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28320-31-2

Basic Information
CAS No.: 28320-31-2
Name: 2-Bromo-9,9-dimethylfluorene
Article Data: 36
Molecular Structure:
Molecular Structure of 28320-31-2 (2-Bromo-9,9-dimethylfluorene)
Formula: C15H13Br
Molecular Weight: 273.172
Synonyms: Fluorene,2-bromo-9,9-dimethyl- (8CI);2-Bromo-9,9-dimethyl-9H-fluorene;9,9-Dimethyl-2-bromofluorene;
EINECS: 694-710-3
Density: 1.346 g/cm3
Melting Point: 68 °C
Boiling Point: 352.9 °C at 760 mmHg
Flash Point: 165.097 °C
Solubility: Slightly soluble in water.
Appearance: off kind of white crystallization
Hazard Symbols: N
Risk Codes: 51/53
Safety: 61
PSA: 0.00000
LogP: 4.75540
Synthetic route
1133-80-8

2-bromo-9H-fluorene

74-88-4

methyl iodide

28320-31-2

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

Conditions
ConditionsYield
Stage #1: 2-bromo-9H-fluorene With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: methyl iodide In tetrahydrofuran at 0 - 20℃;
99%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dimethyl sulfoxide at 0℃; for 0.5h;99%
With potassium hydroxide; potassium iodide In dimethyl sulfoxide at 20℃; for 48h;97%
4569-45-3

9,9-dimethyl-9H-fluorene

28320-31-2

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

Conditions
ConditionsYield
With sodium bromate; hydrogen bromide; trimethylbenzylammonium bromide In dichloromethane; water at 10 - 20℃; under 760.051 Torr; for 1.5h;90%
With N-Bromosuccinimide In dichloromethane at 20℃; for 24h;78%
With bromine; iron(III) chloride In water at 20℃; for 13h; Heating / reflux;20%
With bromine

C15H17Br

28320-31-2

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

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene67%
28320-31-2

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

75-36-5

acetyl chloride

899444-03-2

1-(7-bromo-9,9-dimethyl-9H-fluoren-2-yl)ethanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 16h;99.3%
28320-31-2

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

74-88-4

methyl iodide

69535-83-7

2,9,9-trimethyl-9H-fluorene

Conditions
ConditionsYield
Stage #1: 2-bromo-9,9-dimethyl-9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃; for 2h;
99%
28320-31-2

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

(2R*,3aR*,8bR*)-2-methyl-1,2,3,3a,4,8b-hexahydropenta[b]- indole

(2R*,3aR*,8bR*)-2-methyl-4-(9,9-dimethyl-9H-fluorenene-2-yl)- 1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; sodium t-butanolate; tert-butyl XPhos In toluene Buchwald-Hartwig Coupling; Reflux; Inert atmosphere;98%
28320-31-2

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

(1R*,3aR*,8bR*)-1-methyl-1,2,3,3a,4,8b-hexahydropenta[b]- indole

(1R*,3aR*,8bR*)-1-methyl-4-(9,9-dimethyl-9H-fluorenene-2-yl)- 1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; sodium t-butanolate; tert-butyl XPhos In toluene Buchwald-Hartwig Coupling; Reflux; Inert atmosphere;98%
854952-58-2

N-phenyl-9H-carbazol-3-boronic acid

28320-31-2

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

C33H25N

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate; C44H43B10Br2P; palladium diacetate In ethanol; toluene at 120℃; for 36h; Kinetics; Reagent/catalyst; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;98%
28320-31-2

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

319906-45-1

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

Conditions
ConditionsYield
With potassium iodate; sulfuric acid; iodine; acetic acid In water at 80℃; for 2.5h;96%
With sulfuric acid; iodine; acetic acid; periodic acid In water at 50℃; for 5h;85%
With periodic acid dihydrate; sulfuric acid; iodine; acetic acid at 65 - 90℃; for 6.5h; Inert atmosphere;76%
28320-31-2

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

62-53-3

aniline

355832-04-1

N-phenyl-(9,9-dimethyl-9H-fluoren-2-yl)amine

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene for 20h; Buchwald-Hartwig Coupling; Reflux; Inert atmosphere;95%
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 110℃; for 3.58333h; Inert atmosphere;93%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene at 90℃; for 3h;92%
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    2-Bromo-9,9-dimethylfluorene

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Specification

The 2-Bromo-9,9-dimethylfluorene is an organic compound with the formula C15H13Br. The IUPAC name of this chemical is 2-bromo-9,9-dimethyl-9H-fluorene. With the CAS registry number 28320-31-2, it is also named as 9H-fluorene, 2-bromo-9,9-dimethyl-. The product's categories are Fluorene Derivatives; Electronic Chemicals.

Physical properties about 2-Bromo-9,9-dimethylfluorene are: (1)ACD/LogP: 6.65; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6; (4)ACD/LogD (pH 7.4): 6; (5)ACD/BCF (pH 5.5): 20223; (6)ACD/BCF (pH 7.4): 20223; (7)ACD/KOC (pH 5.5): 42045; (8)ACD/KOC (pH 7.4): 42045; (9)Index of Refraction: 1.615; (10)Molar Refractivity: 70.807 cm3; (11)Molar Volume: 202.932 cm3; (12)Polarizability: 28.07×10-24cm3; (13)Surface Tension: 43.218 dyne/cm; (14)Density: 1.346 g/cm3; (15)Flash Point: 165.097 °C; (16)Enthalpy of Vaporization: 57.42 kJ/mol; (17)Boiling Point: 352.925 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc2ccc3c1ccccc1C(C)(C)c3c2
(2)InChI: InChI=1/C15H13Br/c1-15(2)13-6-4-3-5-11(13)12-8-7-10(16)9-14(12)15/h3-9H,1-2H3
(3)InChIKey: MBHPOBSZPYEADG-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C15H13Br/c1-15(2)13-6-4-3-5-11(13)12-8-7-10(16)9-14(12)15/h3-9H,1-2H3
(5)Std. InChIKey: MBHPOBSZPYEADG-UHFFFAOYSA-N