• Product Name9-Vinylcarbazole
  • Purity99%

Product Details

Quick Details

  • CasNo: 1484-13-5
  • Purity: 99%

1484-13-5 Properties

  • Molecular Formula:C14H11N
  • Molecular Weight:193.248
  • Appearance/Colour:slightly brown crystalline solid 
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:60-65 °C 
  • Refractive Index:1.77 
  • Boiling Point:328.5 °C at 760 mmHg 
  • Flash Point:152.5 °C 
  • PSA:4.93000 
  • Density:1.05 g/cm3 
  • LogP:3.89500 

1484-13-5 Usage

Chemical Properties

slightly brown crystalline solid


Polymerizes to form heat-resistant and insulating resins somewhat similar to mica in dielectric properties.


9-Vinylcarbazole is used as a monomer in the production of poly(vinylcarbazole), a conductive polymer, in which conductivity is photon-dependent. It is also used in the photoreceptors of photocopiers.

Purification Methods

Crystallise N-vinylcarbazole repeatedly from MeOH in amber glassware. It sublimes in a vacuum. [Beilstein 20 II 282, 20 III/IV 3830, 20/8 V 19.]


1484-13-5 Relevant articles

Substrate-Controlled Regio- and Stereoselective Synthesis of (Z)- and (E)- N-Styrylated Carbazoles, Aza-carbazoles, and γ-Carbolines via Hydroamination of Alkynes

Garg, Vineeta,Kumar, Pradeep,Verma, Akhilesh K.

, p. 11686 - 11702 (2018)

We report herein the substrate-controlled regio- and stereoselective hydroamination of carbazoles, aza-carbazoles, and γ-carbolines with functionalized aromatic as well as aliphatic alkynes in a KOH/DMSO system in good yields. The electronic effect of the substrates governs the stereochemistry of the product. Electron-donating alkynes provided (Z)-stereoselective products, and electron-withdrawing alkynes provided (E)-stereoselective products. This approach also provides an easy route for the synthesis of mono- and bis-hydroaminated product. The deuterium-labeling studies were also conducted to support the mechanistic pathway.

Vinylation of a secondary amine core with calcium carbide for efficient post-modification and access to polymeric materials

Rodygin, Konstantin S.,Bogachenkov, Alexander S.,Ananikov, Valentine P.

, (2018)

We developed a simple and efficient strategy to access N-vinyl secondary amines of various naturally occurring materials using readily available solid acetylene reagents (calcium carbide, KF, and KOH). Pyrrole, pyrazole, indoles, carbazoles, and diarylamines were successfully vinylated in good yields. Cross-linked and linear polymers were synthesized from N-vinyl carbazoles through free radical and cationic polymerization. Post-modification of olanzapine (an antipsychotic drug substance) was successfully performed.

Reactions of carbazole with dimethyl alkanedisulfonates

Sokolov,Aksinenko, A. Yu.,Epishina,Goreva

, (2017)

Reaction of carbazole with dimethyl alkanedisulfonates in the presence of sodium hydride resulted in the formation of three main products: 2-(9H-carbazol-9-yl)alkylmethanesulfonates, 1,2-di-(9H-carbazol-9-yl)alkanes, and 9-alkenyl-9H-carbazoles.

Phosphine-Catalyzed Vinylation at Low Acetylene Pressure

Bienewald, Frank,Comba, Peter,Hashmi, A. Stephen K.,Menche, Maximilian,Rominger, Frank,Schafer, Ansgar,Schaub, Thomas,Sitte, Nikolai A.,Tuzina, Pavel

, p. 13041 - 13055 (2021/09/18)

The vinylation of various nucleophiles with acetylene at a maximum pressure of 1.5 bar is achieved by organocatalysis with easily accessible phosphines like tri-n-butylphosphine. A detailed mechanistic investigation by quantum-chemical and experimental methods supports a nucleophilic activation of acetylene by the phosphine catalyst. At 140 °C and typically 5 mol % catalyst loading, cyclic amides, oxazolidinones, ureas, unsaturated cyclic amines, and alcohols were successfully vinylated. Furthermore, the in situ generation of a vinyl phosphonium species can also be utilized in Wittig-type functionalization of aldehydes.

Base-Mediated Site-Selective Hydroamination of Alkenes

Koh, Ming Joo,Lee, Boon Chong,Li, Ping,Zhang, Xiaoxiang

supporting information, (2021/12/29)

We present a base-mediated hydroamination protocol, using substoichiometric amounts of a hydrosilane and potassium tertbutoxide, that operates under mild conditions at 30 °C. Many aryl- and heteroatom-substituted olefins as well as arylamines are tolerated, affording the desired products with complete regioselectivity. Preliminary mechanistic investigations reveal a non-radical pathway for hydroamination. A sequential remote hydroamination strategy involving an initial Fe-catalysed olefin isomerisation followed by our base-mediated hydroamination was also developed to directly access-arylamines from terminal aliphatic alkenes.

Polymer, and mixture or formulation, and organic electronic device containing same, and monomer thereof


, (2020/11/23)

Disclosed are a polymer, and a mixture or a formulation and an organic electronic device containing same, and applications thereof, and further a monomer of which the polymer is made; the polymer comprises on its side chain a repeating structure unit E, characterizing in that its S1(E)?T1(E))≤0.35 eV or even less, which may allow the said polymer having thermally activated delayed fluorescence (TADF) property. Thus a TADF polymer suitable for printing processes is provided, thereby reducing OLED manufacturing costs.

Method for synthesizing N-vinylcarbazole


Paragraph 0014-0019, (2019/11/13)

The invention provides a novel method for synthesizing N-vinylcarbazole, and belongs to the field of organic synthesis. The method comprises the steps that under the KOH alkaline condition, carbazoleand methylbutynol react in an ethanol solvent to generate the N-vinylcarbazole, and the reaction temperature is 75-80 DEG C. The novel method has the advantages of mild condition, easy and convenientoperation, safety, low cost, high yield and the like.

1484-13-5 Process route







Conditions Yield
With tributylphosphine; In N,N-dimethyl acetamide; at 140 ℃; for 16h; under 1.5 Torr; Glovebox; Sealed tube; Autoclave;
In 5,5-dimethyl-1,3-cyclohexadiene; at 140 ℃; for 9h; Reagent/catalyst; Temperature;
With sodium hydroxide; cyclohexane; zinc(II) oxide; at 145 ℃;
With 1-methyl-pyrrolidin-2-one; potassium hydroxide; at 150 ℃;
With soda lime; at 320 ℃;
With potassium hydroxide; cyclohexane; zinc(II) oxide; zinc; at 180 ℃;
With potassium hydroxide; decalin; at 170 ℃;
With sodium hydroxide; cyclohexane; zinc(II) oxide; at 145 ℃;
With soda lime; at 270 ℃; under 20 Torr;




Conditions Yield
With 1-methyl-pyrrolidin-2-one; at 120 - 140 ℃; for 2.5h; Temperature; Reagent/catalyst;
With diisopropylamine; In chlorobenzene; at 120 - 140 ℃; for 4h; Reagent/catalyst; Solvent; Temperature;
With sodium carbonate; at 140 ℃; for 5h; under 760.051 Torr; Reagent/catalyst; Pressure; Pyrolysis;

1484-13-5 Upstream products

  • 1484-14-6


  • 75-01-4


  • 33650-07-6

    potassium carbazole

  • 86-74-8


1484-13-5 Downstream products

  • 114380-50-6


  • 86-28-2


  • 101212-70-8


  • 31317-52-9


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