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758442

Sigma-Aldrich

1,2,3,4,5,6,7,8-Octafluoro-9,10-bis[2-(2,4,6-trimethylphenyl)ethynyl]anthracene

97%

Synonym(s):

1,2,3,4,5,6,7,8-Octafluoro-9,10-bis(mesitylethynyl)anthracene

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About This Item

Empirical Formula (Hill Notation):
C36H22F8
CAS Number:
1067426-46-3
Molecular Weight:
606.55
MDL number:
MFCD23143973
UNSPSC Code:
12352103
PubChem Substance ID:
329766742
NACRES:
NA.23

assay

97%

form

powder

mp

267-272 °C

orbital energy

HOMO 5.7 eV (CV)
LUMO 3.5 eV (CV)

SMILES string

Cc1cc(C)c(C#Cc2c3c(F)c(F)c(F)c(F)c3c(C#Cc4c(C)cc(C)cc4C)c5c(F)c(F)c(F)c(F)c25)c(C)c1

InChI

1S/C36H22F8/c1-15-11-17(3)21(18(4)12-15)7-9-23-25-27(31(39)35(43)33(41)29(25)37)24(10-8-22-19(5)13-16(2)14-20(22)6)28-26(23)30(38)34(42)36(44)32(28)40/h11-14H,1-6H3

InChI key

YYIVDNHHWCQYCH-UHFFFAOYSA-N

Application

This material is a relatively new candidate as a n-type semiconductor for use in Organic Field Effect Transistor (OFET) devices.[1] It displays very impressive fluorescence useful in the field of optics research. The ethynyl bridges allow the molecule to stack more efficiently allowing for enhanced electron transport.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBK3656

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John F Tannaci et al.
The Journal of organic chemistry, 73(20), 7895-7900 (2008-09-16)
9,10-Dichlorooctafluoroanthracene (1) reacts with aryl boronic acids and terminal alkynes under palladium-catalyzed cross-coupling conditions to afford 9,10-diaryloctafluoroanthracenes (2a-e) and 9,10-dialkynyloctafluoroanthracenes (6a,b), respectively. Optical spectroscopy and cyclic voltammetry indicate that octafluoro-9,10-di(thiophen-2-yl)anthracene (2d) exhibits donor-acceptor character and a LUMO energy level of

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