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2,7-Dibromo-9,9-dimethylfluorene
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Name

2,7-Dibromo-9,9-dimethylfluorene

 EINECS 640-177-7
CAS No. 28320-32-3 Density 1.607 g/cm3
PSA 0.00000 LogP 5.51790
Solubility N/A Melting Point 180 °C
Formula C15H12Br2 Boiling Point 401.811 °C at 760 mmHg
Molecular Weight 352.068 Flash Point 230.294 °C
Transport Information N/A Appearance N/A
Safety 60-61 Risk Codes 50/53-53-50
Molecular Structure Molecular Structure of 28320-32-3 (2,7-Dibromo-9,9-dimethylfluorene) Hazard Symbols N
Synonyms

Fluorene,2,7-dibromo-9,9-dimethyl- (8CI);

Article Data 38

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

16433-88-8

2,7-dibromo-9H-fluorene

74-88-4

methyl iodide

28320-32-3

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

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide for 5h; Sonication;99%
With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide at 20℃; for 5h; Sonication;99%
With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide for 5h; Sonication;99%
16433-88-8

2,7-dibromo-9H-fluorene

28320-32-3

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

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide at 20℃; for 5h;99%
4569-45-3

9,9-dimethyl-9H-fluorene

28320-32-3

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

Conditions
ConditionsYield
With bromine In chloroform for 4h; Cooling with ice;76%
With bromine
74-88-4

methyl iodide

28320-32-3

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

Conditions
ConditionsYield
Stage #1: 2,7-dibromo-9H-fluorene With potassium tert-butylate In dimethyl sulfoxide at 5℃;
Stage #2: methyl iodide In dimethyl sulfoxide at 5℃;
28320-32-3

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

73852-19-4

3,5-bis-trifluromethylphenylboronic acid

C31H18F12

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 80℃; for 1.5h; Suzuki Coupling;98%
28320-32-3

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

1066-45-1

trimethyltin(IV)chloride

1228237-11-3

2,7-bis(trimethylstannyl)-9,9-dimethylfluorene

Conditions
ConditionsYield
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 1.25h;
Stage #2: trimethyltin(IV)chloride In tetrahydrofuran; hexane at -78 - 20℃; for 6.08333h;		97%
28320-32-3

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

436-59-9

dimesitylfluoroborane

1254106-26-7

(7-bromo-9,9-dimethyl-9H-fluoren-2-yl)dimesitylborane

Conditions
ConditionsYield
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Inert atmosphere;
Stage #2: dimesitylfluoroborane In tetrahydrofuran at -78 - 20℃; Inert atmosphere;		94%
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;
Stage #2: dimesitylfluoroborane In tetrahydrofuran; hexane at 20℃; for 6h;		80%
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: dimesitylfluoroborane In tetrahydrofuran; hexane for 12h;		63%
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran
Stage #2: dimesitylfluoroborane
455-14-1

4-trifluoromethylphenylamine

28320-32-3

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

676625-76-6

C22H17BrF3N

Conditions
ConditionsYield
With sodium t-butanolate; C30H48FeP2; palladium dichloride In 1,4-dioxane for 3h; Heating / reflux;92%
With sodium t-butanolate; C30H48FeP2; palladium dichloride In 1,4-dioxane for 3h; Heating / reflux;92 %Chromat.
61676-62-8

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

28320-32-3

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

325129-69-9

4,4,5,5-tetramethyl-2-[7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-9,9-dimethyl-9H-fluoren-2-yl]-[1,3,2]dioxaborolane

Conditions
ConditionsYield
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane at 20℃; for 2h;		90%
With n-butyllithium In diethyl ether at -78 - 20℃; for 14h; Inert atmosphere;60.5%
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran at -78 - 0℃;
Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran at 20℃;		33%
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Inert atmosphere;
Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 25h;
28320-32-3

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

68-12-2, 33513-42-7

N,N-dimethyl-formamide

944940-90-3

7-bromo-9,9-dimethyl-9H-fluorene-2-carbaldehyde

Conditions
ConditionsYield
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 20℃; for 2h;		90%
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃;		90%
Stage #1: 2,7-dibromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 25℃; for 10h; Inert atmosphere; Schlenk technique;		90%

2,7-Dibromo-9,9-dimethylfluorene Specification

The systematic name of this chemical is 2,7-dibromo-9,9-dimethyl-9H-fluorene. With the CAS registry number 28320-32-3, it is also named as 9H-Fluorene,2,7-dibromo-9,9-dimethyl-. The product's categories are Fluorene Derivatives; Electronic Chemicals. The molecular weight of 2,7-Dibromo-9,9-dimethylfluorene is C15H12Br2 and molecular weight is 352.06.

The other characteristics of 2,7-Dibromo-9,9-dimethylfluorene can be summarized as: (1)ACD/LogP: 8.06; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7; (4)ACD/LogD (pH 7.4): 7; (5)ACD/BCF (pH 5.5): 78047; (6)ACD/BCF (pH 7.4): 78047; (7)ACD/KOC (pH 5.5): 110542; (8)ACD/KOC (pH 7.4): 110542; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.635; (14)Molar Refractivity: 78.497 cm3; (15)Molar Volume: 219.117 cm3; (16)Polarizability: 31.119×10-24 cm3; (17)Surface Tension: 46.054 dyne/cm; (18)Density: 1.607 g/cm3; (19)Flash Point: 230.294 °C; (20)Enthalpy of Vaporization: 62.744 kJ/mol; (21)Boiling Point: 401.811 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

People can use the following data to convert to the molecule structure.
1. SMILES:Brc2ccc3c1ccc(Br)cc1C(C)(C)c3c2
2. InChI:InChI=1/C15H12Br2/c1-15(2)13-7-9(16)3-5-11(13)12-6-4-10(17)8-14(12)15/h3-8H,1-2H3
3. InChIKey:LONBOJIXBFUBKQ-UHFFFAOYAJ
4. Std. InChI:InChI=1S/C15H12Br2/c1-15(2)13-7-9(16)3-5-11(13)12-6-4-10(17)8-14(12)15/h3-8H,1-2H3
5. Std. InChIKey:LONBOJIXBFUBKQ-UHFFFAOYSA-N

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