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Product Details
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Description |
4,7-Dibromo-2,1,3-benzothiadiazole is the building block or monomer for organic semiconductors synthesis in the application of light-emitting diodes and photovoltaic devices. Intermediate for the synthesis of i.e. PCDTBT and PCPDTBT. |
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Chemical Properties |
White solid |
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Uses |
4,7-Dibromo-2,1,3-benzothiadiazole is the building block or monomer for the synthesis of light-emitting diodes and conducting polymers for organic electronics. It is used as an intermediate for the synthesis of poly[N-9'-heptadecanyl-2,7-carbazole-alt-5,5-(4',7'-di-2-thienyl-2',1',3'-benzothiadiazole)] (PCDTBT) and poly[2,1,3-benzothiadiazole-4,7-diyl[4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6-diyl]] (PCPDTBT). |
InChI:InChI=1/C6H2Br2N2S/c7-3-1-2-4(8)6-5(3)9-11-10-6/h1-2H
Two novel 2,1,3-benzothiadiazole derivat...
A new fluorophore containing 2,1,3-benzo...
The design, synthesis, computational, sp...
Three new carbazole-containing polymers ...
A novel series of semiconducting conjuga...
In this study, three low band gap donor-...
An original strategy to construct a new ...
A new fluorophore containing a 2,1,3-ben...
We report the synthesis, characterizatio...
Reversibly switching the light absorptio...
Donor-acceptor integrated ladder-type di...
The ligand 4,4′‐(benzothiadiazole‐4,7‐di...
A new strong electron-deficient acceptor...
A four-armed star-shaped single-polymer ...
Chalcogen bonding (CB) is the focus of i...
The optical characteristics, redox prope...
A small molecule non-fullerene acceptor ...
A novel monomer; 2-(3-nitrophenyl)-4, 7-...
A novel non-fullerene small molecule ele...
A novel [2]rotaxane was constructed that...
In this study, donor–acceptor random pol...
We report on the comparison of the elect...
In an attempt to develop small organic m...
Small-molecule ligands that bind to misf...
Carbazolyl- and 1,2,3,4-tetrahydrocarbaz...
D-π-A and D-A-π-A-structured organic dye...
A symmetrical linear D-π-A-π-D hexacaten...
Two 3,4-ethylenedioxythiophene (EDOT) ba...
New triphenylamine-benzimidazole type sm...
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In this study, three random copolymers i...
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Four rhenium(I) complexes ReL1-ReL4 base...
We present the synthesis of two function...
A three-armed star-shaped single-polymer...
Through the Stille coupling polymerizati...
Two copolymers having D-A-D-A (P1) and D...
A series of semiconducting copolymers, p...
Conjugated polymer could be obtained by ...
A multistep synthesis of the electron-po...
We report on simple low band-gap D-A-D t...
A series of low band gap copolymers cons...
In this report we have disclosed the syn...
Interchain interactions modulate the fre...
The reaction of 4,7-dibromo-2,1,3-benzot...
Design, synthesis, and properties of a n...
Fluorenyl-alkynyl based π-conjugated rod...
Three new dyes containing diphenylamine ...
A fluorescent T-shaped benzimidazole was...
The invention relates to the technical f...
A series of alternating conjugated copol...
