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459968

Sigma-Aldrich

1,2,3,4-Tetraphenyl-1,3-cyclopentadiene

95%

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About This Item

Empirical Formula (Hill Notation):
C29H22
CAS Number:
15570-45-3
Molecular Weight:
370.48
EC Number:
239-619-8
MDL number:
MFCD00001355
UNSPSC Code:
12352100
PubChem Substance ID:
24869624
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

mp

180-182 °C (lit.)

SMILES string

C1C(c2ccccc2)=C(c3ccccc3)C(c4ccccc4)=C1c5ccccc5

InChI

1S/C29H22/c1-5-13-22(14-6-1)26-21-27(23-15-7-2-8-16-23)29(25-19-11-4-12-20-25)28(26)24-17-9-3-10-18-24/h1-20H,21H2

InChI key

JCXLYAWYOTYWKM-UHFFFAOYSA-N

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General description

1,2,3,4-Tetraphenyl-1,3-cyclopentadiene is formed as one of the condensation products during the reactions of diphenylacetylene with methylchromium systems.

Application

1,2,3,4-Tetraphenyl-1,3-cyclopentadiene (TPCP) may be employed for the fabrication of triple-layer blue-emitting device.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effect of electric field strength on the electroluminescence spectra of a blue-emitting device.
Cao H, et al.
Synthetic Metals, 96(3), 191-194 (1998)
Formation of 1, 3, 4, 5-tetraphenyl-2, 6, 7-trioxabicyclo [3.2. 1] oct-3-ene from the ozonolysis of 1, 2, 3, 4-tetraphenyl-1, 3-cyclopentadiene. First [3+ 4] addition of a carbonyl oxide moiety to an. alpha.,. beta.-unsaturated carbonyl group.
Mori M, et al.
Journal of the American Chemical Society, 109(14), 4407-4408 (1987)
Cyclization of diphenylacetylene on methylchromium s-complexes II. Cyclic and linear condensations.
Michman M and Zeiss HH.
Journal of Organometallic Chemistry, 25(1), 161-166 (1970)
Yang Yang et al.
Nature communications, 10(1), 3165-3165 (2019-07-20)
Vitrimers are one kind of covalently crosslinked polymers that can be reprocessed. Topology freezing transition temperature (Tv) is vitrimer's upper limit temperature for service and lower temperature for recycle. However, there has been no proper method to detect the intrinsic

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