N-Vinyl carbazole - ≥98% , CAS No.1484-13-5

CAS: 1484-13-5 Cat. No.: V109376 Molecular Weight: 193.24 Beilstein Registry Number: 132988 EC Number: 216-055-0

GRADE & PURITY ≥98%

Synonyms

NSC406868 | NSC-406868 | 9-Vinylcarbazole, 98% | DTXSID4022155 | Vinylcarbazole | UNII-D629AMY6F9 | N-Vinylcarbazole | AI3-08510 | SCHEMBL36244 | CARBAZOLE, 9-VINYL- | AM84449 | NSC 406868 | N-Vinyl carbazole | N-Vinylkarbazol | 9-Ethenyl-9H-carbazole | 9

Storage

Room temperature

Shipped In

Normal

Overview

N-Vinyl carbazole is a monomer characterized by photochemical properties, thermal stability, and high reactivity due to its vinyl group. It enhances the performance of conducting polymers and thermosetting resins. In drug delivery systems, N-Vinyl carbazole facilitates the encapsulation of therapeutic agents, enabling controlled release and improved efficacy, particularly in cancer therapy. Additionally, its photochemical capabilities allow for advancements in photonic devices.

Application

N-Vinyl carbazole can be used:
As a monomer to synthesize electrochromic conductive thin film copolymer with 3,4-ethylenedioxythiophene (EDOT), for smart windows and flexible electronic displays.
As a precursor to prepare a copolymer which is used to fabricate highly efficient polymeric thermally activated delayed fluorescent (TADF) organic light-emitting diode (OLED) with high quantum efficiency.
As a functional monomer to synthesize poly(vinyl carbazole) (p(VC)) microgel particles via surfactant free emulsion polymerization. These microgels find application in the field of drug delivery and tissue engineering.
As a precursor to fabricate hole transport layer for perovskite solar cells.

Specifications

Synonyms

NSC406868 | NSC-406868 | 9-Vinylcarbazole, 98% | DTXSID4022155 | Vinylcarbazole | UNII-D629AMY6F9 | N-Vinylcarbazole | AI3-08510 | SCHEMBL36244 | CARBAZOLE, 9-VINYL- | AM84449 | NSC 406868 | N-Vinyl carbazole | N-Vinylkarbazol | 9-Ethenyl-9H-carbazole | 9

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504752638
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752638
• Canonical Smiles: C=CN1C2=CC=CC=C2C3=CC=CC=C31
• IUPAC Name: 9-ethenylcarbazole
• InChIKey: KKFHAJHLJHVUDM-UHFFFAOYSA-N
• INCHI: 1S/C14H11N/c1-2-15-13-9-5-3-7-11(13)12-8-4-6-10-14(12)15/h2-10H,1H2
• Isomeric SMILES: C=CN1C2=CC=CC=C2C3=CC=CC=C31
• WGK Germany: 3
• RTECS: FE6350000
• UN Number: 2811
• Molecular Weight: 193.24
• Beilstein: 132988
• Reaxy-Rn: 132988
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=132988&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Carbazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Carbazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Carbazoles
• Alternative Parents: Indoles Substituted pyrroles Benzenoids Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Carbazole - Indole - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in acetonitrile.
• Flash Point(°F): 359.6℉
• Flash Point(°C): 182°C
• Boil Point(°C): 154°C
• Melt Point(°C): 63-65°C
• Molecular Weight: 193.240 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 193.089 Da
• Monoisotopic Mass: 193.089 Da
• Topological Polar Surface Area: 4.900 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 226.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Diqin Zhang, Yu Zhao, Bin Guo, Zhen Zhang, Dejiao Hu, Zhen Wang, Jianhua Zhu, Yan Ye, Yuxia Zhao.  (2023)  Acrylate dendritic monomers for fabricating holographic data storage media with high performance.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2023.112436]

2. Chenghao Li, Jingye Sun, Ulla Sana, Yongjun Ma, Xianyan Ren, Cailin Liu.  (2022)  Redox-initiated polymerization of N-vinylcarbazole based on carbon dots for modification and beyond.  POLYMER,      [PMID:] [10.1016/j.polymer.2022.124601]

3. Sisi Yuan, Yifan Wang, Xiujun Wang, Yongjun Wang, Shuai Liu, Ming Duan, Shenwen Fang.  (2022)  Efficient demulsification of cationic polyacrylate for oil-in-water emulsion: Synergistic effect of adsorption bridging and interfacial film breaking.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2022.128393]