benzo[1,2,5]thiadiazole
4,7-dibromobenzo[c][1,2,5]thiadiazole
| Conditions | Yield |
|---|---|
|
With hydrogen bromide; bromine; Inert atmosphere;
|
98% |
|
With hydrogen bromide; bromine; In dichloromethane; for 6h; Reflux;
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97% |
|
With hydrogen bromide; bromine; for 6h; Reflux;
|
96% |
|
With hydrogen bromide; bromine; for 6h; Heating;
|
95% |
|
With hydrogen bromide; bromine;
|
95% |
|
With hydrogen bromide; bromine; for 6h; Heating;
|
95% |
|
With hydrogen bromide; bromine; In water; for 6h; Reflux;
|
95% |
|
With hydrogen bromide; bromine; for 6h; Reflux;
|
95% |
|
With hydrogen bromide; bromine; at 120 ℃;
|
95% |
|
With hydrogen bromide; bromine;
|
95% |
|
With hydrogen bromide; bromine; at 135 ℃; Inert atmosphere;
|
95% |
|
With hydrogen bromide; bromine; at 135 ℃;
|
95% |
|
benzo[1,2,5]thiadiazole; With hydrogen bromide; In water; at 5 ℃; for 0.5h;
With bromine; In water; at 20 - 100 ℃; for 20h;
|
95% |
|
With N-Bromosuccinimide; sulfuric acid; at 60 ℃; for 3h;
|
95% |
|
With hydrogen bromide; bromine; In water; at 100 ℃; for 6h;
|
95% |
|
With hydrogen bromide; bromine; In water; for 3h; Reflux;
|
94% |
|
With hydrogen bromide; bromine; In water; at 100 ℃; for 6h;
|
94% |
|
With hydrogen bromide; bromine; for 4h; Reflux;
|
94% |
|
With hydrogen bromide; bromine; for 6h; Reflux;
|
94% |
|
With hydrogen bromide; bromine; for 6h; Reflux; Inert atmosphere;
|
94% |
|
With hydrogen bromide; bromine; for 6h; Reflux;
|
94% |
|
With hydrogen bromide; bromine; for 2.5h; Heating;
|
93% |
|
With hydrogen bromide; bromine; at 120 ℃;
|
93% |
|
With hydrogen bromide; bromine;
|
93% |
|
With hydrogen bromide; bromine; at 120 ℃; for 15h; Inert atmosphere;
|
93% |
|
With hydrogen bromide; bromine; at 100 ℃; for 6h; Inert atmosphere;
|
92% |
|
With hydrogen bromide; bromine; In water; at 125 - 130 ℃;
|
92% |
|
benzo[1,2,5]thiadiazole; With hydrogen bromide; In water; at 100 ℃; for 1h;
With bromine; In water; for 12h; Reflux;
|
92% |
|
With hydrogen bromide; bromine; at 130 ℃; for 12h;
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92% |
|
With hydrogen bromide; bromine; at 120 ℃; for 36h;
|
91.3% |
|
With hydrogen bromide; bromine; for 2.5h; Reflux; Inert atmosphere;
|
91% |
|
With hydrogen bromide; bromine; In water; for 2h; Reflux;
|
91% |
|
With hydrogen bromide; bromine; at 130 ℃;
|
90% |
|
With hydrogen bromide; bromine; for 3h; Reflux;
|
90% |
|
With hydrogen bromide; bromine; In water; for 2.5h; Reflux;
|
90% |
|
With hydrogen bromide; bromine; for 24h; Reflux;
|
90% |
|
With hydrogen bromide; bromine; In water; for 2h; Heating;
|
88% |
|
With hydrogen bromide; bromine; In water; at 100 ℃; for 6h;
|
88% |
|
With hydrogen bromide; bromine; at 120 ℃; for 12h; Cooling with ice;
|
88.05% |
|
With hydrogen bromide; bromine; In water; at 20 ℃; for 5h; Reflux; Inert atmosphere;
|
88% |
|
With hydrogen bromide; bromine; at 135 ℃; Inert atmosphere;
|
88% |
|
With hydrogen bromide; bromine; at 100 ℃; for 6h; Inert atmosphere;
|
87% |
|
With hydrogen bromide; bromine; In water; at 110 ℃; for 12h;
|
87% |
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With hydrogen bromide; bromine; for 2.5h; Reflux;
|
87% |
|
With hydrogen bromide; bromine; at 60 ℃; for 3h; Reflux;
|
87% |
|
With hydrogen bromide; bromine; In water; Reflux;
|
86% |
|
With hydrogen bromide; bromine; In water; for 5h; Reflux;
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86% |
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With bromine; In dichloromethane;
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86% |
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With bromine; In dichloromethane;
|
86% |
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With hydrogen bromide; bromine; In water; at 125 ℃; for 6h;
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86% |
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With hydrogen bromide; bromine; for 6h; Reflux;
|
85% |
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With hydrogen bromide; bromine; for 9h; Reflux;
|
84% |
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With hydrogen bromide; bromine;
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84% |
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With hydrogen bromide; bromine;
