2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene

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2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene Basic information
Product Name:2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene
Synonyms:2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene;2,6‐dibroMo‐(4,4‐di‐2‐ ethylhexyldithieno[ 3,2‐b:2',3'‐ d]silole;4,4'-Bis(2-ethyl-hexyl)-5,5'-dibroMo-dithieno[3,2-b:2',3'-d]silole;4H-Silolo[3,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,4-bis(2-ethylhexyl)-;2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b;4,4'-Bis(2-ethyl-hexyl)-5,5'-dibroMo-dithieno[3,2-b:2',3'-d;DTS26-2Br;2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-thieno[2',3':4,5]silolo[3,2- b]thiophene
CAS:1089687-05-7
MF:C24H36Br2S2Si
MW:576.57
EINECS:200-258-5
Product Categories:OPV,OLED
Mol File:1089687-05-7.mol
2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene Structure
2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene Chemical Properties
Boiling point 551.3±50.0 °C(Predicted)
density 1.32
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
InChIInChI=1S/C24H36Br2S2Si/c1-5-9-11-17(7-3)15-29(16-18(8-4)12-10-6-2)19-13-21(25)27-23(19)24-20(29)14-22(26)28-24/h13-14,17-18H,5-12,15-16H2,1-4H3
InChIKeyCMMVJTQAECTXDZ-UHFFFAOYSA-N
SMILESC12C3SC(Br)=CC=3[Si](CC(CC)CCCC)(CC(CC)CCCC)C=1C=C(Br)S2
Safety Information
MSDS Information
2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene Usage And Synthesis
Synthesis
4H-Silolo[3,2-b:4,5-b']dithiophene, 4,4-bis(2-ethylhexyl)-2,6-bis(trimethylsilyl)-

1089687-04-6

2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene

1089687-05-7

The general procedure for the synthesis of 2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-silacyclopenta[3,2-B:4,5-B']dithiophene, using the compound (CAS:1089687-04-6) as a starting material, was as follows: at 10 °C, N-bromosuccinimide (NBS) (11.65 g, 65.42 mmol. 2.06 eq.) was slowly added to a solution of the compound (17.885 g, 31.76 mmol) dissolved in 350 ml of anhydrous tetrahydrofuran. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the crude product was purified by silica gel column chromatography (eluent: n-hexane) to afford the target compound 17a (16.47 g, 90% yield) as a yellow oil.

References[1] Journal of the American Chemical Society, 2008, vol. 130, # 48, p. 16144 - 16145
[2] Chemical Communications, 2009, # 37, p. 5570 - 5572
[3] Patent: KR2017/50088, 2017, A. Location in patent: Paragraph 0237; 0238
[4] Patent: EP2530085, 2012, A1. Location in patent: Page/Page column 11-12
[5] Organic Electronics: physics, materials, applications, 2016, vol. 39, p. 361 - 370
2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene Preparation Products And Raw materials
Raw materials4H-Silolo[3,2-b:4,5-b']dithiophene, 4,4-bis(2-ethylhexyl)-2,6-bis(trimethylsilyl)--->N-Bromosuccinimide-->Water-->Tetrahydrofuran
Tag:2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene(1089687-05-7) Related Product Information
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