9,10-Dibromanthracen

9,10-Dibromoanthracene

HCID 68226CAS 523-27-3

Grundinformationen

Standard-SMILES
Brc1c2ccccc2c(Br)c2ccccc12
InChIKey
BRUOAURMAFDGLP-UHFFFAOYSA-N
Summenformel
C14H8Br2
Durchschnittliche Molmasse
336,02 g/mol
Monoisotopische Masse
333,89928

Namen und Bezeichner

Bevorzugter Name
9,10-Dibromoanthracene
IUPAC
9,10-dibromoanthracene
Lokaler Name
9,10-Dibromanthracen
Englischer Name
9,10-Dibromoanthracene
Summenformel
C14H8Br2
Molmasse
336.02

Namen und Synonyme

9,10-Dibromoanthracene523-27-3Anthracene, 9,10-dibromo-DTXSID5049312UNII-61CP7C5Y8261CP7C5Y82NSC 6263NSC-6263EINECS 208-342-4DTXCID00292689,10-DIBROMOANTHRACENE [MI]RefChem:107475
Weitere Namen anzeigen
9,10-Dibromoanthracene99%9,10-anthracenems-Dibromoanthracene9, 10-Dibromoanthrac10-Dibromoanthracene9,I O-Dibromanthracen9,1-Dibromoanthracene9,1O-dibromoanthracene9,10-DIRBOMOANTHRACENE
Anthracene, 9,10dibromo52f3-27-3208-342-4BRUOAURMAFDGLP-UHFFFAOYSA-NInChI=1/C14H8Br2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-89,10-Dibromo-anthraceneMFCD00001244NSC 6263;

Datenbank-Bezeichner

CAS
523-27-3
PubChem CID
68226
DTXSID
DTXSID5049312
ChEMBL
CHEMBL3183379
UNII
61CP7C5Y82
EC Number
208-342-4
Nikkaji
J6.630C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,8
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
0
Schwere Atome
16

Physikochemische Eigenschaften

Schmelzpunkt
223 · 223-224 °C (lit.)
Siedepunkt
342.21 °C · 342.21°C (rough estimate)
Dichte
1.7167 · 1.7167 (estimate)
Brechungsindex
1.63 · 1.6300 (estimate)
storage temp.
Sealed in dry,Room Temperature
Löslichkeit
Chloroform

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 3077
hs_code
29039990
risk_code
36/37/38-50/53
hazard_code
Xi,N

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung9,10-Dibromoanthracene is an organic chemical compound containing anthracene with two bromine atoms substituted on its central ring. As a symmetrically brominated anthracene derivative, it is bearing functional groups to extend its conjugation further mainly via C-C bond forming i.e. Stille and Suzuki coupling reactions. It is notable in that it was the first single molecule to have a chemical reaction observed by an atomic force microscope and scanning tunneling microscopy. It is a low-molecular-weight organic semiconductor. It can used as an initiator in visible-spectrum solar-light-mediated benzylic C–H oxygenation through solar light or the blue LED activate[1-2].

Verwenden9,10-Dibromoanthracene is a dibrominated polycyclic aromatic hydrocarbon (PAH). 9,10-Dibromoanthracene is often used as an energy acceptor and activator in reactions that produce chemiluminescence.

Darstellung · 1 Eintrag

synthetische9,10-Dibromoanthracene is synthesized by the bromination of anthracene. The bromination reaction is carried out at room temperature using carbon tetrachloride as a solvent. Using 80-85% anthracene as raw material, adding bromine to react for half an hour, the yield is 83-88%.

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