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9-BROMOFLUORENE

Product Name
9-BROMOFLUORENE
CAS No.
1940-57-4
Chemical Name
9-BROMOFLUORENE
Synonyms
9-BROMO-9H-FLUORENE;9-bromo-fluoren;9-BROMOFLUORENE;AKOS BBS-00004423;9-Bromofluorene97%;Fluorene, 9-bromo-;9-FLUORENYL BROMIDE;9-Bromofluorene >9H-Fluorene, 9-bromo-;9-Bromofluorene, 98+%
CBNumber
CB3372043
Molecular Formula
C13H9Br
Formula Weight
245.11
MOL File
1940-57-4.mol
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9-BROMOFLUORENE Property

Melting point:
101-104 °C(lit.)
Boiling point:
288.79°C (rough estimate)
Density 
1.4187 (rough estimate)
refractive index 
1.6290 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
color 
White to Light yellow
Water Solubility 
Insoluble in water.
Sensitive 
Air Sensitive
BRN 
2047220
CAS DataBase Reference
1940-57-4(CAS DataBase Reference)
NIST Chemistry Reference
9H-fluorene, 9-bromo-(1940-57-4)
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Safety

Hazard Codes 
C
Risk Statements 
34-43
Safety Statements 
26-36/37/39-45
RIDADR 
UN 1759 8/PG 2
WGK Germany 
3
RTECS 
LL5890000
HS Code 
2903.99.8001
HazardClass 
8
PackingGroup 
III
Toxicity
mouse,LD50,intravenous,180mg/kg (180mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01610,
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B66604
Product name
9-Bromofluorene
Purity
98%
Packaging
10g
Price
$160
Updated
2025/07/31
Sigma-Aldrich
Product number
B66604
Product name
9-Bromofluorene
Purity
98%
Packaging
25g
Price
$398
Updated
2025/07/31
TCI Chemical
Product number
B1046
Product name
9-Bromofluorene
Purity
>98.0%(T)
Packaging
5g
Price
$42
Updated
2025/07/31
TCI Chemical
Product number
B1046
Product name
9-Bromofluorene
Purity
>98.0%(T)
Packaging
25g
Price
$121
Updated
2025/07/31
TRC
Product number
B683745
Product name
9-Bromofluorene
Packaging
10g
Price
$55
Updated
2021/12/16
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9-BROMOFLUORENE Chemical Properties,Usage,Production

Chemical Properties

yellow to beige-orange crystalline powder

Uses

9-Bromofluorene, is used to treat skin dermatological conditions and in pharmaceutical industry.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 4327, 1958 DOI: 10.1021/ja01549a053

