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9-Bromo-9-phenylfluorene structure
9-Bromo-9-phenylfluorene structure


Iupac Name:9-bromo-9-phenylfluorene
CAS No.: 55135-66-5
Molecular Weight:321.217
Modify Date.: 2022-11-22 18:58
Introduction: A bulky amine protecting reagent reported to be 6000 times more stable to acid than the trityl group 9-Bromo-9-phenylfluorene Preparation Products And Raw materials Raw materials View more+
1. Names and Identifiers
1.1 Name
1.2 Synonyms

(9-Bromo-9H-fluoren-9-yl)benzene 9-brom-9-phenyl-9h-fluoren 9-bromanyl-9-phenyl-fluorene 9-BROMO-9-PHENYL-9H-FLUORENE 9H-Fluorene, 9-bromo-9-phenyl- 9-phenyl-9-bromofluorene 9-phenyl-9-fluorenyl bromide 9-phenyl-9H-fluoren-9-yl bromide 9-Phenylfluorenyl BroMide AKOS 91526 MFCD00075522 NSC 28079

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C19H13Br (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
2.1 Boiling point
394.3 °C at 760 mmHg
2.1 Refractive index
2.1 Flash Point
172.5 °C
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Appearance
Light orange to Yellow to Green powder to crystal
2.2 Storage
Ambient temperatures.
2.3 Chemical Properties
Yellow Crystalline Solid
2.4 Water Solubility
2.5 StorageTemp
Keep in dark place,Sealed in dry,Room Temperature
3. Use and Manufacturing
3.1 Methods of Manufacturing
(1) Prepare a 10L reactor, add 6L of toluene first, and stir; at 20-25°C, Slowly add 9-phenyl-9-fluorenol (1kg, 3.87mol), stir and dissolve, the solution was milky white;(2) Add a solution of 48percent HBr (2.9L, 25.5mol) in one portion at 20-25°C.The reaction solution was light yellow and cloudy;(3) The reaction solution was heated to 50-60°C in a water bath, and the reaction was continued for 48 h and the color of the solution was gradually deepened;(4) GC confirmed the reaction, the main raw material 9-phenyl-9-sterol content of 3percent, the termination of the reaction;(5) Remove the water bath, cool to room temperature, and transfer the reaction solution to a 20L reactor for post-treatment: stirring and standing.The layers were separated; the lower aqueous phase was extracted once with 2 L of toluene, and the organic toluene solution was combined and washed sequentially with 4 L saturated sodium carbonate solution, 4 L water, once with 4 L saturated brine, and finally with the organic phase. 100G anhydrous magnesium sulfate dehydrated and dried;(6) After drying for 4 hours, the mixture was suction-filtered, and the filter cake was discarded. The filtrate was concentrated at 45° C. and concentrated to dryness to give a white solid.1.1kg, GC test purity content 96percent;(7) Recrystallization purification of 9-bromo-9-phenyl hydrazine: 1.1 kg of crude product is added to a 10 L reaction vessel, and 7 L of hexene is added.Alkane, stirring, and then heated to reflux, the solution was transparent, and then added 50G activated carbon decolorization, stirring 30min, 65 °C hot pressure filtration, naturally cooled to room temperature, the final ice salt bath was cooled to -5 ~ -10 °C, set aside for 4h The white crystals were obtained by suction filtration, and the wet weight was 1.25 kg. After vacuum drying at 50° C. for 12 hours, 1.02 kg of a yellow crystalline powder was obtained. The purity of the GC was 99percent, MP: 99 to 100° C., and the total yield was 82percent.(3) 250mL three-necked flask, 0.02 mol of intermediate W1 was added, Dissolved in 50 ml of toluene, Slowly add 48percent HBr aqueous solution (40ml)The reaction was stirred at 25 ° C for 24 hours, After the reaction liquid separation, The aqueous phase is extracted with toluene, After combining the organic phases with anhydrous sodium sulfate, Suction filtration, The filter cake was rinsed with ethyl acetate, The filtrate and rinse were swirled to solventless, After the silica gel column, Intermediate M1 was obtained, HPLC purity 99.4percentYield 73.5percent.250mL three-necked bottle, add 0.02mol intermediate W1, Dissolved in 50 ml of toluene, 48percent HBr aqueous solution (40 ml) was slowly added dropwise.Stir the reaction at 25 °C for 24 hours, Separating after the reaction, The aqueous phase is extracted with toluene.The organic phases were combined and dried over anhydrous sodium sulfate and suction filtered.The cake was rinsed with ethyl acetate and the filtrate and rinse were evaporated to solvent-free.The silica gel column gave intermediate Ml-I, HPLC purity 99.4percent, yield 73.5percent.
3.2 Usage
A bulky amine protecting reagent reported to be 6000 times more stable to acid than the trityl group 9-Bromo-9-phenylfluorene Preparation Products And Raw materials Raw materials
4. Safety and Handling
4.1 Symbol
4.1 Hazard Codes
4.1 Signal Word
4.1 Risk Statements
4.1 Safety Statements
4.1 Packing Group
4.1 Hazard Class
4.1 Hazard Declaration
UN 3261
4.1 Caution Statement
P280-P305 + P351 + P338-P310
4.1 WGK Germany
4.1 Safety

Safety Information of 9-Bromo-9-phenylfluorene (CAS NO.55135-66-5):
Hazard Codes: CCorrosive
Risk Statements: 34 
34:  Causes burns
Safety Statements: 26-27-28-36/37/39-45
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
27:  Take off immediately all contaminated clothing 
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 
36:  Wear suitable protective clothing  
37:  Wear suitable gloves  
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
HazardClass: 8
PackingGroup: II

4.2 Specification

 9-Bromo-9-phenylfluorene , its CAS NO. is 55135-66-5, the synonyms are 368873_ALDRICH ; NSC28079 ; MolPort-000-883-448 ; AKJ-91526 ; CID231624 .


2.Hazard identification

2.1 Classification of the substance or mixture

Skin corrosion, Category 1B

Serious eye damage, Category 1

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H314 Causes severe skin burns and eye damage

Precautionary statement(s)

P260 Do not breathe dust/fume/gas/mist/vapours/spray.

P264 Wash ... thoroughly after handling.

P280 Wear protective gloves/protective clothing/eye protection/face protection.


P301+P330+P331 IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353 IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water [or shower].

P363 Wash contaminated clothing before reuse.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P310 Immediately call a POISON CENTER/doctor/\u2026

P321 Specific treatment (see ... on this label).

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.


P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


9. Other Information
9.0 BRN
9.1 Chemical Properties
Yellow Crystalline Solid
9.2 Uses
A bulky amine protecting reagent reported to be 6000 times more stable to acid than the trityl group
9.3 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
10. Computational chemical data
  • Molecular Weight: 321.217g/mol
  • Molecular Formula: C19H13Br
  • Compound Is Canonicalized: True
  • XLogP3-AA: 5.4
  • Exact Mass: 320.02006
  • Monoisotopic Mass: 320.02006
  • Complexity: 322
  • Rotatable Bond Count: 1
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Topological Polar Surface Area: 0
  • Heavy Atom Count: 20
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
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