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| CAS No.: | 3652-89-9 |
|---|---|
| Name: | 4-BroMo-9H-carbazole |
| Molecular Structure: | |
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| Formula: | C12H8BrN |
| Molecular Weight: | 246.106 |
| Synonyms: | 4-Brom-butyroylbromid;4-bromo-butyryl bromide;4-Brom-carbazol;4-Brom-butyrylbromid;4-bromo-carbazole;Butanoyl bromide,4-bromo; |
| Density: | 1.617±0.06 g/cm3 (20 oC 760 Torr) |
| Melting Point: | 104-105℃ |
| Boiling Point: | 409.2±18.0 °C(Predicted) |
| PSA: | 15.79000 |
| LogP: | 4.08360 |


4-bromo-9H-carbazole

| Conditions | Yield |
|---|---|
| With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine at 150℃; for 3h; Temperature; Reagent/catalyst; Inert atmosphere; | 94.6% |

| Conditions | Yield |
|---|---|
| With palladium diacetate; sodium t-butanolate; XPhos at 130℃; for 24h; Temperature; Suzuki Coupling; Inert atmosphere; | 92.5% |

2-bromo-2′-nitro-1,1′-biphenyl


4-bromo-9H-carbazole

| Conditions | Yield |
|---|---|
| With triphenylphosphine In 1,2-dichloro-benzene for 12h; Reflux; | 87% |
| With triphenylphosphine In 1,2-dichloro-benzene at 170℃; for 12h; Inert atmosphere; | 87% |
| With triphenylphosphine In 1,2-dichloro-benzene at 180℃; for 18h; Inert atmosphere; | 86% |

4-Nitro-9H-carbazole


4-bromo-9H-carbazole

| Conditions | Yield |
|---|---|
| Stage #1: 4-Nitro-9H-carbazole With acetic acid; zinc In ethanol; water at 40℃; for 2h; Inert atmosphere; Stage #2: With hydrogen bromide; sodium nitrite In water for 0.5h; Cooling with ice; Stage #3: With copper(I) bromide In water for 2h; | 72% |
| Stage #1: 4-Nitro-9H-carbazole With acetic acid; zinc In ethanol; water at 40℃; for 2h; Inert atmosphere; Stage #2: With hydrogen bromide In ethanol; water for 0.5h; Inert atmosphere; Further stages; | 72% |


4-bromo-9H-carbazole

| Conditions | Yield |
|---|---|
| With triphenylphosphine In 1,2-dichloro-benzene for 24h; Reflux; | 60% |
| With triphenylphosphine In 1,2-dichloro-benzene for 24h; Reflux; | |
| With triethyl phosphite at 160 - 165℃; for 14h; |


4-bromo-9H-carbazole

| Conditions | Yield |
|---|---|
| With water; palladium diacetate at 110℃; Microwave irradiation; | 52% |
| With tetrabutylammonium tricarbonylnitrosylferrate In 1,2-dichloro-ethane at 100℃; for 1h; Inert atmosphere; Schlenk technique; Microwave irradiation; | 37% |

5-bromo-1,2,3,4-tetrahydrocarbazole


4-bromo-9H-carbazole

| Conditions | Yield |
|---|---|
| With chloranil; xylene |

| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: aqueous sulfuric acid 2: tetrachloro-<1,4>benzoquinone; xylene View Scheme |

3-bromophenylhydrazine


4-bromo-9H-carbazole

| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: aqueous sulfuric acid 2: tetrachloro-<1,4>benzoquinone; xylene View Scheme |

| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: palladium diacetate; potassium carbonate; triphenylphosphine / ethanol; water; toluene / 18 h / 100 °C / Inert atmosphere 2: triphenylphosphine / N,N-dimethyl acetamide / 14 h / 180 °C / Inert atmosphere View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / water; tetrahydrofuran / 80 °C 2: triphenylphosphinepalladium / 1,2-dichloro-benzene / 24 h / Reflux View Scheme | |
| Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; water / 8 h / 80 °C / Inert atmosphere 2: triphenylphosphine / 1,2-dichloro-benzene / 8 h / 180 °C / Inert atmosphere View Scheme |