Synthesis

86-73-7

1940-57-4

The general procedure for the synthesis of 9-bromofluorene from fluorene was as follows: free radical bromination of fluorene using N-bromosuccinimide (NBS) at room temperature was used as a baseline reaction for the evaluation of the initiator system of the present invention (Scheme 4). This was done as follows: fluorene (83 mg, 0.5 mmol, 1 eq.) and N-bromosuccinimide (98 mg, 0.55 mmol, 1.1 eq.) were dissolved in dichloromethane (5 mL) in a pre-oven dried Schlenk flask. The desired peroxide (0.025 mmol, 5 mol%) was added and the resulting mixture was degassed by freeze-pump-thaw cycle method (3 cycles). After recovery to room temperature, the acid catalyst was added under argon protection. After the reaction reached a predetermined time, the reaction mixture was quenched with triethylamine (250 μL) and dibromomethane (0.5 mmol) was added as an internal standard for analysis. Aliquots were taken for direct 1H NMR analysis, and the yield was determined by integrating the reference peak (5.9 ppm, s, 1H; determined from the actual sample) relative to the peak of dibromomethane. The reaction results are detailed in Table 1.The bromination reaction was efficiently carried out using peroxyacetone 1 (Trigonox 22, 50 wt% mineral oil solution) and different commercial solutions of Brownsted acid. Control experiments confirmed the necessity of the acid and peroxide, and no conversion was observed after 24 h if either component was omitted. The pKa values of the acid catalysts showed a clear trend: the stronger the acid, the faster the rate of conversion. The conversion of sulfuric acid and p-toluenesulfonic acid after 1 h was 72% and 28%, respectively (entries 1 and 2). Methanesulfonic acid had a slightly lower yield (45%; entry 3), whereas acids weaker than trifluoroacetic acid (22%, entry 5) or trichloroacetic acid (18%, entry 6) failed to initiate the reaction (entry 7). Nitric acid performed better than its pKa value predicted (96%; entry 4). Ultimately, high yields were obtained for all reactions (80-95% yield after 24-72 h) when the reaction time was extended to full conversion, indicating that the acid catalyst only affects the initiation rate. In addition, scandium(III) trifluoromethanesulfonate, a Lewis acid, was found to be catalytic (69%; entry 8). The efficiency of different commercial peroxydione solutions was evaluated using methanesulfonic acid as a standard catalyst of moderate reactivity. Peroxystrictone 2 (Trigonox? D; 50 wt%) was less efficient than 1 (45%; entry 3), with 1% product after 1 h and 76% after 48 h (entry 11). Peroxiredoxin 3 (Trigonox? 301; 41 wt%) showed low conversion after two days of reaction (8%, entry 15). Peroxiredoxin 4 (Luperox? DHD-9, 32 wt%) was more reactive than 3, yielding 12% product after 48 h (entry 16). A series of structurally different peroxides were evaluated based on the significant effect of the peroxydione structure on its reactivity. Compounds 11a and 11b demonstrated the effect of group X (formula I). 11b was less reactive than 1 (21%, entry 9), whereas 11a was more efficient, with 28% conversion after 1 h (entry 10). The aromatic substituents around the peroxide portion had a significant effect: 5 was more efficient than 2 (20%, entry 12 vs. entry 11), whereas 6 was much less efficient (33% after 48 h, entry 13). 9 was slightly more reactive than 1 (50%, entry 17), whereas 10 was the most efficient of the evaluated structures, with a conversion of 74% after 1 h of reaction (entry 28).

References

[1] Green Chemistry, 2011, vol. 13, # 4, p. 928 - 933
[2] Organic Letters, 2016, vol. 18, # 19, p. 4944 - 4947
[3] Patent: WO2017/108761, 2017, A1. Location in patent: Page/Page column 15-18
[4] Advanced Synthesis and Catalysis, 2018, vol. 360, # 21, p. 4197 - 4204
[5] Tetrahedron Letters, 2015, vol. 56, # 49, p. 6843 - 6845

9-BROMOFLUORENE Preparation Products And Raw materials

Raw materials

Preparation Products

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9-BROMOFLUORENE Suppliers

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View Lastest Price from 9-BROMOFLUORENE manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
9-BroMofluorene 1940-57-4
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-04-07
Hebei Chuanghai Biotechnology Co., Ltd
Product
9-BROMOFLUORENE 1940-57-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2025-03-12
Henan Fengda Chemical Co., Ltd
Product
9-BROMOFLUORENE 1940-57-4
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

1940-57-4, 9-BROMOFLUORENERelated Search:


  • 9-bromo-fluoren
  • AKOS BBS-00004423
  • 9-BROMOFLUORENE
  • 9-BROMO-9H-FLUORENE
  • 9-FLUORENYL BROMIDE
  • Fluorene, 9-bromo-
  • 9-Bromofluorene97%
  • 9-Bromofluorene, 98+%
  • 9-BroMofluorene, 98+% 10GR
  • 9-Bromofluorene &gt
  • 9H-Fluorene, 9-bromo-
  • 9-BROMOFLUORENE ISO 9001:2015 REACH
  • 1940-57-4
  • BENZYL HALIDE
  • Organic Building Blocks
  • Halogenated Hydrocarbons
  • Fluorenes & Fluorenones
  • Fluorenes
  • Building Blocks
  • C13 to C37+
  • Aryl
  • Building Blocks
  • C13 to C37+
  • Chemical Synthesis
  • Halogenated Hydrocarbons
  • Organic Building Blocks
  • Electronic Chemicals
  • Fluorenes
  • Fluorenes & Fluorenones
  • Aryl
  • C13 to C37+
  • Halogenated Hydrocarbons
  • Fluorene Derivatives