9-Bromophenanthrene
- Product Name
- 9-Bromophenanthrene
- CAS No.
- 573-17-1
- Chemical Name
- 9-Bromophenanthrene
- Synonyms
- 9 - bromide;9 - broMine fe;9-Bromophenthrene;9-Bromophenathrene;9-Bromophenanthene;9-BROMOPHENANTHRENE;9-bromo-phenanthren;9-phenathrylbromide;9-Bromo Phenantrene;9-Phenathryl bromide
- CBNumber
- CB8312934
- Molecular Formula
- C14H9Br
- Formula Weight
- 257.13
- MOL File
- 573-17-1.mol
9-Bromophenanthrene Property
- Melting point:
- 60-64 °C (lit.)
- Boiling point:
- 180-190 °C/2 mmHg (lit.)
- Density
- 1.4251 (rough estimate)
- refractive index
- 1.6404 (estimate)
- Flash point:
- >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- chloroform: 50 mg/mL, clear
- form
- Powder
- color
- Light yellow
- BRN
- 1869927
- InChI
- InChI=1S/C14H9Br/c15-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9H
- InChIKey
- RSQXKVWKJVUZDG-UHFFFAOYSA-N
- SMILES
- C1=C2C(C3C(C(Br)=C2)=CC=CC=3)=CC=C1
- CAS DataBase Reference
- 573-17-1(CAS DataBase Reference)
- NIST Chemistry Reference
- Phenanthrene, 9-bromo-(573-17-1)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 22-24/25-36-26
- WGK Germany
- 3
- RTECS
- SF7197000
- F
- 8
- Hazard Note
- Irritant
- HS Code
- 29036990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B75409
- Product name
- 9-Bromophenanthrene
- Purity
- 96%
- Packaging
- 10g
- Price
- $78.3
- Updated
- 2025/07/31
- Product number
- B75409
- Product name
- 9-Bromophenanthrene
- Purity
- 96%
- Packaging
- 25g
- Price
- $82.1
- Updated
- 2025/07/31
- Product number
- B0838
- Product name
- 9-Bromophenanthrene
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $99
- Updated
- 2025/07/31
- Product number
- B0838
- Product name
- 9-Bromophenanthrene
- Purity
- >98.0%(GC)
- Packaging
- 250g
- Price
- $625
- Updated
- 2025/07/31
- Product number
- B687200
- Product name
- 9-Bromophenanthrene
- Packaging
- 1g
- Price
- $135
- Updated
- 2021/12/16
9-Bromophenanthrene Chemical Properties,Usage,Production
Description
9-Bromophenanthrene is a luminescent material that fluoresces at short wavelengths and can be used as a molecular probe to detect the presence of other compounds and the mechanism of reaction, among other things.
Chemical Properties
light yellow powder. soluble in toluene, and chloroform (50 mg/ml).
Uses
9-Bromophenanthrene is used as halogenated building block. Isotope labelled 9-Bromophenanthrene (B687200), a halogenated polycyclic aromatic hydrocarbon that has been seen to have a room temperature phosphorescence that can be induced by β-cyclodextrin (β-CD) in the presence of cyclohexane; however, trace Fe(III) causes a decrease of the RTP emission.
Preparation
9-Bromophenanthrene (90-94%) is produced by adding bromine to a refluxing solution of phenanthrene in carbon tetrachloride. This is the starting-point of 9-substituted phenanthrenes, e.g, when heated with cuprous cyanide at 260℃, 9-bromophenanthrene forms the corresponding cyano-compound; this may be hydrolysed to phenanthrene-9-carboxylic acid. Phenanthrene undergoes the Friedel-Crafts reaction mainly in the 3-, and to a small extent, in the 2-position. It is chloromethylated in the 9-position. When nitrated, phenanthrene gives a mixture of three mononitro-derivatives, the 3-isomer predominating. Sulphonation of phenanthrene gives a mixture of 1-, 2-, 3- and 9-phenanthrenesulphonic acids, and the ratio of these isomers depends on the temperature.
Synthesis
85-01-8
573-17-1
The general procedure for the synthesis of 9-bromophenanthrene from phenanthrene was as follows: a 50 mL round-bottomed flask was charged with a magnetic stirrer, followed by the addition of a solvent mixture of acetic acid and water (9:1, 10 mL, by volume). Phenanthrene (514 mg, 2 mmol) and potassium bromide (215 mg, 1.8 mmol) were added sequentially to the flask and allowed to dissolve completely under magnetic stirring. Zinc-aluminum bromate layered double hydroxide (ZnAl-BrO3-LDH, 1.2 g, containing 1.2 mmol BrO3?) was added slowly in batches over a period of half an hour, and the reaction temperature was maintained at 40 °C with continuous stirring for 4 hours. The progress of the reaction was monitored by thin-layer chromatography (TLC) during the reaction using ethyl acetate and petroleum ether (1:15, v/v) as the unfolding agent. Upon completion of the reaction, the reaction mixture was extracted with dichloromethane (3 × 10 mL), and the combined organic phases were washed with distilled water (3 × 10 mL). The organic phase was dried over anhydrous sodium sulfate and filtered, and purified by column chromatography (eluent ratio of petroleum ether to ethyl acetate 15:1, v/v) to obtain the final white crystalline product in 91% yield.
References
[1] Organic Letters, 2003, vol. 5, # 18, p. 3317 - 3319
[2] Journal of Organic Chemistry, 1988, vol. 53, # 9, p. 2093 - 2094
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 2005, vol. 180, # 2, p. 533 - 536
[4] Patent: CN107151197, 2017, A. Location in patent: Paragraph 0018; 0019; 0021-0024; 0025-0028
[5] Bulletin of the Chemical Society of Japan, 1994, vol. 67, # 7, p. 1918 - 1921
9-Bromophenanthrene Preparation Products And Raw materials
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View Lastest Price from 9-Bromophenanthrene manufacturers
- Product
- 9-Bromophenanthrene 573-17-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.92%
- Supply Ability
- 1000kg
- Release date
- 2025-07-30
- Product
- 9-Bromophenanthrene 573-17-1
- Price
- US $35.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 300MT/year
- Release date
- 2021-02-03
- Product
- 9-Bromophenanthrene 573-17-1
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-04