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CAS No.: | 4269-17-4 |
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Name: | 4-Bromo-9H-fluoren-9-one |
Article Data: | 22 |
Cas Database | |
Molecular Structure: | |
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Formula: | C13H7BrO |
Molecular Weight: | 259.102 |
Synonyms: | 4-bromo-fluoren-9-one;4-Brom-fluoren-9-on;4-bromo-9h-fluoren-9-one;4-bromofluorenone;4-Bromfluorenon; |
Density: | 1.609g/cm3 |
Melting Point: | 127.0 to 131.0 °C |
Boiling Point: | 392.8°Cat760mmHg |
Flash Point: | 131.3°C |
PSA: | 17.07000 |
LogP: | 3.66050 |
Conditions | Yield |
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Stage #1: bromobenzene In dichloromethane at 5℃; for 0.5h; Stage #2: 3-Bromopropionyl chloride In dichloromethane at 5 - 20℃; for 16h; Stage #3: With trifluorormethanesulfonic acid In dichloromethane at 90℃; for 4h; Temperature; Reagent/catalyst; | 88.5% |
2'-bromo-[1,1'-biphenyl]-2-carbonitrile
4-bromo-9H-fluorene-9-one
Conditions | Yield |
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With sulfuric acid; acetic acid for 12h; Reflux; | 80% |
With dichloro bis(acetonitrile) palladium(II); water; silver trifluoroacetate In N,N-dimethyl acetamide; trifluoroacetic acid at 140℃; for 72h; Heck Reaction; Glovebox; Inert atmosphere; | 57% |
With sulfuric acid |
ethyl 2’-bromo-[1,1’-biphenyl]-2-carboxylate
4-bromo-9H-fluorene-9-one
Conditions | Yield |
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With methanesulfonic acid at 100℃; for 14h; | 61% |
Conditions | Yield |
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With N-Bromosuccinimide; sulfuric acid In dichloromethane at 20℃; for 12h; | 47.9% |
Conditions | Yield |
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Stage #1: (S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Stage #2: 1-Bromo-2-iodobenzene In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Stage #3: With n-butyllithium In tetrahydrofuran; hexane at -78 - 25℃; for 12h; Inert atmosphere; diastereoselective reaction; | A 20% B 46% |
Stage #1: (S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 1-Bromo-2-iodobenzene In tetrahydrofuran; hexane at -78℃; for 12h; Overall yield = 46 %; Overall yield = 234 mg; diastereoselective reaction; | A n/a B n/a |
furfural
2-bromo-2’-iodo-1,1’-biphenyl
A
9-fluorenone
B
4-bromo-9H-fluorene-9-one
Conditions | Yield |
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With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,3-bis-(diphenylphosphino)propane; sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 48h; Inert atmosphere; | A 18% B 31% |
4-bromo-9H-fluorene
4-bromo-9H-fluorene-9-one
Conditions | Yield |
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With hydrogen bromide Diazotization.Erhitzen mit CuBr und wss. HBr; |
4-bromo-9H-fluorene-9-one
4-Brom-1-amino-fluorenon-(9)
4-bromo-9H-fluorene-9-one
Conditions | Yield |
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(i) NaNO2, aq. HCl, (ii) H3PO2; Multistep reaction; |