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1-phenyl-9H-carbazole, also known as 9-phenylcarbazole, is an organic compound characterized by the chemical formula C18H13N. It is a polycyclic aromatic hydrocarbon and a derivative of carbazole, known for its potential applications in various fields due to its unique chemical properties.

104636-53-5

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104636-53-5 Usage

Uses

Used in Optoelectronics:
1-phenyl-9H-carbazole is used as a building block in the synthesis of organic semiconductors for its role in enhancing the performance of devices in the optoelectronics industry. Its incorporation contributes to the development of materials with improved electronic and optical properties.
Used in Photovoltaic Devices:
In the photovoltaic industry, 1-phenyl-9H-carbazole is utilized for its potential to improve the efficiency and performance of solar cells. Its properties make it a valuable component in the creation of advanced photovoltaic materials.
Used in Organic Light-Emitting Diodes (OLEDs):
1-phenyl-9H-carbazole is employed as a key component in the development of organic light-emitting diodes, where it contributes to the production of high-quality displays and lighting applications due to its electronic and emissive characteristics.
Used in Medicinal Chemistry:
1-phenyl-9H-carbazole is used as a potential anti-cancer agent in the field of medicinal chemistry, with research highlighting its ability to target and modulate cancer-related pathways, offering a new avenue for therapeutic intervention.
Used in Immunomodulation:
Additionally, 1-phenyl-9H-carbazole has demonstrated potential in modulating the immune system, making it a candidate for use in immunotherapies and other treatments that require the fine-tuning of immune responses.

Check Digit Verification of cas no

The CAS Registry Mumber 104636-53-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,4,6,3 and 6 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 104636-53:
(8*1)+(7*0)+(6*4)+(5*6)+(4*3)+(3*6)+(2*5)+(1*3)=105
105 % 10 = 5
So 104636-53-5 is a valid CAS Registry Number.

104636-53-5Downstream Products

104636-53-5Relevant academic research and scientific papers

A 1,2-Addition Pathway for C(sp2)?H Activation at a Dinickel Imide

Powers, Ian G.,Kiattisewee, Cholpisit,Mullane, Kimberly C.,Schelter, Eric J.,Uyeda, Christopher

, p. 7694 - 7697 (2017)

A dinickel imido complex was synthesized using a redox-active naphthyridine-diimine supporting ligand. Upon coordination of an external ligand, the Ni2 core was disrupted, triggering an aromatic C?H activation reaction to generate a Ni2(μ-NHAr)(Ar) species. This intermediate is capable of liberating free carbazole and phenanthridine products upon heating or treatment with excess tBuNC. Collectively, these studies establish a kinetically facile 1,2-addition mechanism for C(sp2)?H activation, taking advantage of cooperative reactivity between two Ni centers.

Catalytic C(sp2)?H amination reactions using dinickel imides

Andjaba, John M.,Powers, Ian G.,Uyeda, Christopher,Zeller, Matthias

, p. 3794 - 3801 (2020)

C?H amination reactions are valuable transformations for the construction of C?N bonds. Due to their relatively high bond dissociation energies, C(sp2)?H bonds are generally not susceptible toward direct nitrene insertion, necessitating alternative mechanisms for C?H activation. Here, we report that cationic dinuclear (NDI)Ni2 (NDI = naphthyridine?diimine) complexes catalyze intramolecular nitrene insertions into aryl and vinyl C(sp2)? H bonds. Mechanistic studies suggest that a bridging imido ligand supported at a Ni2 site induces C?H activation by a 1,2-addition pathway to generate an azametallacyclic intermediate. This organometallic mechanism contrasts with the electrocyclization/1,2-shift mechanism proposed for analogous transformations using Rh2 catalysts. The implications of these mechanistic differences for the stereoselectivity and chemoselectivity of C?H amination are described.

