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731439

Sigma-Aldrich

9,10-Bis[(triisopropylsilyl)ethynyl]anthracene

>99%

Synonym(s):

9,10-Bis{2-[tris(1-methylethyl)silyl]ethynyl}anthracene, TIPS-anthracene

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About This Item

Empirical Formula (Hill Notation):
C36H50Si2
CAS Number:
862667-06-9
Molecular Weight:
538.95
MDL number:
MFCD15530143
UNSPSC Code:
12352103
PubChem Substance ID:
329764654
NACRES:
NA.23

Assay

>99%

form

solid

mp

211-214 °C

λmax

1.8732 at 274 nm

absorption

0.25821 at 394 nm
0.61112 at 416 nm
0.84016 at 442 nm

fluorescence

λex 435 nm; λem 475 nm (concentration = 0.00002 mg/mL)

Orbital energy

HOMO 5.6 eV (CV)
LUMO 2.9 eV (CV)

SMILES string

CC(C)[Si](C#Cc1c2ccccc2c(C#C[Si](C(C)C)(C(C)C)C(C)C)c3ccccc13)(C(C)C)C(C)C

InChI

1S/C36H50Si2/c1-25(2)37(26(3)4,27(5)6)23-21-35-31-17-13-15-19-33(31)36(34-20-16-14-18-32(34)35)22-24-38(28(7)8,29(9)10)30(11)12/h13-20,25-30H,1-12H3

InChI key

FEAZNDXDTUMTIL-UHFFFAOYSA-N

General description

9,10-Bis[(triisopropylsilyl)ethynyl]anthracene is a novel organic photocatalyst.

Application

The photocatalyst may be useful in the affording free radicals during polymerization via irradiated photoredox catalysis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Intermolecular Effects on the Hole States of Triisopropylsilylethynyl-Substituted Oligoacenes
Griffith, O. L.; Jones, A. G.; Anthony, J. E.; Lichtenberger, D. L.
The Journal of Physical Chemistry C, 114, 13838-13838 (2010)
Organic photocatalyst for polymerization reactions: 9, 10-bis [(triisopropylsilyl) ethynyl] anthracene.
Tehfe, Mohamad-Ali, et al.
ACS Macro Letters, 198-203 null
Organic photocatalyst for polymerization reactions: 9, 10-bis [(triisopropylsilyl) ethynyl] anthracene.
Tehfe, Mohamad-Ali, et al.
ACS Macro Letters null
Jong-Hwa Park et al.
Organic letters, 9(13), 2573-2576 (2007-06-05)
New soluble anthracene derivatives containing thiophene and phenylenevinylene derivatives were synthesized via well-known synthetic routes. TIPS derivatives were added at the 9,10-positions of anthracene for the solubility and crystallinity. Both of the molecules were found to be promising for high

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