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ChemicalBook CAS DataBase List 2-Bromochlorobenzene

2-Bromochlorobenzene synthesis

10synthesis methods

Product Name:2-Bromochlorobenzene
CAS Number:694-80-4
Molecular formula:C6H4BrCl
Molecular Weight:191.45

2-bromochlorobenzene has two isomers, namely m-bromochlorobenzene and p-bromochlorobenzene. All three compounds are toxic and much stronger than the corresponding dichloride. 2-Bromochlorobenzene can be synthesized by diazotization of o-chloroaniline and then reacting with cuprous bromide.

95-51-2
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694-80-4
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Yield:694-80-4 94%

Reaction Conditions:

Stage #1: o-chloroanilinewith potassium hydrogensulfate;sodium bromide in water at 9 - 40; for 3 h;
Stage #2: with sodium bromide;tin(ll) chloride at 92 - 95;Temperature;

Steps:

3 Example 3:

(I) in the reaction container by adding O-aminochlorobenzene 0.8mol, aqueous solution 100 ml, control the stirring speed in the 500rpm, by adding the mass fraction is 60% of sodium bromide solution 300 ml, control the temperature of the solution to 9 °C, potassium sulfite dropping 0.8mol dissolved in 120 ml of an aqueous solution, keeping the temperature of the solution after the added in 40 °C, time-keeping 3h, potassium iodide test for determining the end point of the reaction, the diazonium salt is generated (3);(Ii) taking stannous chloride 0.12mol, the mass fraction of 70% sodium bromide solution of 300 ml mixed in the reaction vessel, heating the solution temperature to 92 °C, dropping step (i) generating the diazotizing solution, maintaining the temperature of the solution is in the 95 °C, after adding water vapor distillation, oil-free object until the distillate, separating the organic layer, the aqueous layer extracted with ethanol solvent 7 time, combined with the extracted oil, are sequentially used for quality score for the 30 [...] 40% phosphoric acid washing, potassium bicarbonate solution, the mass fraction of 10% - 20% of the potassium bromide solution, phosphorus pentoxide dehydration, to extracting distilled 1.3kPa vacuum distillation, collecting 180 - - 185 °C fraction, O-chloro-bromobenzene may be colorless transparent product 143.63g, yield 94%.

References:

CN105541545,2016,A Location in patent:Paragraph 0018; 0019; 0020

3900-89-8 Synthesis