2,3,6,7,10,11-Triphenylenehexol

Bezeichnung:2,3,6,7,10,11-Triphenylenehexol

CAS-Nr4877-80-9

Englisch Name:2,3,6,7,10,11-Triphenylenehexol

CBNumberCB0245984

SummenformelC18H12O6

Molgewicht324.28

MOL-Datei4877-80-9.mol

2,3,6,7,10,11-Triphenylenehexol physikalisch-chemischer Eigenschaften

Schmelzpunkt	>300℃
Siedepunkt	776.3±55.0 °C(Predicted)
Dichte	1.778
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	very slightly in Tetrahydrofuran
Aggregatzustand	powder to crystal
pka	8.46±0.30(Predicted)
Farbe	Light gray to Brown to Black
InChI	InChI=1S/C18H12O6/c19-13-1-7-8(2-14(13)20)10-4-17(23)18(24)6-12(10)11-5-16(22)15(21)3-9(7)11/h1-6,19-24H
InChIKey	QMLILIIMKSKLES-UHFFFAOYSA-N
SMILES	C1=C2C(C3C(C4C2=CC(O)=C(O)C=4)=CC(O)=C(O)C=3)=CC(O)=C1O
CAS Datenbank	4877-80-9

Sicherheit

R-Sätze:	36/37/38
S-Sätze:	26-36/37/39
HS Code	29072990

Gefahreninformationscode (GHS)

2,3,6,7,10,11-Triphenylenehexol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
Light brown to brown powder
Synthese

808-57-1

4877-80-9

The general procedure for the synthesis of 2,3,6,7,10,11-hexamethoxytriphenylene from 2,3,6,7,10,11-hexahydroxytriphenylene was carried out as follows: the preparation of compound 4 was carried out with reference to the method described in literature [14]. Hexamethoxytriphenylene (7 g, 17.14 mmol) was dissolved in dichloromethane (50 ml) and the resulting solution was cooled in an ice bath. Subsequently, boron tribromide solution (11.47 ml) was slowly added dropwise to the reaction mixture over a period of 30 min. After completion of the dropwise addition, the reaction mixture was stirred at room temperature overnight. After completion of the reaction, the mixture was slowly poured into crushed ice (100 g) and stirred vigorously until the ice was completely melted. Next, multiple extractions were carried out with ethyl acetate (6 x 150 ml), the organic phases were combined and dried over anhydrous sodium sulfate, and finally concentrated to dryness under reduced pressure to give a dark purple solid product. The yield of this step was nearly quantitative and the resulting compound could be used in subsequent reactions without further purification.
Einzelnachweise
[1] Journal of Materials Chemistry, 2002, vol. 12, # 8, p. 2208 - 2213
[2] Journal of Molecular Liquids, 2016, vol. 223, p. 734 - 740
[3] Journal of the American Chemical Society, 2017, vol. 139, # 46, p. 16759 - 16767
[4] Patent: US2002/157939, 2002, A1
[5] Journal of Materials Chemistry A, 2017, vol. 5, # 24, p. 12080 - 12085

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