Grundinformationen
- Standard-SMILES
Brc1cc2ccccc2c2ccccc12- InChIKey
RSQXKVWKJVUZDG-UHFFFAOYSA-N- Summenformel
- C14H9Br
- Durchschnittliche Molmasse
- 257,12 g/mol
- Monoisotopische Masse
- 255,98876239
Namen und Bezeichner
- Bevorzugter Name
- 9-Bromophenanthrene
- IUPAC
- 9-bromophenanthrene
- Lokaler Name
- 9-Bromphenanthren
- Englischer Name
- 9-Bromophenanthrene
- Summenformel
- C14H9Br
- Molmasse
- 257.13
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
1564-64-3、573-17-1- PubChem CID
- 11309
- DTXSID
DTXSID4049321- ChEMBL
CHEMBL3188808- UNII
- N4XAW27Z35
- EC Number
- 209-351-6
- Nikkaji
- J69.557B
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,1
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 225
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 60 · 60-64 °C (lit.)
- Siedepunkt
- 180 · 180-190 °C/2 mmHg (lit.)
- Dichte
- 1.4251 · 1.4251 (rough estimate)
- Brechungsindex
- 1.6404 · 1.6404 (estimate)
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- 50 mg/mL, · chloroform: 50 mg/mL, clear
- Aggregatzustand
- Powder
- Farbe
- Light yellow
- BRN
- 1869927 · 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 Datenbank
- 573 · 573-17-1(CAS DataBase Reference)
- NIST chemische Informationen
- 9 · Phenanthrene, 9-bromo-(573-17-1)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- F
- 8
- wgk
- 3
- hs_code
- 29036990
- RTECS-Nr.
- SF7197000
- risk_code
- 20/21/22-36/37/38
- hazard_code
- Xi,Xn
- hazard_note
- Irritant
- safety_code
- 22-24/25-36-26
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
Beschreibung9-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.
Verwenden9-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.
Darstellung
synthetische9-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.
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