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Merck
CN

797294

1,1,2,3,4,5-Hexaphenyl-1H-silole

Synonym(s):

1,1,2,3,4,5-Hexaphenylsilacyclopenta-2,4-diene, 1,1,2,3,4,5-Hexaphenylsilacyclopentadiene, 1,1,2,3,4,5-Hexaphenylsilole, HPS, Hexaphenylsilacyclopenta-2,4-diene, Hexaphenylsilacyclopentadiene

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About This Item

Empirical Formula (Hill Notation):
C40H30Si
CAS Number:
Molecular Weight:
538.75
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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assay

98%

form

solid

mp

188-193 °C

SMILES string

C1(C2=CC=CC=C2)=C(C3=CC=CC=C3)C(C4=CC=CC=C4)=C(C5=CC=CC=C5)[Si]1(C6=CC=CC=C6)C7=CC=CC=C7

InChI

1S/C40H30Si/c1-7-19-31(20-8-1)37-38(32-21-9-2-10-22-32)40(34-25-13-4-14-26-34)41(35-27-15-5-16-28-35,36-29-17-6-18-30-36)39(37)33-23-11-3-12-24-33/h1-30H

InChI key

QAKMXYFDVPDIPT-UHFFFAOYSA-N

General description

HPS is an aggregation-induced emission (AIE) material for use in the OLED emitting layer. Photolysis and thermolysis of 1,4,5,6,7,7-hexaphenyl-7-silabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride (XIb) may lead to the formation of hexaphenylsilacyclopentadiene.

Application

Hexaphenylsilacyclopentadiene may undergo π4s+π2s cycloaddition with ethyl acrylate to form bicyclosilaheptene. The same study reports similar cycloaddition reactions with various dienophiles. The reaction of hexaphenylsilacyclopentadiene with perbenzoic acid yields a mixture of tetraphenylfuran and cis-dibenzoylstilbene.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Articles

Organic Light-emitting Diodes (OLEDs) are solid-state devices that transform electrical energy into light. OLEDs are considered the next generation technology for high-resolution flexible displays and solid state lighting, attracting intense scientific and industrial interest.

AIE Luminogens - Family of new materials with multifaceted functionalities. Find some representative applications of the AIEgens


Symmetry allowed ?4s+?2s additions silacyclopentadienes
Balasubramanian R and George MV
Tetrahedron, 2395-2404 null
Photochemical and thermal transformations of 7-silabicyclo[2.2.1]Heptadiene and 7-silabicyclo[2.2.1]heptene systems
Balasubramanian R and George MV
Journal of Organometallic Chemistry, 131-139 null
Peracid oxidation and photooxygenation reactions of silacyclopentadienes,
Mahajan MP, et al.
Tetrahedron null



Global Trade Item Number

SKUGTIN
797294-1G04061826655382