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Merck
CN

731439

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
NACRES:
NA.23
PubChem Substance ID:
329764654
UNSPSC Code:
12352103
MDL number:
MFCD15530143

Key Documents

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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

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 key

FEAZNDXDTUMTIL-UHFFFAOYSA-N

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)

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBD8851

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Organic photocatalyst for polymerization reactions: 9, 10-bis [(triisopropylsilyl) ethynyl] anthracene.
Tehfe, Mohamad-Ali, et al.
ACS Macro Letters, 198-203 null
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)
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
Organic photocatalyst for polymerization reactions: 9, 10-bis [(triisopropylsilyl) ethynyl] anthracene.
Tehfe, Mohamad-Ali, et al.
ACS Macro Letters null

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