Bismuth(III) Triflate Catalyzed Three-Component Reactions of Indoles, Ketones, and α-Bromoacetaldehyde Acetals Enable Indole-to-Carbazole Transformation

Gu, Yanlong,Huang, Wenbo,Chen, Shaomin,Wang, Xin

, p. 4285 - 4289 (2018)

A three-component reaction of indoles, α-bromoacetaldehyde acetals, and ketones was developed by using bismuth(III) triflate as the catalyst to realize a straightforward approach for synthesizing carbazole derivatives. The reaction was established mechanistically through the autotandem catalysis of Bi(OTf)3 in the following two steps: (i) Friedel-Crafts-type alkylation of indole with α-bromoacetaldehyde acetal, which produced a tryptaldehyde-type intermediate and (ii) [4 + 2] annulation of this intermediate with the ketone component.

Catalyst-Driven Scaffold Diversity: Selective Synthesis of Spirocycles, Carbazoles and Quinolines from Indolyl Ynones

Liddon, John T. R.,James, Michael J.,Clarke, Aimee K.,O'Brien, Peter,Taylor, Richard J. K.,Unsworth, William P.

, p. 8777 - 8780 (2016)

Medicinally relevant spirocyclic indolenines, carbazoles and quinolines can each be directly synthesised selectively from common indolyl ynone starting materials by catalyst variation. The high yielding, divergent reactions all proceed by an initial dearo

Temporary (P=O) directing group enabled carbazoleorthoarylationviapalladium catalysis

Qi, Zhi-Chao,Lou, Qin-Xin,Niu, Yuan,Yang, Shang-Dong

supporting information, p. 2021 - 2024 (2021/03/01)

A palladium-catalyzed, temporary P(O) directing group assisted C-H bond arylation of carbazoles was achieved. The release of the directing group occurs spontaneously in the reaction and the mechanistic studies indicate that acid is essential for N-P bond cleavage.

A PLURALITY OF HOST MATERIALS AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

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Paragraph 0216-0219, (2021/05/08)

The present disclosure relates to a plurality of host materials comprising a first host material comprising a compound represented by formula 1, and a second host material comprising a compound represented by formula 2, and an organic electroluminescent device comprising the same. By comprising a specific combination of compounds as host materials, it is possible to provide an organic electroluminescent device having lower driving voltage, higher luminous efficiency, higher power efficiency, and/or superior lifespan characteristics compared to conventional organic electroluminescent devices.

Plurality of host materials and organic electroluminescent device comprising the same

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Paragraph 0229-0232, (2021/04/29)

The present disclosure relates to a plurality of host materials comprising a first host material comprising a compound represented by formula 1, and a second host material comprising a compound represented by formula 2, and an organic electroluminescent d

PLURALITY OF HOST MATERIALS AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

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Paragraph 0076-0078, (2021/06/11)

The present disclosure relates to a plurality of host materials comprising a first host material comprising a compound represented by formula 1, and a second host material comprising a compound represented by formula 2, and an organic electroluminescent device comprising the same. By comprising a specific combination of compounds as host materials, it is possible to provide an organic electroluminescent device having higher luminous efficiency, higher power efficiency, and/or better lifetime properties, compared to conventional organic electroluminescent devices.

Compound for organic optoelectronic device, composition for organic optoelectronic device, organic optoelectronic device, and display device

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Paragraph 0208-0212; 0323-0327, (2021/10/30)

The present invention relates to a compound for an organic optoelectronic device, a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device. Specifically, disclosed are a compound for an organic optoelectronic device represented by a combination of Chemical Formula 1 and Chemical Formula 2, and a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device comprising the same. Details of the chemical formula 1 and the chemical formula 2 are described in the specification.

HETEROCYCLIC COMPOUND, COMPOSITION INCLUDING THE SAME, AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE HETEROCYCLIC COMPOUND

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Paragraph 0300-0302, (2019/07/23)

A heterocyclic compound represented by Formula 1: wherein, in Formula 1, groups and variables are the same as described in the specification.

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