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inquiryBenzo[1,2-b:4,5-b']dithiophene-4,8-dione Basic information Product Name: Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Synonyms: Benzo[1,2-b:4,5-b']dithiophene-4,8-dione;4,8-Dihyd
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
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inquiryProduct Name benzo[1,2-b:4,5-b]dithiophene-4,8-dione Structural formula CAS No. 32281-36-0 Appearance:White powder Storage:Store in cool and dry place, away from sun light. Package:25kg/drum Application:OLED
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inquiryBenzo[1,2-b:4,5-b']dithiophene-4,8-dione CAS:32281-36-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione CAS 32281-36-0 Our advantage 1.Top quality: Using high quality material and establishing a strict quality control system,assigning specific persons in charge of each part of production,from raw mat
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inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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inquiryBenzo[1,2-b:4,5-b']dithiophene-4,8-dione CAS 32281-36-0 Description Purity: 99% Min Application: Intermediates Appearance: Powder Package: Bag Delivery: 3-5days Our Advantage & Service 1.Top quality: Using high quality material
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inquirySuperior quality, moderate price & quick delivery. Appearance:white crystal powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:10g/bag,or as your request Application:Used as Pharmaceutical Intermediates Tr
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inquiryProduct Name: Benzo[1,2-b:4,5-b']dithiophene-4,8-dione Synonyms: Benzo[1,2-b:4,5-b']dithiophene-4,8-dione;4,8-Dihydrobenzo[1,2-b:4,5-b']dithiophen-4,8-dione;8-Dihydrobenzo[1,2-b:4,5-b']dithiophen-4,8-dione;NSC 149690;benzo[1,2-b
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
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inquiryWe are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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3-thiophenecarboxylic acid,N,N-diethylamide
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at 0 - 20℃; Temperature; Inert atmosphere; | 86.1% |
With n-butyllithium In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Cooling with ice; | 80% |
With n-butyllithium In tetrahydrofuran at 0℃; | 80% |
3-thiophene carboxaldehyde
3-thiophenecarboxylic acid,N,N-diethylamide
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In diethyl ether 1.) -78 deg C, 1 h, 2.) -78 deg C -> RT, 12 h; | 77% |
3-thiophene carboxylic acid chloride
3-thiophenecarboxylic acid,N,N-diethylamide
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -30 - 20℃; Inert atmosphere; | 77% |
N,N-dimethyl-3-thiophene carboxamide
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether; hexane for 12h; | 56% |
With n-butyllithium In hexane; water; benzene |
2,3-thiophenedicarboxylic acid anhydride
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
In neat (no solvent) at 270℃; for 2.5h; | 24% |
2,3-thiophenedicarboxylic acid anhydride
A
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
B
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
at 500℃; under 1 - 5 Torr; | A 1.2% B n/a |
1H,3H-thieno[3,4-c]furan-1,3-dione
A
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
B
4,8-Dihydrobenzo<1,2-b:4,5-c'>dithiophen-4,8-dion
Conditions | Yield |
---|---|
at 470℃; for 0.00833333h; | A 0.12% B 0.36% |
n-butyllithium
3-thiophenecarboxylic acid,N,N-diethylamide
A
1-(3-thienyl)-1-pentanone
B
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
C
N,N-diethyl-2-(1,1,1,3,3-pentafluoro-2-hydroxypropan-2-yl)thiophene-3-carboxamide
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; foscarnet 1.) hexane, ether, -78 deg C, 1.5 h, 2.) hexane, ether, a) -78 deg C, 7 h, b) RT, 12 h; Yield given. Multistep reaction. Yields of byproduct given; |
1,1,1,3,3-pentafluoro-2-propanone
3-thiophenecarboxylic acid,N,N-diethylamide
A
1-(3-thienyl)-1-pentanone
B
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
C
N,N-diethyl-2-(1,1,1,3,3-pentafluoro-2-hydroxypropan-2-yl)thiophene-3-carboxamide
Conditions | Yield |
---|---|
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine 1.) hexane, ether, -78 deg C, 1.5 h, 2.) hexane, ether, a) -78 deg C, 7 h, b) RT, 12 h; Yield given. Multistep reaction. Yields of byproduct given; |
3-thiophenecarboxylic acid,N,N-diethylamide
A
1-(3-thienyl)-1-pentanone
B
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
C
N,N-diethyl-2-(1,1,1,3,3-pentafluoro-2-hydroxypropan-2-yl)thiophene-3-carboxamide
Conditions | Yield |
---|---|
