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1,4-Dibromo-2,3-difluorobenzene

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1,4-Dibromo-2,3-difluorobenzene manufacturers

1,4-Dibromo-2,3-difluorobenzene Basic information
Product Name:1,4-Dibromo-2,3-difluorobenzene
Synonyms:1,4-Dibromo-2,3-difluorobenzene 95+%;2,3-Difluoro-1,4-dibromobenzene;1,4-Dibromo-2,3-difluorobenzene 97%;Benzene,1,4-dibroMo-2,3-difluoro-;EA225;4-DIBROMO-2;1,4-Dibromo-2,3-difluorobenzene;8. 1,4-Dibromo-2,3-Difluorobenzene-
CAS:156682-52-9
MF:C6H2Br2F2
MW:271.88
EINECS:811-056-8
Product Categories:
Mol File:156682-52-9.mol
1,4-Dibromo-2,3-difluorobenzene Structure
1,4-Dibromo-2,3-difluorobenzene Chemical Properties
Boiling point 212℃
density 2.087
refractive index 1.5620-1.5660
Fp 82℃
storage temp. Keep in dark place,Sealed in dry,2-8°C
form clear liquid
color Colorless to Red to Green
InChIInChI=1S/C6H2Br2F2/c7-3-1-2-4(8)6(10)5(3)9/h1-2H
InChIKeyRGXGEFSBDPGCEU-UHFFFAOYSA-N
SMILESC1(Br)=CC=C(Br)C(F)=C1F
Safety Information
HS Code 2903998090
MSDS Information
1,4-Dibromo-2,3-difluorobenzene Usage And Synthesis
Uses1,4-Dibromo-2,3-difluorobenzene is a halogenated benzene used in the preparation of various biologically active compounds such as non-nucleoside reverse transcriptase inhibitors. 1,4-Dibromo-2,3-difluorobenzene is also used in the synthesis of conjugated polymers for organic photovoltaics.
Synthesis
(2,3-difluoro-1,4-phenylene)bis(triMethylsilane)

867366-94-7

1,4-DIBROMO-2,3-DIFLUOROBENZENE

156682-52-9

1,4-Dibromo-2,3-difluorobenzene (5) was synthesized as follows: bromine (9.9 mL) was added to a 100 mL two-necked round-bottomed flask, which was connected to a condenser tube and a drying tube under ice bath conditions. Subsequently, 2,3-difluoro-1,4-bis(trimethylmethylsilyl)benzene (4.5 g, 19.34 mmol) was added, and the mixture was stirred at 58 °C for 1 hour. Next, another portion of bromine (0.5 mL) was added to the mixture and stirring was continued at the same temperature for 12 hours. Upon completion of the reaction, the mixture was cooled to 0 °C and the reaction was quenched by addition of sodium bicarbonate solution. The mixture was extracted with ethyl acetate and the organic phase was washed with brine and dried with magnesium sulfate. Subsequently, the solution was concentrated under vacuum using a rotary evaporator and the crude product was purified by column chromatography. The yield of the final product was 70%.

References[1] Polymer, 2017, vol. 109, p. 115 - 125
[2] Journal of the American Chemical Society, 2015, vol. 137, # 32, p. 10420 - 10429
[3] Polymer, 2014, vol. 55, # 7, p. 1707 - 1715
[4] Patent: US2008/249151, 2008, A1. Location in patent: Page/Page column 16; 22-23
[5] Patent: US2006/25462, 2006, A1. Location in patent: Page/Page column 11; 20
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