9,9-bis(4-methoxy-phenyl)-9H-fluorene
9,9-bis(4-hydroxyphenyl)fluorene
Conditions | Yield |
---|---|
Stage #1: Fluorene-9,9-bisphenol dimethyl ether With boron tribromide In dichloromethane at 20℃; for 48h; Stage #2: at 20℃; under 12 Torr; for 4h; Further stages.; | 98% |
Conditions | Yield |
---|---|
With hydrogenchloride In Zinc chloride; water; isopropyl alcohol | 97% |
With hydrogenchloride In Zinc chloride; water; isopropyl alcohol | 97% |
With sulfuric acid; 3-mercaptopropionic acid In dichloromethane at 20 - 40℃; for 6h; | 92.5% |
9-fluorenone
phenol
A
bis-(4-hydroxyphenyl)methane
B
9,9-bis(4-hydroxyphenyl)fluorene
Conditions | Yield |
---|---|
With hydrogenchloride In Zinc chloride; water; isopropyl alcohol | A n/a B 97% |
In Zinc chloride; water; isopropyl alcohol | A 81% B n/a |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 60 percent / thioglycolic acid; aq. H2SO4 / acetic acid / 96 h / 20 °C 2.1: BBr3 / CH2Cl2 / 48 h / 20 °C 2.2: 98 percent / 4 h / 20 °C / 12 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 60 percent / thioglycolic acid; aq. H2SO4 / acetic acid / 96 h / 20 °C 2.1: BBr3 / CH2Cl2 / 48 h / 20 °C 2.2: 98 percent / 4 h / 20 °C / 12 Torr View Scheme |
9-fluorenone
3-mercaptopropionic acid
phenol
9,9-bis(4-hydroxyphenyl)fluorene
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With methanesulfonic acid at 140℃; for 24h; regioselective reaction; | |
With methanesulfonic acid at 140℃; for 3h; regioselective reaction; |
9-fluorenone
phenol
A
9-(4-hydroxyphenyl)-9(2-hydroxyphenyl)-fluorene
B
9,9-bis(4-hydroxyphenyl)fluorene
Conditions | Yield |
---|---|
With n-butanethiol; N-propanesulfonic acid pyridinium hydrogen sulfate at 109.84℃; for 6h; Catalytic behavior; Reagent/catalyst; Time; |
9-fluorenone
phenol
A
9-(4-hydroxyphenyl)-9(2-hydroxyphenyl)-fluorene
B
9,9-bis(4-hydroxyphenyl)fluorene
Conditions | Yield |
---|---|
With n-butanethiol; (3-sulfo)propyltriethylamine phosphate at 109.84℃; for 6h; Reagent/catalyst; |
trifluoromethylsulfonic anhydride
9,9-bis(4-hydroxyphenyl)fluorene
9,9-bis[4-(trifluoromethylsulfonyloxy)phenyl]fluorene
Conditions | Yield |
---|---|
Stage #1: 9,9-bis(4-hydroxyphenyl)fluorene With pyridine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0℃; Inert atmosphere; | 98.4% |
With pyridine at 0 - 20℃; | 94% |
9,9-bis(4-hydroxyphenyl)fluorene
4-chlorobenzonitrile
9,9-bis-[4-(p-nitrophenoxy)phenyl]fluorene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; toluene at 100 - 150℃; for 3h; | 96.2% |
With potassium carbonate In N,N-dimethyl-formamide for 8h; Reflux; | 94% |
Conditions | Yield |
---|---|
Stage #1: 9,9-bis(4-hydroxyphenyl)fluorene With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.333333h; Inert atmosphere; Stage #2: epichlorohydrin In N,N-dimethyl-formamide; mineral oil at 20℃; for 162h; | 96% |
With potassium carbonate; N,N-dimethyl-formamide at 80℃; for 3h; | 93.7% |
With tetramethlyammonium chloride; sodium hydroxide In water; dimethyl sulfoxide; toluene at 40 - 100℃; for 1h; Inert atmosphere; | 90% |
9,9-bis(4-hydroxyphenyl)fluorene
2-(2-chloro-5-nitrophenyl)-4,5-diphenyl-1H-imidazole
9,9-bis{4-[2-(4,5-diphenylimidazol-2-yl)-4-nitrophenoxy]phenyl}fluorene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide at 130℃; for 12h; Reflux; | 96% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 40h; Inert atmosphere; Reflux; | 95.3% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide; toluene at 140 - 165℃; for 6h; | 95% |
9,9-bis(4-hydroxyphenyl)fluorene
subphthalocyanine
Conditions | Yield |
---|---|
In 1,2-dichloro-benzene at 180.5℃; for 39h; Inert atmosphere; | 95% |
In 1,2-dichloro-benzene (Ar) chloro boron subphthalocyanine and bisphenol in 1,2-dichlorobenzenewere heated at reflux (180.5°C) for 39 h; react. mixt. was cooled, solvent was totary evapd., purification from hot toluene; | 95% |
9,9-bis(4-hydroxyphenyl)fluorene
C25H16O2(2-)*2Na(1+)
Conditions | Yield |
---|---|
With sodium hydroxide In acetone at 50℃; for 4h; | 94% |
With sodium hydroxide In dimethyl sulfoxide; toluene Heating; nitrogen atmosphere, azeotropic distillation; |
bis-(4-nitro-3-trifluoromethyl-phenyl)-phenyl-amine
9,9-bis(4-hydroxyphenyl)fluorene
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide; toluene at 140 - 180℃; for 15h; | 93.3% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide at 80℃; for 12h; Inert atmosphere; | 93% |
9,9-dimethyl-2,7-bis(chlorocarbonyl)fluorene
9,9-bis(4-hydroxyphenyl)fluorene
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water | 92% |
Conditions | Yield |
---|---|
