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4-bromo-9,9'-Spirobi[9H-fluorene

CAS No.
1161009-88-6
Chemical Name:
4-bromo-9,9'-Spirobi[9H-fluorene
Synonyms
4-BSF;4-Bromospirofluorene;9,9-pipiorene 4bromo-;4-Dromo-9,9'-spirobifluorene;4-BroMo-9,9'-spirobifluorene;4-DroMo-9,9'-spirobifluorene;4-DibroMo-9,9'-spirobifluorene;4-bromo-9,9'-Spiro[9H-fluorene];4-Bromo-9,9'-spirobi[fluorene];4-bromo-9,9'-Spirobi[9H-fluorene
CBNumber:
CB32538920
Molecular Formula:
C25H15Br
Molecular Weight:
395.29
MDL Number:
MFCD16660920
MOL File:
1161009-88-6.mol
Last updated:2026-01-12 17:28:22
Product description Number Pack Size Price
4-Bromo-9,9'-spirobi[9H-fluorene] >98.0%(GC) B5031 1g $36
4-Bromo-9,9'-spirobi[9H-fluorene] >98.0%(GC) B5031 5g $119
4-Bromo-9,9''-spirobi[fluorene] B997475 100mg $75
4-Bromo-9,9'-spirobi[9H-fluorene] 98% OR51009 1g $51
4-Bromo-9,9'-spirobi[9H-fluorene] 98% OR51009 25g $305
More product size

4-bromo-9,9'-Spirobi[9H-fluorene Properties

Melting point 157.0 to 161.0 °C
Boiling point 517.2±29.0 °C(Predicted)
Density 1.52±0.1 g/cm3(Predicted)
vapor pressure 0-0Pa at 20-50℃
storage temp. Sealed in dry,Room Temperature
form powder to crystal
color White to Almost white
InChI InChI=1S/C25H15Br/c26-23-15-7-14-22-24(23)18-10-3-6-13-21(18)25(22)19-11-4-1-8-16(19)17-9-2-5-12-20(17)25/h1-15H
InChIKey GQXFSXMUBDPXBG-UHFFFAOYSA-N
SMILES C12(C3=C(C=CC=C3)C3=C1C=CC=C3)C1=C(C=CC=C1)C1=C2C=CC=C1Br
LogP 6.5 at 25℃ and pH6.5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Warning
Hazard statements  H314
Precautionary statements  P264b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c
HS Code  2903998090

4-bromo-9,9'-Spirobi[9H-fluorene price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical B5031 4-Bromo-9,9'-spirobi[9H-fluorene] >98.0%(GC) 1161009-88-6 1g $36 2025-07-31 Buy
TCI Chemical B5031 4-Bromo-9,9'-spirobi[9H-fluorene] >98.0%(GC) 1161009-88-6 5g $119 2025-07-31 Buy
TRC B997475 4-Bromo-9,9''-spirobi[fluorene] 1161009-88-6 100mg $75 2021-12-16 Buy
Apolloscientific OR51009 4-Bromo-9,9'-spirobi[9H-fluorene] 98% 1161009-88-6 1g $51 2021-12-16 Buy
Apolloscientific OR51009 4-Bromo-9,9'-spirobi[9H-fluorene] 98% 1161009-88-6 25g $305 2021-12-16 Buy
Product number Packaging Price Buy
B5031 1g $36 Buy
B5031 5g $119 Buy
B997475 100mg $75 Buy
OR51009 1g $51 Buy
OR51009 25g $305 Buy

4-bromo-9,9'-Spirobi[9H-fluorene Chemical Properties,Uses,Production

Application

4-Bromo-9,9-spirodifluorene exhibits a spiroconjugation effect and has wide applications in optoelectronic materials, organic solar cells, organic nonlinear materials, and fluorescent probes.

