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Basic Information
CAS No.: 3652-89-9
Name: 4-BroMo-9H-carbazole
Molecular Structure:
Molecular Structure of 3652-89-9 (4-BroMo-9H-carbazole)
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
Synthetic route

C12H9Br2N

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
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%
108-36-1

1,3-dibromobenzene

615-36-1

2-bromoaniline

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
With palladium diacetate; sodium t-butanolate; XPhos at 130℃; for 24h; Temperature; Suzuki Coupling; Inert atmosphere;92.5%
17613-47-7

2-bromo-2′-nitro-1,1′-biphenyl

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
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%
57905-76-7

4-Nitro-9H-carbazole

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
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%

2'-bromo-6'-nitro-1,2-dihydro-1,1'-biphenyl

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
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;

C12H8BrN3

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
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%
78863-98-6

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

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
With chloranil; xylene
108-94-1

cyclohexanone

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous sulfuric acid
2: tetrachloro-<1,4>benzoquinone; xylene
View Scheme
40887-80-7

3-bromophenylhydrazine

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous sulfuric acid
2: tetrachloro-<1,4>benzoquinone; xylene
View Scheme
609-73-4

o-nitroiodobenzene

3652-89-9

4-bromo-9H-carbazole

Conditions
ConditionsYield
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
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