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Basic Information
| CAS No.: | 23683-68-3 |
|---|---|
| Name: | 3-BroMoperylene |
| Article Data: | 30 |
| Molecular Structure: | |
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|
|
| Formula: | C20H11Br |
| Molecular Weight: | 331.211 |
| Synonyms: | perylene bromide;3-perylene bromide;3-Bromo-perylene;3-Brom-perylen;Perylene,3-bromo; |
| Density: | 1.560±0.06 g/cm3(Predicted) |
| Melting Point: | 245-246 °C |
| Boiling Point: | 512.0±19.0 °C(Predicted) |
| PSA: | 0.00000 |
| LogP: | 6.49970 |
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Synthetic route
- 198-55-0
PERYLENE
- 23683-68-3
3-bromoperylene
Conditions
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 40h; Schlenk technique; Inert atmosphere; | 100% |
| With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 24h; | 95% |
| With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 94% |
- 23683-68-3
3-bromoperylene
Conditions
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In dichloromethane at 20℃; | 100% |
- 23683-68-3
3-bromoperylene
Conditions
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In dichloromethane at 20℃; | 100% |
- 198-55-0
PERYLENE
A
- 85514-20-1
3,10-Dibromoperylene
B
- 56752-35-3
3,9-dibromoperylene
C
- 23683-68-3
3-bromoperylene
Conditions
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; | A n/a B 90% C n/a |
| With N-Bromosuccinimide In dichloromethane at 20℃; for 2h; | A n/a B n/a C 30% |
| With N-Bromosuccinimide In dichloromethane at 20℃; for 2h; Yields of byproduct given. Title compound not separated from byproducts; |
...Expand
- 5419-55-6
Triisopropyl borate
- 23683-68-3
3-bromoperylene
- 7732-18-5
water
- 955121-20-7
(perylene-3-yl)boronic acid
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 3-bromoperylene With n-butyllithium In tetrahydrofuran for 0.25h; Cooling; Stage #2: Triisopropyl borate In tetrahydrofuran Stage #3: water In tetrahydrofuran | 100% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; for 14h; Alkylation; Hagihara coupling; | 98% |
| With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; for 14h; Yield given; | |
| With tris-(dibenzylideneacetone)dipalladium(0); copper(l) iodide; triphenylphosphine Schlenk technique; Inert atmosphere; |
Conditions
| Conditions | Yield |
|---|---|
| With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 85℃; Inert atmosphere; | 97% |
| With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine In dichloromethane at 60℃; for 24h; Inert atmosphere; Schlenk technique; | 62% |
| With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; | 183 mg |
| With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 60 - 70℃; for 2h; Sonogashira Cross-Coupling; |
- 327-54-8
1,2,4,5-Tetrafluorobenzene
- 23683-68-3
3-bromoperylene
- 1435894-82-8
3-(2,3,5,6-tetrafluorophenyl)perylene
- 7553-56-2
iodine
- 1435894-84-0
3-(2,3,5,6-tetrafluoro-4-iodophenyl)perylene
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 1,2,4,5-Tetrafluorobenzene; 3-bromoperylene; 3-(2,3,5,6-tetrafluorophenyl)perylene With n-butyllithium In tetrahydrofuran; hexane at -60℃; for 2h; Schlenk technique; Inert atmosphere; Stage #2: iodine at -78℃; for 3h; Schlenk technique; Inert atmosphere; | 94% |
...Expand
- 327-54-8
1,2,4,5-Tetrafluorobenzene
- 23683-68-3
3-bromoperylene
- 1435894-82-8
3-(2,3,5,6-tetrafluorophenyl)perylene
- 7726-95-6
bromine
- 1435894-83-9
C26H11BrF4
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 1,2,4,5-Tetrafluorobenzene; 3-bromoperylene; 3-(2,3,5,6-tetrafluorophenyl)perylene With n-butyllithium In tetrahydrofuran; hexane at -60℃; for 2h; Schlenk technique; Inert atmosphere; Stage #2: bromine at -78℃; for 3h; Schlenk technique; Inert atmosphere; | 93% |
...Expand
- 23683-68-3
3-bromoperylene
- 73183-34-3
bis(pinacol)diborane
- 950761-81-6
4,4,5,5-tetramethyl-2-((perylene-3-yl)phenyl)-1,3,2-dioxaborolan
Conditions
| Conditions | Yield |
|---|---|
| With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane at 70℃; for 15h; | 91% |
| With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 80℃; for 19h; Inert atmosphere; | 62% |
| With potassium acetate In 1,4-dioxane at 80℃; for 48h; Reagent/catalyst; Temperature; Inert atmosphere; | 52.4% |