Description

4-bromo-9, 9'-Spirobi[9H-fluorene is a kind of fluorene which is a polycyclic aromatic hydrocarbon. It can be used as the intermediate of organic light-emitting diodes (OLEDs)

Synthesis

2-Bromo-1,1'-biphenyl (0.78 g, 3.34 mmol) was dissolved in dry THF (30 mL) under argon atmosphere, cooled to -78??C and stirred for 10 min at this temperature. A 2.5 M n-BuLi THF solution (1.47 mL, 3.67 mmol, 1.10 eq.) was then slowly injected via syringe at -78??C. The resulting yellow mixture was stirred at the same temperature for 1 hour. A solution of 4-bromo-9H-fluoren-9-one (1.00 g, 3.86 mmol, 1.15 eq.) in dry THF (35 mL) was then added dropwise and the mixture was stirred for another 30 min at -78??C and allowed to warm gradually to room temperature overnight. Saturated brine solution (10 ml) was added and the mixture was extracted twice with dichloromethane (2x30 ml). The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Without other purification, the crude was dissolved in a mixture of acetic/hydrochloric acid (50 mL/5 mL) and heated at 70??C for 2 hours with stirring. The mixture was then poured into water/ice (200 mL) and the solution was neutralized with solid sodium hydroxide until the pH reached 7. The organic layer was then extracted three times with dichloromethane (3x50 mL). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by rapid chromatography on silica gel (light petroleum). Colorless solid 4-bromo-9,9-spirobifluorene (2.84 g, 7.19 mmol).

Advantages

4-bromo-9,9'-Spirobi[9H-fluorene has a spiro conjugation effect, which is characterized by making the molecules coplanar and the electron cloud averaged, and controlling the effective conjugation length while ensuring the length of the spiro molecular chain; rigid planar structure, high fluorescence quantum yield; compared with other positions, the position of the 4-bromo-9,9-spirobifluorene structure has higher reactivity and is extremely easy to be modified. Due to the above advantages, the synthesis of 4-bromo-9,9'-Spirobi[9H-fluorene has received more and more attention, and it has a wide range of applications in optoelectronic materials, organic solar cells, organic nonlinear materials, and fluorescent probes.

References

Jiang, Z., et al. "Novel oligo-9, 9'-spirobifluorenes through ortho-linkage as full hydrocarbon host for highly efficient phosphorescent OLEDs."Organic Letters 11.12(2009):2607-10.
Sébastien Thiery et al. "4-Pyridyl-9, 9′-spirobifluorenes as Host Materials for Green and Sky-Blue Phosphorescent OLEDs." Journal of Physical Chemistry C 119.11(2015):150204142546002.

486-25-9
13029-09-9
1161009-88-6
Synthesis of 4-bromo-9,9'-Spirobi[9H-fluorene from 9-Fluorenone and 2,2'-Dibromobiphenyl
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View Lastest Price from 4-bromo-9,9'-Spirobi[9H-fluorene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-bromo-9,9'-spirobifluorene pictures 2025-12-23 4-bromo-9,9'-spirobifluorene
1161009-88-6
US $0.00 / kg 25kg 99% 100kg Zhongwei Coking Technology National Engineering Research Center Co., Ltd.
4-Dromo-9,9'-spirobifluorene pictures 2025-11-19 4-Dromo-9,9'-spirobifluorene
1161009-88-6
US $0.00 / kg 20kg 99% 20 tons Qingdao RENAS Polymer Material Co., Ltd.
4-bromo-9,9'-Spirobi[9H-fluorene pictures 2025-09-25 4-bromo-9,9'-Spirobi[9H-fluorene
1161009-88-6
US $200.00-1.00 / KG 1KG 99%, 99.5% Sublimated g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
4-Bromo-9,9'-spirobi[9H-fluorene] 4-bromo-9,9'-Spirobi[9H-fluorene 4-BroMo-9,9'-spirobifluorene 9,9'-Spirobi[9H-fluorene], 4-bromo- 4-DibroMo-9,9'-spirobifluorene 4-bromo-9,9'-Spirobi[9H-fluorene ISO 9001:2015 REACH 9,9-pipiorene 4bromo- 4-BSF 4-Bromo-9,9'-spirobi[fluorene] 4-bromo-9,9'-Spiro[9H-fluorene] 4-Dromo-9,9'-spirobifluorene 4-Bromospirofluorene 4-DroMo-9,9'-spirobifluorene 1161009-88-6 OLED