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; foscarnet 1.) hexane, ether, -78 deg C, 1.5 h, 2.) hexane, ether, a) -78 deg C, 7 h, b) RT, 12 h; Yield given. Multistep reaction. Yields of byproduct given; |
benzo[1,2-b:4,5-b']dithiophene
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
With sodium dithionite; tetrabutylammomium bromide In water for 0.166667h; Inert atmosphere; |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
dimethyl 4,5-bis(methylthio)-1,3-dithiole phosphonate ester
Conditions | Yield |
---|---|
Stage #1: dimethyl 4,5-bis(methylthio)-1,3-dithiole phosphonate ester With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at -78 - 20℃; | 99% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
trimethyl orthoformate
Conditions | Yield |
---|---|
With triethylamine In methanol for 18.1667h; Inert atmosphere; Reflux; | 99% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
octylmagnesium bromide
Conditions | Yield |
---|---|
In toluene at 0 - 20℃; | 98.7% |
In toluene at 0 - 20℃; Inert atmosphere; | 98.7% |
In toluene |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
2-bromo-5-(2-ethylhexyl)thiophene
Conditions | Yield |
---|---|
Stage #1: 2-bromo-5-(2-ethylhexyl)thiophene With magnesium In tetrahydrofuran for 5h; Reflux; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In toluene at 20℃; for 1h; | 97.6% |
Stage #1: 2-bromo-5-(2-ethylhexyl)thiophene With iodine; magnesium In tetrahydrofuran for 3h; Inert atmosphere; Reflux; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In toluene at 20℃; for 30h; Inert atmosphere; | 65% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
benzo[1,2-b:4,5-b']dithiophene-4,8-dione dioxime
Conditions | Yield |
---|---|
With pyridine; hydroxylamine hydrochloride Reflux; Inert atmosphere; | 97% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
2,6-dibromobenzo[1,2-b:4,5-b']dithiophene-4,8-phenylhydrazine
Conditions | Yield |
---|---|
With bromine at 20℃; for 1.5h; Reagent/catalyst; Temperature; | 96% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
dimethyl sulfate
4,8-Dimethoxybenzo<1,2-b:4,5-b'>dithiophene
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium tetrahydroborate In ethanol; water for 0.666667h; Inert atmosphere; Schlenk technique; Stage #2: With potassium hydroxide In ethanol; water for 0.5h; Inert atmosphere; Schlenk technique; Reflux; Stage #3: dimethyl sulfate In ethanol; water for 8h; Inert atmosphere; Schlenk technique; Reflux; | 96% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium tetrahydroborate In ethanol; water for 1h; Stage #2: With potassium hydroxide In ethanol; water for 0.5h; Stage #3: dimethyl sulfate In ethanol; water for 64h; | 5.3 g |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
1-bromo-3,7-dimethyloctane
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 1h; Inert atmosphere; Reflux; Stage #2: 1-bromo-3,7-dimethyloctane With tetrabutylammomium bromide In water for 2h; Inert atmosphere; Reflux; | 95.5% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
n-decyl magnesium bromide
Conditions | Yield |
---|---|
In toluene at 0 - 20℃; Inert atmosphere; | 93.6% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
4,8-dihydroxybenzo[1,2-b:4,5-b']dithiophene
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol at 90℃; for 12h; Cooling with ice; Inert atmosphere; | 92.6% |
With sodium tetrahydroborate; ethanol at 0 - 85℃; Inert atmosphere; | 91% |
With sodium tetrahydroborate; ethanol at 0 - 85℃; Inert atmosphere; | 91% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
n-octyne
Conditions | Yield |
---|---|
Stage #1: n-octyne With isopropylmagnesium chloride at 20 - 60℃; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With hydrogenchloride; tin(ll) chloride In water at 20 - 65℃; | 90% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione; n-octyne With isopropylmagnesium bromide Stage #2: With tin(ll) chloride | |
Stage #1: n-octyne With isopropylmagnesium chloride In tetrahydrofuran at 0 - 60℃; for 1.66667h; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at 20 - 60℃; for 2h; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran at 20 - 65℃; for 1h; |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
1,8-dibromonaphthalene
Conditions | Yield |
---|---|
With di-tert-butyl(methyl)phosphonium tetrafluoroborate salt; palladium diacetate; potassium carbonate In N,N-dimethyl acetamide at 100℃; for 20h; Inert atmosphere; | 90% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
1-bromo-octane
