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1,6-Dibromopyrene

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1,6-Dibromopyrene Basic information
Product Name:1,6-Dibromopyrene
Synonyms:6-DibroMopyrene;Pyrene, 1,6-dibromo-;1,6-Dibromopyrene;1,6-dlbrornopyrone;1,6-Dibromopyrene>;1,6-Dibromopyrene ISO 9001:2015 REACH
CAS:27973-29-1
MF:C16H8Br2
MW:360.04
EINECS:1308068-626-2
Product Categories:fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis;intermediate;OLED materrials;OLED
Mol File:27973-29-1.mol
1,6-Dibromopyrene Structure
1,6-Dibromopyrene Chemical Properties
Melting point 228.0 to 232.0 °C
Boiling point 469.6±18.0 °C(Predicted)
density 1.852±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Very Slightly, Heated), Methanol (Very Slightly, Heated)
form Solid
color White to Off-White
λmax246nm(EtOH)(lit.)
InChIInChI=1S/C16H8Br2/c17-13-8-4-10-2-6-12-14(18)7-3-9-1-5-11(13)16(10)15(9)12/h1-8H
InChIKeyJRCJYPMNBNNCFE-UHFFFAOYSA-N
SMILESC1(Br)=C2C3=C4C(C=C2)=CC=C(Br)C4=CC=C3C=C1
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HS Code 29039990
MSDS Information
1,6-Dibromopyrene Usage And Synthesis
Description1, 6-dibromopyrene is a kind of pyrene chemical. It is majorly used as organic intermediate, OLED (organic light-emitting diodes) materials and photoelectric material. It, together with its 1, 8- isomer, can be produced by the double bromination of pyrene with bromine. It can be applied to the synthesis of bipyridine and terpyridine based ruthenium metallosynthons.
Chemical Propertieswhite powder
Uses1,6-Dibromopyrene is an important intermediate for the synthesis of perylene diimide (PDI) derivative host structures. Perylene diimide derivatives are one of several important classes of discotic liquid crystal molecules.
SynthesisSpecifically, pyrene (12.2g, 60 mmol) and 300 ml carbon tetrachloride are placed into a three-necked flask with a dropping funnel. Under room temperature, stirring, and nitrogen protection, bromine (11.5ml, 0.23mol) is dissolved in 50ml carbon tetrachloride, and then the solution is added to the reactor (the molar ratio of pyrene to bromine is 1:3.83). The mixed reaction solution is stirred at room temperature for 59 hours, then filtered, and the crude product is washed three times with 100ml methanol. The crude product is recrystallized with a mixed solvent of 260ml carbon tetrachloride and tetrahydrofuran to obtain 19.77g of pure 1,6-dibromopyrene, with a yield of 90.9% and a purity of 99.8%.
ReferencesGoze, Christine, et al. "Synthesis of bipyridine and terpyridine based ruthenium metallosynthons for grafting of multiple pyrene auxiliaries."Tetrahedron letters 44.48 (2003): 8713-8716.
Kaplunov, Mikhail G., et al. "Novel 1, 8-bis(diarylamino)pyrenes as OLED materials." Mendeleev Communications 26.5(2016):437-439.
Gong, Xiaojie, et al. "Two Symmetrically Bis‐substituted Pyrene Derivatives: Synthesis, Photoluminescence, and Electroluminescence." Chinese Journal of Chemistry 33.8 (2015): 967-973.
Tag:1,6-Dibromopyrene(27973-29-1) Related Product Information
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