9-Bromo-9-phenylfluorene
- Product Name
- 9-Bromo-9-phenylfluorene
- CAS No.
- 55135-66-5
- Chemical Name
- 9-Bromo-9-phenylfluorene
- Synonyms
- NSC 28079;AKOS 91526;9-BROMO-9-PHENYLFLUORENE;9-Phenylfluorenyl BroMide;9-Bromo-9-phenylfluorene >9-Bromo-9-phenylfluorene 97%;9-Bromo-9-phenylfluorene,97%;9-BROMO-9-PHENYL-9H-FLUORENE;9-Bromo9-phenyl fluorene-96%;9-Bromo-9-phenylfluorene ,98%
- CBNumber
- CB3776971
- Molecular Formula
- C19H13Br
- Formula Weight
- 321.21
- MOL File
- 55135-66-5.mol
9-Bromo-9-phenylfluorene Property
- Melting point:
- 99-101 °C (lit.)
- Boiling point:
- 394.3±41.0 °C(Predicted)
- Density
- 1.425±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Water Solubility
- Insoluble in water
- solubility
- soluble in Chloroform, Dichloromethane, Ether, Ethyl Acetate, Methanol
- form
- powder to crystal
- color
- Light orange to Yellow to Green
- BRN
- 2561445
- InChIKey
- HYQXNCDBSALQLB-UHFFFAOYSA-N
- CAS DataBase Reference
- 55135-66-5(CAS DataBase Reference)
Safety
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-27-28-36/37/39-45
- RIDADR
- UN 3261 8/PG 2
- WGK Germany
- 3
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29039930
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P363Wash contaminated clothing before reuse.
N-Bromosuccinimide Price
- Product number
- 368873
- Product name
- 9-Bromo-9-phenylfluorene
- Purity
- 97%
- Packaging
- 5g
- Price
- $62
- Updated
- 2023/01/07
- Product number
- B1702
- Product name
- 9-Bromo-9-phenylfluorene
- Purity
- >96.0%(GC)
- Packaging
- 5g
- Price
- $86
- Updated
- 2025/07/31
- Product number
- B1702
- Product name
- 9-Bromo-9-phenylfluorene
- Purity
- >96.0%(GC)
- Packaging
- 25g
- Price
- $326
- Updated
- 2025/07/31
- Product number
- B686455
- Product name
- 9-Bromo-9-phenylfluorene
- Packaging
- 500mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- B686455
- Product name
- 9-Bromo-9-phenylfluorene
- Packaging
- 2g
- Price
- $95
- Updated
- 2021/12/16
9-Bromo-9-phenylfluorene Chemical Properties,Usage,Production
Chemical Properties
Yellow Crystalline Solid
Uses
A bulky amine protecting reagent reported to be 6000 times more stable to acid than the trityl group
Uses
9-Bromo-9-phenylfluorene may be used in the preparation of:
- N-(9-(9-phenylfluorenyl))-L-alaninal
- N-(9-phenylfluoren-9-yl)-L-serine
- 1-hydroxypyrazoles priotected at the oxygen atom
General Description
Solvolysis of 9-bromo-9- phenylfluorene has been reported to proceed via limiting SN1 mechanism.
Synthesis
25603-67-2
55135-66-5
(1) Prepare a 10L reactor, first add 6L of toluene, turn on the stirring; under the condition of 20-25℃, slowly add 9-phenyl-9-fluorenol (1kg, 3.87mol), stirring until completely dissolved, forming a milky white solution; (2) Slowly add 48% hydrobromic acid (2.9L, 25.5mol) to the reaction system, and the reaction solution became light yellow and showed a turbid state; (3) Place the reaction system in a water bath, heating to 50-60℃, and continue to react for 48 hours to observe the gradual deepening of the color of the reaction solution; (4) Monitor the reaction process by gas chromatography (GC). (3) The reaction system was placed in a water bath, heated to 50-60 ℃, and the reaction continued for 48 hours, observing the gradual deepening of the color of the reaction solution; (4) The reaction process was monitored by gas chromatography (GC), and the reaction was terminated when the content of the main raw material 9-phenyl-9-fluorenyl alcohol decreased to 3%; (5) The water bath was removed, and the reaction solution was cooled down to room temperature, and was then transferred to the 20L reactor for post-processing: stirring, standing, and layering; the lower part of the water bath was removed, and the reaction solution was cooled to room temperature. After standing, stratification; the lower aqueous phase was extracted once with 2L of toluene, the organic phases were combined, washed sequentially with 4L of saturated sodium carbonate solution, 4L of water, 4L of saturated saline, and finally the organic phase was dried with 100g of anhydrous magnesium sulfate; (6) after drying for 4 hours, filtration was carried out, and the filter cake was discarded. The filtrate was concentrated to dryness under reduced pressure at 45°C to obtain 1.1kg of white solid with 96% purity by GC; (7) Recrystallization and purification of 9-bromo-9-phenylfluorene: 1.1kg of crude product was added into a 10L reactor, 7L of hexane was added, stirred and heated to reflux, and after the solution became transparent, 50g of activated charcoal was added to decolorize the solution, stirred for 30 minutes, and the filtrate was heat-filtered at 65°C, and the filtrate was naturally The filtrate was cooled to room temperature, then placed in an ice-salt bath and cooled to -5~-10 ℃, and left to stand for 4 hours. Filtering to obtain white crystals, wet weight 1.25 kg. 50 ℃ vacuum drying for 12 hours, to obtain 1.02 kg of yellow crystalline powder, GC purity of 99%, melting point of 99 to 100 ℃, the total yield of 82%.
References
[1] Journal of Organic Chemistry, 2018, vol. 83, # 11, p. 6162 - 6170
[2] Organic Syntheses, 1993, vol. 71, p. 220 - 220
[3] Patent: CN107573208, 2018, A. Location in patent: Paragraph 0022; 0023; 0024; 0025; 0026; 0027; 0028-0032
[4] Patent: CN107337680, 2017, A. Location in patent: Paragraph 0050; 0051; 0054
[5] Patent: CN107573356, 2018, A. Location in patent: Paragraph 0062; 0066; 0067
9-Bromo-9-phenylfluorene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 9-Bromo-9-phenylfluorene manufacturers
- Product
- 9-Bromo-9-phenylfluorene 55135-66-5
- Price
- US $101.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-28
- Product
- 9-Bromo-9-phenylfluorene 55135-66-5
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customise
- Release date
- 2018-08-09