Stage #1: 2,6 difluorobenzonitrile; 9,9-bis(4-hydroxyphenyl)fluorene With potassium carbonate In N,N-dimethyl acetamide; toluene at 140 - 165℃; for 5h; Inert atmosphere; Dean-Stark; Stage #2: 2,6 difluorobenzonitrile In N,N-dimethyl acetamide; toluene at 160℃; for 1h; Inert atmosphere; Dean-Stark; | 92% |
oxirane
9,9-bis(4-hydroxyphenyl)fluorene
9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene
Conditions | Yield |
---|---|
With potassium hydroxide In water; isopropyl alcohol at 30 - 65℃; for 6.83333h; Solvent; Temperature; Reagent/catalyst; | 91.5% |
formaldehyd
9,9-bis(4-hydroxyphenyl)fluorene
dimethyl amine
2,5,2',5'-tetra(dimethylaminemethylene)-9,9-bis(4-hydroxyphenyl)fluorene
Conditions | Yield |
---|---|
In tetrahydrofuran at 50℃; for 24h; | 91% |
In ethanol; water for 3h; Mannich reaction; Heating; | 57% |
9,9-bis(4-hydroxyphenyl)fluorene
9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide
C31H21O3P
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 140℃; for 12h; | 90% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide at 80℃; for 12h; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
Stage #1: 9,9-bis(4-hydroxyphenyl)fluorene With potassium hydroxide In N,N-dimethyl-formamide; toluene at 110℃; Stage #2: 4-nitrobenzonitrile In N,N-dimethyl-formamide; toluene at 100℃; for 3h; | 88.3% |
Conditions | Yield |
---|---|
Stage #1: 9,9-bis(4-hydroxyphenyl)fluorene With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Stage #2: 1-bromo-butane In N,N-dimethyl-formamide at 60℃; for 12h; Inert atmosphere; | 88% |
9,9-bis(4-hydroxyphenyl)fluorene
(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane
Conditions | Yield |
---|---|
With dmap In ethanol for 12h; Reflux; | 87% |
With dmap In ethanol at 100℃; for 12h; |
Conditions | Yield |
---|---|
In 1,4-dioxane at 90℃; for 5h; Solvent; Temperature; Time; | 86.3% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide; toluene at 140 - 165℃; for 6h; | 86% |
Conditions | Yield |
---|---|
In toluene at 100℃; for 1h; Solvent; Temperature; Time; | 85.6% |
9,9-bis(4-hydroxyphenyl)-9-silafluorene
9,9-dimethyl-2,7-bis(chlorocarbonyl)fluorene
9,9-bis(4-hydroxyphenyl)fluorene
polymer; monomers: 9,9-dimethyl-2,7-bis(chlorocarbonyl)fluorene; 9,9-bis(4-hydroxyphenyl)-9-silafluorene, 40 spectr.%; 9,9-bis(4-hydroxyphenyl)fluorene, 60 spectr.%
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water | 85% |
9,9-bis(4-hydroxyphenyl)-9-silafluorene
9,9-dimethyl-2,7-bis(chlorocarbonyl)fluorene
9,9-bis(4-hydroxyphenyl)fluorene
polymer; monomers: 9,9-dimethyl-2,7-bis(chlorocarbonyl)fluorene; 9,9-bis(4-hydroxyphenyl)-9-silafluorene, 65 spectr.%; 9,9-bis(4-hydroxyphenyl)fluorene, 35 spectr.%
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water | 85% |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 140℃; for 24h; | 85% |
(3-chloropropyl)-methyl-diisopropoxysilane
9,9-bis(4-hydroxyphenyl)fluorene
C45H62O6Si2
Conditions | Yield |
---|---|
Stage #1: 9,9-bis(4-hydroxyphenyl)fluorene With potassium tert-butylate In N,N-dimethyl-formamide; isopropyl alcohol at 70℃; for 0.5h; Inert atmosphere; Stage #2: (3-chloropropyl)-methyl-diisopropoxysilane In N,N-dimethyl-formamide at 90 - 100℃; Inert atmosphere; | 85% |
Molecular Structure:
Molecular Formula: C25H18O2
Molecular Weight: 350.4092
IUPAC Name: 4-[9-(4-Hydroxyphenyl)fluoren-9-yl]phenol
Synonyms of 9,9-Bis(4-hydroxyphenyl)fluorene (CAS NO.3236-71-3): Bisphenol fluorenone ; Phenol, 4,4'-(9H-fluoren-9-ylidene)bis-
CAS NO: 3236-71-3
Classification Code: TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]
Melting point: 224-226 °C
Index of Refraction: 1.71
Molar Refractivity: 106.35 cm3
Molar Volume: 271.9 cm3
Surface Tension: 63.5 dyne/cm
Density: 1.288 g/cm3
Flash Point: 241 °C
Enthalpy of Vaporization: 83.09 kJ/mol
Boiling Point: 526.4 °C at 760 mmHg
Vapour Pressure: 1.07E-11 mmHg at 25°C
9,9-Bis(4-hydroxyphenyl)fluorene (CAS NO.3236-71-3) is used for the synthesis of new functional materials.
Safety Information of 9,9-Bis(4-hydroxyphenyl)fluorene (CAS NO.3236-71-3):
Hazard Codes:Xi ,N
Risk Statements:36/38-50/53-36/37/38
36/38:Irritating to eyes and skin
50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-37-60-61-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
27:Take off immediately all contaminated clothing
60:This material and/or its container must be disposed of as hazardous waste
61:Avoid release to the environment. Refer to special instructions safety data sheet
37/39:Wear suitable gloves and eye/face protection
RIDADR:UN 3077 9/PG 3
WGK Germany:2
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