2,3,6,7,10,11-HEXAMETHOXYTRIPHENYLENE Chemical Properties

Melting point:

310-317℃

Boiling point:

578.6±45.0 °C(Predicted)

Density 

1.216

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

color 

Purple to Dark purple to Dark red

InChI

InChI=1S/C24H24O6/c1-25-19-7-13-14(8-20(19)26-2)16-10-22(28-4)24(30-6)12-18(16)17-11-23(29-5)21(27-3)9-15(13)17/h7-12H,1-6H3

InChIKey

TXROZCSFVVIBFI-UHFFFAOYSA-N

SMILES

C1=C2C(C3C(C4C2=CC(OC)=C(OC)C=4)=CC(OC)=C(OC)C=3)=CC(OC)=C1OC

CAS DataBase Reference

808-57-1

Safety Information

Safety Statements 

24/25

HS Code 

29093090

2,3,6,7,10,11-HEXAMETHOXYTRIPHENYLENE Usage And Synthesis

Uses

2,3,6,7,10,11-Hexamethoxytriphenylene is a useful research chemical used in the preparation and synthesis of triphenylene-??based discotic mesogens.

Synthesis

The general procedure for the synthesis of 2,3,6,7,10,11-hexamethoxytriphenylene from o-anisidine is as follows: B-type crystals of 2,3,6,7,10,11-hexahydroxytriphenylene monohydrate were first synthesized with reference to the methods reported in Synthesis, 477, 1994 and JP-A-8-119894. This was done as follows: 1,2-dimethoxybenzene (31.78 g, 0.23 mol) was co-dissolved with anhydrous ferric chloride (120 g, 0.74 mol) in 70% sulfuric acid and the reaction was stirred at 25 °C for 24 hours. After completion of the reaction, the reaction mixture was slowly poured into ice water (500 g) and the precipitated crystals were collected by filtration. Subsequently, the resulting crystals were washed with distilled water (1 L) and dried to give light purple 2,3,6,7,10,11-hexamethoxytriphenylene (28.2 g, 90.1% yield as 1,2-dimethoxybenzene). This method is derived from Synthesis, 477, 1994.

References

[1] Angewandte Chemie - International Edition, 2010, vol. 49, # 44, p. 8209 - 8213
[2] Synthesis, 1994, vol. 1, # 5, p. 477 - 478
[3] Patent: EP2177495, 2010, A1. Location in patent: Page/Page column 12
[4] Synthetic Communications, 1999, vol. 29, # 10, p. 1767 - 1771
[5] Journal of the American Chemical Society, 2017, vol. 139, # 46, p. 16759 - 16767

2,3,6,7,10,11-HEXAMETHOXYTRIPHENYLENE(808-57-1)Related Product Information

• Uracil
• 3-METHOXYPHENANTHRENE
• 2,3,6,7,10,11-Triphenylenehexol
• 2-Methoxyphenanthrene
• 3-HYDROXY-PHENANTHRENE
• Triphenylene
• 2,3,6,7,10,11-HEXAMETHOXYTRIPHENYLENE
• 2 3-DIMETHOXYNAPHTHALENE 97
• 2,3-Dihydroxynaphthalene
• 2,3,6,7,10,11-HEXAACETOXYTRIPHENYLENE
• 2-HYDROXY-PHENANTHRENE
• 2,3,6,7,10,11-HEXAKIS(PENTYLOXY)TRIPHENYLENE