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84% |
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With hydrogen bromide; bromine;
|
83% |
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With hydrogen bromide; bromine; In water; for 6h; Reflux;
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83% |
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With hydrogen bromide; bromine; for 10h; Reflux;
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83% |
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With hydrogen bromide; bromine; at 120 ℃; for 6h;
|
82% |
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With hydrogen bromide; bromine; at 110 ℃; for 6h;
|
81% |
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With hydrogen bromide; bromine; In water; at 100 ℃; for 3h;
|
80% |
|
With hydrogen bromide; bromine; Reflux;
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80% |
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With hydrogen bromide; bromine; at 100 ℃; Inert atmosphere;
|
80% |
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With bromine; acetic acid; at 80 ℃; for 10h; Inert atmosphere;
|
80% |
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With hydrogen bromide; bromine; In water; Reflux;
|
79% |
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With hydrogen bromide; bromine; for 2.5h; Reflux;
|
79.6% |
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With bromine; In chloroform; for 6h; Reflux;
|
78% |
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With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trifluorormethanesulfonic acid; In chloroform; at 50 ℃; for 5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;
|
78% |
|
With hydrogen bromide; bromine; In water; for 2.5h; Reflux;
|
77% |
|
With hydrogen bromide; bromine; In water; for 4h; Reflux;
|
77% |
|
With hydrogen bromide; bromine;
|
76% |
|
With hydrogen bromide; bromine; for 6h; Reflux; Inert atmosphere;
|
74% |
|
With hydrogen bromide; bromine; In water; Reflux;
|
72% |
|
With hydrogen bromide; bromine; Reflux;
|
72% |
|
With hydrogen bromide; bromine; for 4h; Reflux;
|
72.56% |
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With hydrogen bromide; bromine; In water; at 110 ℃; for 1h;
|
72% |
|
With hydrogen bromide; bromine; for 16h; Inert atmosphere;
|
72% |
|
With hydrogen bromide; bromine; In water;
|
68% |
|
With hydrogen bromide; bromine; for 5h; Reflux;
|
65% |
|
With hydrogen bromide; bromine; In water; for 12h; Reflux;
|
64.27% |
|
With hydrogen bromide; bromine; for 3h; Heating;
|
61.2% |
|
With hydrogen bromide; bromine; In water; at 20 ℃; for 6h;
|
60% |
|
With hydrogen bromide; bromine; at 20 - 90 ℃; for 12h;
|
48% |
|
With hydrogen bromide; bromine;
|
48% |
|
With hydrogen bromide; bromine;
|
47% |
|
With hydrogen bromide; bromine;
|
47% |
|
With hydrogen bromide; bromine; at 135 ℃; Inert atmosphere;
|
45% |
|
With hydrogen bromide; bromine; for 6h; Reflux;
|
44% |
|
With hydrogen bromide; bromine; sodium hydroxide; In water; at 100 - 130 ℃; for 8h;
|
42.5% |
|
With hydrogen bromide; bromine; at 135 ℃; for 6h;
|
42% |
|
With hydrogen bromide; bromine; for 6.5h; Inert atmosphere; Reflux;
|
40% |
|
With hydrogen bromide; bromine; In water; at 20 ℃; for 24.3333h; Heating / reflux;
|
29% |
|
With hydrogen bromide; bromine; at 126 - 130 ℃;
|
|
|
With hydrogen bromide; bromine; at 130 ℃;
|
|
|
With hydrogen bromide; bromine;
|
|
|
With hydrogen bromide; bromine; at 130 ℃; for 5h;
|
|
|
With hydrogen bromide; bromine; Reflux;
|
|
|
With hydrogen bromide; bromine;
|
|
|
With hydrogen bromide; bromine; In water; at 120 ℃; for 3h;
|
|
|
With hydrogen bromide; bromine;
|
|
|
With hydrogen bromide; bromine;
|
benzo[1,2,3]thiadiazole
4,7-dibromobenzo[c][1,2,5]thiadiazole
| Conditions | Yield |
|---|---|
|
With hydrogen bromide; bromine; at 120 ℃; for 16h;
|
89% |
benzo[1,2,5]thiadiazole
7-bromo-benzo[1,2,5]thiadiazole-4-sulfonic acid
1,2-diamino-benzene
4-Bromo-benzo[1,2,5]thiadiazole
benzo[c][1,2,5]thiadiazole-4,7-dicarbonitrile
1,2-diamine-3,6-dibromobenzene
4,7-dibromo-5,6-dinitrobenzo[2,1,3]thiadiazole
4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole
CAS:2746-19-2
Molecular Formula:C9H8O3
Molecular Weight:164.16
CAS:3460-18-2
