Conditions | Yield |
---|---|
With hydrogenchloride; N-chloro-succinimide In acetonitrile Heating; | 90% |
With chlorine In acetic acid at 35 - 45℃; for 15h; | 48% |
With chlorine; acetic acid at 40℃; for 2h; | 40.9% |
methanol
2,7-Dichlor-9-diazofluoren
A
2,2',7,7'-tetrachloro-9-fluorenyl dimer
B
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
for 0.783333h; Irradiation; | A n/a B 5% C 90% |
With 11H-Benzo[b]fluoren-11-one In acetonitrile for 0.833333h; Irradiation; | A 22% B 9% C 26% |
Conditions | Yield |
---|---|
With iodine; magnesium In methanol at 20℃; for 1h; | 85% |
With phosphorus; hydrogen iodide at 115 - 120℃; |
2,7-dichloro-3,6-di-t-butylfluorene
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
With aluminium trichloride In benzene at 50℃; for 0.5h; | 37% |
Conditions | Yield |
---|---|
With chloroform; chlorine at 0 - 5℃; |
2,7,9,9-tetrachloro-9H-fluorene
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
With hydrogenchloride; zinc; benzene |
2,7-dibromo-9H-fluorene
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
With copper(l) chloride; copper dichloride Halogen exchange reaction; |
9H-fluorene
chlorine
A
2-chloro-9H-fluorene
B
2,7-dichloro-9H-fluorene
9H-fluorene
chloroform
chlorine
A
2-chloro-9H-fluorene
B
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
at 0 - 5℃; |
9H-fluorene
antimonypentachloride
chlorine
A
2-chloro-9H-fluorene
B
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
verschiedene Loesungsmittel, bei verschiedenen Temperaturen; |
9H-fluorene
iodine
chlorine
A
2-chloro-9H-fluorene
B
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
verschiedene Loesungsmittel, bei verschiedenen Temperaturen; |
9H-fluorene
chloroform
chlorine
A
2-chloro-9H-fluorene
B
2,7-dichloro-9H-fluorene
C
2,4,7-trichlorofluorene
Conditions | Yield |
---|---|
at 0 - 5℃; |
Conditions | Yield |
---|---|
at 115 - 120℃; |
1,1-bis(4-t-butylphenyl)methane
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 54 percent / periodic acid, 98percent H2SO4 / H2O 2: 95 percent / copper / 4 h / 230 °C 3: 84 percent / iron, chlorine / CCl4 / 0.5 h / 30 °C 4: 37 percent / AlCl3 / benzene / 0.5 h / 50 °C View Scheme |
3,6-di-tert-butyl-9H-fluorene
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 84 percent / iron, chlorine / CCl4 / 0.5 h / 30 °C 2: 37 percent / AlCl3 / benzene / 0.5 h / 50 °C View Scheme |
3,6-di-tert-butyl-9H-fluoren-9-one
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 93 percent / sodium borohydride / ethanol / 0.5 h / Heating 2: 90 percent / hydroiodic acid / acetic acid / 2 h / Heating 3: 84 percent / iron, chlorine / CCl4 / 0.5 h / 30 °C 4: 37 percent / AlCl3 / benzene / 0.5 h / 50 °C View Scheme |
3,6-di-t-butyl-9-fluorenol
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 90 percent / hydroiodic acid / acetic acid / 2 h / Heating 2: 84 percent / iron, chlorine / CCl4 / 0.5 h / 30 °C 3: 37 percent / AlCl3 / benzene / 0.5 h / 50 °C View Scheme |
2,2'-diiodo-4,4'-di(tert-butyl)diphenylmethane
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 95 percent / copper / 4 h / 230 °C 2: 84 percent / iron, chlorine / CCl4 / 0.5 h / 30 °C 3: 37 percent / AlCl3 / benzene / 0.5 h / 50 °C View Scheme |
2-bromo-7-chloro-9H-fluoren-9-one
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: PCl5 / 180 °C 2: benzene; zinc; aqueous HCl View Scheme |
2-bromo-9,9-dichlorofluorene
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: benzene 2: acetic acid; Na2Cr2O7 3: PCl5 / 180 °C 4: benzene; zinc; aqueous HCl View Scheme | |
Multi-step reaction with 3 steps 1: benzene 2: PCl5 / 180 °C 3: benzene; zinc; aqueous HCl View Scheme |
2-bromo-7,9,9-trichloro-fluorene
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: acetic acid; Na2Cr2O7 2: PCl5 / 180 °C 3: benzene; zinc; aqueous HCl View Scheme | |
