heated to 40° C. for 3 h. The solution was cooled and partitioned between water (1 L) and a 1:1 mixture of hexane/diethyl ether (3.x.200 mL). The combined extracts were washed with brine (60 mL), dried (NaStep 1 : 1-Bromo-3-chloro-5-methoxybenzene. 1 -Bromo-3-chloro-5-fluorobenzene (1 g, 4.77 mmol, 1 equiv.) was treated at 0 °C with sodium methoxide (25 percent in MeOH, 1.2 ml_, 5.71 mmol, 1.2 equiv.). The reaction mixture was stirred at 100 °C for 3 h. The solution was concentrated under reduced pressure, the crude product was extracted with DCM, washed with H-(Steps 1-5 are depicted in Scheme 9) A 100 ml round bottom flask was charged under a stream of nitrogen with 3, 5-dichlorobenzonitrile (81a, 7.0 g, 40.69 mmol) and anhydrous DMF (75 mL). To the solution was added sodium methoxide (2.26 g, 44.76 mmol) and resulting solution was stirred further at RT for 24 h. When the reaction was complete, aqueous 10percent hydrochloric acid added drop wise to the reaction vessel. The crude mixture was extracted with EtOAc and sequentially washed with aqueous acid, water and brine. The EtOAc extracts were dried (Na

Computed Properties

Molecular Weight:221.48
XLogP3:3.9
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:219.92906
Monoisotopic Mass:219.92906
Topological Polar Surface Area:9.2
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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