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2,7-Dibromo-9,9-diphenylfluororene

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Name

2,7-Dibromo-9,9-diphenylfluororene

EINECS 1533716-785-6
CAS No. 186259-63-2 Density 1.548 g/cm3
PSA 0.00000 LogP 7.57470
Solubility N/A Melting Point 279-281 °C
Formula C25H16Br2 Boiling Point 520.3 °C at 760 mmHg
Molecular Weight 476.21 Flash Point 311.1 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 186259-63-2 (2,7-Dibromo-9,9-diphenylfluororene) Hazard Symbols N/A
Synonyms

2,7-Dibromo-9,9-diphenyl-9H-fluorene;

Article Data 13

2,7-Dibromo-9,9-diphenylfluororene Synthetic route

591-50-4

iodobenzene

16433-88-8

2,7-dibromo-9H-fluorene

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide for 5h; Sonication;98%
132717-37-4

2,7-dibromo-(9-phenyl-9H-fluoren-9-ol)

71-43-2

benzene

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 80℃; for 6h; Reflux;93%
With trifluorormethanesulfonic acid at 80℃; for 6h; Friedel-Crafts reaction;88%
With trifluorormethanesulfonic acid at 50 - 80℃; for 6h; Inert atmosphere; Schlenk technique;70%
20302-14-1

9,9-diphenylfluorene

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
With bromine; acetic acid In chloroform for 1h; Inert atmosphere; Reflux;90%

(4,4'-dibromo-biphenyl-2-yl)-diphenyl-methanol

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 100℃; for 1h;89%
14348-75-5

2,7-dibromofluorene-9-one

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / 3 h / Heating
2: conc. H2SO4 / 3 h
View Scheme
Multi-step reaction with 2 steps
1: 90 percent / diethyl ether / Heating
2: 88 percent / CF3SO3H / 6 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1.1: magnesium / diethyl ether / 4 h / Reflux
1.2: 12 h / Reflux
2.1: trifluorormethanesulfonic acid / Heating
View Scheme

phenylmagnesium bromide

[(4-methoxy-1,3-η3-cyclohexenyl)PdCl]2

[(4-methoxy-1,3-η3-cyclohexenyl)PdCl]2

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / 3 h / Heating
2: conc. H2SO4 / 3 h
View Scheme

methyl 4,4'-dibromo-[1,1'-biphenyl]-2-carboxylate

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / tetrahydrofuran; hexane / 17 h / -78 - 20 °C
2: 89 percent / H2SO4; AcOH / 1 h / 100 °C
View Scheme
591-51-5

phenyllithium

[Ru(η3-CH2CHCH2)(η5-C5Me5)(η2-t-BuNC(Ph)=Nt-Bu)](1+)*PF6(1-)

[Ru(η3-CH2CHCH2)(η5-C5Me5)(η2-t-BuNC(Ph)=Nt-Bu)](1+)*PF6(1-)

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / tetrahydrofuran; hexane / 17 h / -78 - 20 °C
2: 89 percent / H2SO4; AcOH / 1 h / 100 °C
View Scheme

phenylmagnesium bromide

antimony trichloride

antimony trichloride

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / diethyl ether / Heating
2: 88 percent / CF3SO3H / 6 h / 80 °C
View Scheme
108-86-1

bromobenzene

186259-63-2

2,7-dibromo-9,9-diphenyl-9H-fluorene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: magnesium / diethyl ether / 4 h / Reflux
1.2: 12 h / Reflux
2.1: trifluorormethanesulfonic acid / Heating
View Scheme

2,7-Dibromo-9,9-diphenylfluororene Specification

The 2,7-Dibromo-9,9-diphenylfluororene is an organic compound with the formula C25H16Br2. The systematic name of this chemical is 2,7-dibromo-9,9-diphenyl-9H-fluorene. With the CAS registry number 186259-63-2, it is also named as 9H-fluorene, 2,7-dibromo-9,9-diphenyl-. The product's categories are Fluorene Derivatives; Electronic Chemicals.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 7.80; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.8; (4)ACD/LogD (pH 7.4): 7.8; (5)ACD/BCF (pH 5.5): 501784.44; (6)ACD/BCF (pH 7.4): 501784.44; (7)ACD/KOC (pH 5.5): 418795.16; (8)ACD/KOC (pH 7.4): 418795.16; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: Å2; (13)Index of Refraction: 1.693; (14)Molar Refractivity: 117.96 cm3; (15)Molar Volume: 307.5 cm3; (16)Polarizability: 46.76×10-24 cm3; (17)Surface Tension: 55.3 dyne/cm; (18)Density: 1.548 g/cm3; (19)Flash Point: 311.1 °C; (20)Enthalpy of Vaporization: 76.34 kJ/mol; (21)Boiling Point: 520.3 °C at 760 mmHg; (22)Vapour Pressure: 2.08E-10 mmHg at 25°C.

People can use the following data to convert to the molecule structure.
1. SMILES:Brc3ccc4c1ccc(Br)cc1C(c2ccccc2)(c4c3)c5ccccc5
2. InChI:InChI=1/C25H16Br2/c26-19-11-13-21-22-14-12-20(27)16-24(22)25(23(21)15-19,17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-16H 
3. InChIKey:AJYDOCCGNIBJBY-UHFFFAOYAD
4. Std. InChI:InChI=1S/C25H16Br2/c26-19-11-13-21-22-14-12-20(27)16-24(22)25(23(21)15-19,17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-16H
5. Std. InChIKey:AJYDOCCGNIBJBY-UHFFFAOYSA-N

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