4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 1h; Reflux; Stage #2: 1-bromo-octane With tetrabutylammomium bromide In water for 8h; Reflux; | 89.7% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 2h; Inert atmosphere; Reflux; Stage #2: 1-bromo-octane With tetrabutylammomium bromide In water Inert atmosphere; Reflux; | 86% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 1h; Reflux; Stage #2: 1-bromo-octane With tetrabutylammomium bromide In water for 12h; Reflux; | 74.3% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
methylmagnesium bromide
Conditions | Yield |
---|---|
In toluene at 0 - 20℃; | 87.5% |
In toluene at 0 - 20℃; Inert atmosphere; | 87.5% |
2-ethylhexyl bromide
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
4,8-di(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With potassium hydroxide; zinc In N,N-dimethyl-formamide at 80℃; for 48h; Stage #2: 3-bromomethylheptane In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; | 87% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water at 120℃; for 13h; Stage #2: 3-bromomethylheptane With tetrabutylammomium bromide In water Time; | 87% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water at 120℃; for 13h; Stage #2: 3-bromomethylheptane With tetrabutylammomium bromide In water | 87% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 1h; Reflux; Stage #2: (S)-2-ethylhexyl p-toluenesulfonate With tetrabutylammomium bromide In water for 12h; Reflux; | 87% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
1-dodecylbromide
4,8-didodecyloxybenzo[1,2-b:4,5-b’]dithiophene
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium hydroxide; zinc In water at 90℃; for 14h; Temperature; | 86% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water at 90℃; Stage #2: 1-dodecylbromide With tetrabutylammomium bromide In water Temperature; | 86% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 1h; Reflux; Stage #2: 1-dodecylbromide With tetrabutylammomium bromide In water for 10h; Reflux; | 80% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
3-ethyl-1-heptyne
4,8-bis-(3-ethyl-hept-1-ynyl)-benzo[1,2-b;4,5-b']dithiophene
Conditions | Yield |
---|---|
Stage #1: 3-ethyl-1-heptyne With n-butyllithium In tetrahydrofuran; hexane at 23℃; for 0.5h; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane at 60℃; for 1h; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water at 23 - 60℃; for 1h; | 86% |
With n-butyllithium; stannous chloride In tetrahydrofuran; hydrogenchloride; water | 35% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
4-bromine-1,2-bis(octyloxy)benzene
Conditions | Yield |
---|---|
Stage #1: 4-bromo-1,2-bis(n-octyloxy)benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane at 20℃; Inert atmosphere; Stage #3: With hydrogenchloride; tin(II) chloride dihdyrate In tetrahydrofuran; hexane; water at 20℃; for 5h; Inert atmosphere; | 85% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
2-hexyldecyl methanesulfonate
4,8-bis((2-hexyldecyl)oxy)benzo[1,2-b:4,5-b’]dithiophene
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With tetrabutylammomium bromide; sodium hydroxide; zinc In water for 1h; Inert atmosphere; Reflux; Stage #2: 2-hexyldecyl methanesulfonate With zinc In water Inert atmosphere; Reflux; | 84% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With tetrabutylammomium bromide; sodium hydroxide; zinc In water for 1h; Reflux; Inert atmosphere; Stage #2: 2-hexyldecyl methanesulfonate In water for 2h; Reflux; Inert atmosphere; | 72% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
2-(2'-butyl-1'-octyl)thiophene
Conditions | Yield |
---|---|
Stage #1: 2-(2'-butyl-1'-octyl)thiophene With n-butyllithium In tetrahydrofuran; hexane at -78 - 50℃; for 2h; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane at 50℃; for 2h; Stage #3: With hydrogenchloride; tin(II) chloride hydrate In tetrahydrofuran; hexane; water at 20℃; for 2h; | 84% |
Stage #1: 2-(2'-butyl-1'-octyl)thiophene With n-butyllithium In tetrahydrofuran at 0 - 50℃; for 1.25h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at 50℃; for 1h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(II) chloride dihdyrate In tetrahydrofuran; water for 1.5h; Inert atmosphere; | 69% |
Stage #1: 2-(2'-butyl-1'-octyl)thiophene With n-butyllithium In tetrahydrofuran at 0 - 50℃; for 0.666667h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at 50℃; for 1h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(II) chloride dihdyrate In tetrahydrofuran; water at 20℃; Inert atmosphere; | 63% |
Stage #1: 2-(2'-butyl-1'-octyl)thiophene With n-butyllithium In tetrahydrofuran at 0 - 50℃; for 1h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at 50℃; for 1h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(II) chloride dihdyrate In tetrahydrofuran; water at 20℃; for 4h; Inert atmosphere; | 61% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