Multi-step reaction with 2 steps 1: PCl5 / 180 °C 2: benzene; zinc; aqueous HCl View Scheme |
2,7-dibromo-9,9-dichloro-fluorene
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: PCl5 2: benzene; zinc; aqueous HCl View Scheme |
(2-bromo-5-chlorophenyl)(3-chlorophenyl)methanol
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: trifluoroacetic acid / dichloromethane / 0.03 h / 0 °C / Inert atmosphere; Schlenk technique 1.2: 0 - 20 °C / Inert atmosphere; Schlenk technique 2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique 2.2: -78 - 20 °C / Inert atmosphere; Schlenk technique 3.1: tetrahydrothiophene gold(III) bromide; [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid / methanol; chloroform / 48 h / 27 °C / Schlenk technique; Inert atmosphere; Sealed tube View Scheme |
1-bromo-4-chloro-2-(3-chlorobenzyl)benzene
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique 1.2: -78 - 20 °C / Inert atmosphere; Schlenk technique 2.1: tetrahydrothiophene gold(III) bromide; [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid / methanol; chloroform / 48 h / 27 °C / Schlenk technique; Inert atmosphere; Sealed tube View Scheme |
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid; tetrahydrothiophene gold(III) bromide In methanol; chloroform at 27℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique 1.2: -78 - 20 °C / Inert atmosphere; Schlenk technique 2.1: trifluoroacetic acid / dichloromethane / 0.03 h / 0 °C / Inert atmosphere; Schlenk technique 2.2: 0 - 20 °C / Inert atmosphere; Schlenk technique 3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique 3.2: -78 - 20 °C / Inert atmosphere; Schlenk technique 4.1: tetrahydrothiophene gold(III) bromide; [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid / methanol; chloroform / 48 h / 27 °C / Schlenk technique; Inert atmosphere; Sealed tube View Scheme |
2-bromo-5-chlorobenzaldehyde
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique 1.2: -78 - 20 °C / Inert atmosphere; Schlenk technique 2.1: trifluoroacetic acid / dichloromethane / 0.03 h / 0 °C / Inert atmosphere; Schlenk technique 2.2: 0 - 20 °C / Inert atmosphere; Schlenk technique 3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique 3.2: -78 - 20 °C / Inert atmosphere; Schlenk technique 4.1: tetrahydrothiophene gold(III) bromide; [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid / methanol; chloroform / 48 h / 27 °C / Schlenk technique; Inert atmosphere; Sealed tube View Scheme |
Conditions | Yield |
---|---|
With chlorine; acetic acid at 40 - 42℃; |
Conditions | Yield |
---|---|
Stage #1: 2,7-dichloro-9H-fluorene With tetra-(n-butyl)ammonium iodide; sodium hydroxide In water at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-butane In water at 70℃; for 12h; Inert atmosphere; | 97% |
With tetrabutylammomium bromide; potassium hydroxide In toluene for 16h; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at -5 - 0℃; | 94% |
With aluminum (III) chloride In dichloromethane at 0 - 5℃; Friedel-Crafts Acylation; | 94% |
With aluminum (III) chloride In dichloromethane at 20℃; for 3h; Cooling; | 87% |
With aluminum (III) chloride In dichloromethane at 0 - 5℃; for 8h; Large scale; | 297 kg |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; potassium hydroxide In water; dimethyl sulfoxide at 20℃; for 2h; Schlenk technique; Sealed tube; Inert atmosphere; Green chemistry; | 94% |
Conditions | Yield |
---|---|
With copper(II) choride dihydrate; 4,7-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-1,10-phenanthroline; oxygen; sodium hydroxide In water at 50℃; for 16h; Schlenk technique; | 92% |
With C38H60N2O12; nickel diacetate; cesium fluoride In water at 100℃; for 8h; | 92% |
With tert.-butylhydroperoxide; copper(II) acetate monohydrate In water at 80℃; for 8h; | 90% |
2,7-dichloro-9H-fluorene
