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797294

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

Name: 1,1,2,3,4,5-Hexaphenyl-1<I>H</I>-silole
Brand: ALDRICH

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:

752-28-3

Molecular Weight:

538.75

NACRES:

NA.23

PubChem Substance ID:

329768582

UNSPSC Code:

12352103

MDL number:

MFCD27976827

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Properties

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

Description

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

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Articles

AIE Luminogens: A Family of New Materials with Multifaceted Functionalities

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

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 null

Synthesis, Light Emission, Nanoaggregation, and Restricted Intramolecular Rotation of 1,1-Substituted 2,3,4,5-Tetraphenylsiloles

Junwu Chen, Charles C. W. Law, Jacky W. Y. Lam, et al

Chemistry of Materials, 15(7), 1535-1546 (2003)

Symmetry allowed ?4s+?2s additions silacyclopentadienes