1-Bromopentane
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 3h; Reflux; Stage #2: 1-Bromopentane In water at 80℃; for 12h; Reflux; Alkaline conditions; | 84% |
2-dodecylthiophene
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
4,8-bis(2-dodecylthiophene-5-yl)benzo[1,2-b:4,5-b’]dithiophene
Conditions | Yield |
---|---|
Stage #1: 2-dodecylthiophene With n-butyllithium In tetrahydrofuran at -30 - 50℃; for 2h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(II) chloride dihdyrate In tetrahydrofuran; water at 20℃; Inert atmosphere; | 83% |
Stage #1: 2-dodecylthiophene With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 2h; Inert atmosphere; Schlenk technique; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane for 1h; Reflux; Inert atmosphere; Schlenk technique; Stage #3: With tin(ll) chloride In tetrahydrofuran; hexane; water at 20℃; for 1h; Reflux; Inert atmosphere; Schlenk technique; | 59% |
Stage #1: 2-dodecylthiophene; 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With n-butyllithium In tetrahydrofuran Stage #2: With hydrogenchloride; tin(ll) chloride In water | 48% |
Stage #1: 2-dodecylthiophene With n-butyllithium In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione Inert atmosphere; Stage #3: With tin(II) chloride dihdyrate Reflux; Inert atmosphere; | |
Stage #1: 2-dodecylthiophene With n-butyllithium In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione Inert atmosphere; Stage #3: With tin(II) chloride dihdyrate Inert atmosphere; |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
2-(2-ethylhexyl)thiophen
4-(5-(2-ethylhexyl)thiophen-2-yl)-8-(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b:4,5-b']dithiophene
Conditions | Yield |
---|---|
Stage #1: 2-(2-ethylhexyl)thiophen With n-butyllithium In tetrahydrofuran; hexane at 0 - 50℃; for 1h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane at 50℃; for 1h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water at 20℃; for 2h; Inert atmosphere; | 82% |
Stage #1: 2-(2-ethylhexyl)thiophen With n-butyllithium In tetrahydrofuran at -30 - 50℃; for 2h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; | 76% |
Stage #1: 2-(2-ethylhexyl)thiophen With n-butyllithium In tetrahydrofuran; hexane at -78 - 50℃; for 2h; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane at 50℃; for 2h; Stage #3: With hydrogenchloride; tin(II) chloride hydrate In tetrahydrofuran; hexane; water at 20℃; for 2h; | 76% |
ethyl bromide
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water at 130℃; Stage #2: ethyl bromide With tetrabutylammomium bromide In water | 82% |
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 3h; Inert atmosphere; Schlenk technique; Reflux; Stage #2: ethyl bromide With tetrabutylammomium bromide In water for 6h; Inert atmosphere; Schlenk technique; Reflux; | 67% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
4-tert-Butylphenylacetylene
Conditions | Yield |
---|---|
Stage #1: 4-tert-Butylphenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water Inert atmosphere; | 82% |
Stage #1: 4-tert-Butylphenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane at 20℃; for 1h; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
methyl iodide
4,8-Dimethoxybenzo<1,2-b:4,5-b'>dithiophene
Conditions | Yield |
---|---|
Stage #1: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione With sodium hydroxide; zinc In water for 2h; Inert atmosphere; Schlenk technique; Reflux; Stage #2: methyl iodide With tetrabutylammomium bromide for 16h; Inert atmosphere; Schlenk technique; Reflux; | 82% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
4-cyanophenylacetylene
Conditions | Yield |
---|---|
Stage #1: 4-cyanophenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran; hexane at 20℃; for 1h; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water | 82% |
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
4,8-bis(4,5-dihexylthiophen-2-yl)benzo[1,2-b:4,5-b']dithiophene
Conditions | Yield |
---|---|
Stage #1: 2,3-dihexylthiophene With n-butyllithium In tetrahydrofuran; hexane at 0 - 50℃; for 1h; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at 50℃; for 2h; Stage #3: With hydrogenchloride; tin(II) chloride dihdyrate In tetrahydrofuran; hexane; water at 20℃; for 2h; | 81% |
Stage #1: 2,3-dihexylthiophene With n-butyllithium In tetrahydrofuran at 50℃; for 2.75h; Cooling with ice; Inert atmosphere; Stage #2: 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione In tetrahydrofuran at 50℃; for 2.5h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(II) chloride dihdyrate In tetrahydrofuran; water at 20℃; Inert atmosphere; | 64.6% |
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