formic acid ethyl ester
2,7-dichloro-9-(hydroxymethylene)fluorene
Conditions | Yield |
---|---|
With potassium ethoxide In diethyl ether for 3h; Heating; | 92% |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane -40 deg C then rt., 10 h; | A 8% B 78% |
2,7-dichloro-9H-fluorene
benzaldehyde
9-benzylidene-2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
Stage #1: 2,7-dichloro-9H-fluorene With potassium tert-butylate In tert-butyl alcohol at 40℃; for 0.5h; Stage #2: benzaldehyde In tert-butyl alcohol at 40 - 50℃; for 3h; | 74% |
With sodium ethanolate |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; potassium hydroxide In water; dimethyl sulfoxide at 20℃; for 2h; Schlenk technique; Sealed tube; Inert atmosphere; Green chemistry; | 63% |
2,7-dichloro-9H-fluorene
bis(pinacol)diborane
2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluorene
Conditions | Yield |
---|---|
With p-phenylpyridine; sodium methylate In acetonitrile at 20℃; for 12h; Sealed tube; Inert atmosphere; Irradiation; | 62% |
Conditions | Yield |
---|---|
In diethyl ether Cooling with ice; Reflux; | 37% |
Conditions | Yield |
---|---|
In diethyl ether Cooling with ice; Reflux; | 35% |
Conditions | Yield |
---|---|
In diethyl ether for 24h; Cooling with ice; | 32% |
piperonal
2,7-dichloro-9H-fluorene
2,7-dichloro-9-piperonylidene-fluorene
Conditions | Yield |
---|---|
With sodium ethanolate |
m-bromobenzoic aldehyde
2,7-dichloro-9H-fluorene
9-(3-bromo-benzylidene)-2,7-dichloro-fluorene
Conditions | Yield |
---|---|
With sodium ethanolate |
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
With ethanol; aromatic aldehyde; sodium ethanolate |
Conditions | Yield |
---|---|
With chloroform; iodine; chlorine |
2,7-dichloro-9H-fluorene
Conditions | Yield |
---|---|
With chloroform; bromine; iron |
2,7-dichloro-9H-fluorene
4-chlorobenzaldehyde
2,7-dichloro-9-(4-chloro-benzylidene)-fluorene
Conditions | Yield |
---|---|
With sodium ethanolate |
2,7-dichloro-9H-fluorene
terephthalaldehyde,
9-(4-Aldehydobenzylidene)-2,7-dichlorofluorene
Conditions | Yield |
---|---|
With sodium ethanolate |
2,7-dichloro-9H-fluorene
terephthalaldehyde,
2,2',7,7'-tetrachloro-terephthalal-9,9'-difluorene
Conditions | Yield |
---|---|
With ethanol; sodium ethanolate |
2,7-dichloro-9H-fluorene
2-chloro-benzaldehyde
2,7-dichloro-9-(2-chloro-benzylidene)-fluorene
Conditions | Yield |
---|---|
With sodium ethanolate |
Conditions | Yield |
---|---|
With sodium ethanolate |
2,7-dichloro-9H-fluorene
3-nitro-benzaldehyde
2,7-dichloro-9-(3-nitro-benzylidene)-fluorene
Conditions | Yield |
---|---|
With sodium ethanolate |
2,7-dichloro-9H-fluorene
4-nitrobenzaldehdye
2,7-dichloro-9-(4-nitro-benzylidene)-fluorene
Conditions | Yield |
---|---|
With sodium ethanolate |
Product Name: 2,7-Dichlorofluorene (CAS NO.7012-16-0)
Molecular Formula: C13H8Cl2
Molecular Weight: 235.11g/mol
Mol File: 7012-16-0.mol
Melting Point: 126-128
Boiling point: 370.7 °C at 760 mmHg
Flash Point: 185.3 °C
Density: 1.365 g/cm3
Surface Tension: 50.2 dyne/cm
Enthalpy of Vaporization: 59.34 kJ/mol
Vapour Pressure: 2.32E-05 mmHg at 25°C
XLogP3-AA: 4.9
H-Bond Donor: 0
H-Bond Acceptor: 0
Structure Descriptors of 2,7-Dichlorofluorene (CAS NO.7012-16-0):
IUPAC Name: 2,7-Dichloro-9H-fluorene
Canonical SMILES: C1C2=C(C=CC(=C2)Cl)C3=C1C=C(C=C3)Cl
InChI: InChI=1S/C13H8Cl2/c14-10-1-3-12-8(6-10)5-9-7-11(15)2-4-13(9)12/h1-4,6-7H,5H2
InChIKey: SDPURBHAHVFTGX-UHFFFAOYSA-N
Product Categories: Electronic Chemicals
Safety Information of 2,7-Dichlorofluorene (CAS NO.7012-16-0):
Hazard Codes: Xi
Safety Statements: 22-24/25
22: Do not breathe dust
24: Avoid contact with skin
25: Avoid contact with eyes
Hazard Note: Irritant
2,7-Dichlorofluorene , its CAS NO. is 7012-16-0, the synonym is 2,7-Dichloro-9H-fluorene .
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