4. Diqin Zhang, Yu Zhao, Zhen Zhang, Bin Guo, Jianhua Zhu, Yan Ye, Yuxia Zhao.  (2022)  Improving performance of two-stage photopolymers for volume holographic recording by fluorinated epoxy-amine cross-linked matrices.  JOURNAL OF APPLIED POLYMER SCIENCE,  139  (20): (52161).  [PMID:] [10.1002/app.52161]

5. Chunyan Zhang, Jianxin Luo, Yushi Yu, Song Yang, Chunyue Pan, Guipeng Yu.  (2021)  Building carbazole-decorated styrene–acrylic copolymer latexes and films for iron(III) ion detection.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2021.127487]

6. Zheng Chao, Xiang Xu.  (2019)  Spectroscopic Study of Aggregation of Carbazole Units.  JOURNAL OF FLUORESCENCE,  29  (6): (1343-1348).  [PMID:31720948] [10.1007/s10895-019-02457-2]

7. Weixuan Yao, Zhefeng Fan, Suling Zhang.  (2019)  Preparation of metal-organic framework UiO-66-incorporated polymer monolith for the extraction of trace levels of fungicides in environmental water and soil samples.  JOURNAL OF SEPARATION SCIENCE,  42  (16): (2679-2686).  [PMID:31177628] [10.1002/jssc.201900168]

8. Jing Huang, Jiexiang Tong, Jing Luo, Ye Zhu, Yao Gu, Xiaoya Liu.  (2018)  Green Synthesis of Water-Compatible Fluorescent Molecularly Imprinted Polymeric Nanoparticles for Efficient Detection of Paracetamol.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.8b00823]

9. Weixuan Yao, Zhefeng Fan, Suling Zhang.  (2016)  Poly(N-vinylcarbazole-co-divinylbenzene) monolith microextraction coupled to liquid chromatography–high resolution Orbitrap mass spectrometry to analyse benzodiazepines in beer and urine.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:27599798] [10.1016/j.chroma.2016.08.064]

10. Jing Luo, Qiang Ma, Wei Wei, Ye Zhu, Ren Liu, Xiaoya Liu.  (2016)  Synthesis of Water-Dispersible Molecularly Imprinted Electroactive Nanoparticles for the Sensitive and Selective Paracetamol Detection.  ACS Applied Materials & Interfaces,      [PMID:27463123] [10.1021/acsami.6b05440]

11. Ao Nan Lai, Ke Zhou, Yi Zhi Zhuo, Qiu Gen Zhang, Ai Mei Zhu, Mei Ling Ye, Qing Lin Liu.  (2015)  Anion exchange membranes based on carbazole-containing polyolefin for direct methanol fuel cells.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2015.08.069]

12. Jing Luo, Jiaojiao Cong, Jie Liu, Yahan Gao, Xiaoya Liu.  (2015)  A facile approach for synthesizing molecularly imprinted graphene for ultrasensitive and selective electrochemical detecting 4-nitrophenol.  ANALYTICA CHIMICA ACTA,      [PMID:25732429] [10.1016/j.aca.2015.01.037]

13. Ji Jianwei, Wang Guan, You Xiaozeng, Xu Xiangxing.  (2014)  Functionalized silicon quantum dots by N-vinylcarbazole: synthesis and spectroscopic properties.  Nanoscale Research Letters,  9  (1): (1-7).  [PMID:25147489] [10.1186/1556-276X-9-384]

14. Yanhua Liu, Yuanyue Li, Geoffrey I.N. Waterhouse, Chenchen Liu, Xiaohui Jiang, Zhiming Zhang, Liangmin Yu.  (2025)  Smart photo-driven composite system containing thermosensitive P(NIPAM-NVK) and photoactive PANI for the rapid removal of anionic dyes.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40112526] [10.1016/j.jcis.2025.137310]

15. Chenghao Li, Bin Lu, Xinyuan Wang, Yongjun Ma, Xianyan Ren, Cailin Liu, Haijun Yang.  (2021)  A feasible and universal one-step method for functionalizing carbon dots efficiently via in-situ free radical polymerization.  JOURNAL OF LUMINESCENCE,      [PMID:] [10.1016/j.jlumin.2021.118246]

16. Song Jie, Liu Chi, Zhang Rong, Tao Jing, Yuan Zhiwen, Chen Lijun.  (2026)  Study on the Properties of Poly(N-vinyl carbazole)/Poly(butylene succinate) Reflective Composites and their Effect on the Growth Indices of Pepper.  JOURNAL OF POLYMERS AND THE ENVIRONMENT,  34  (1): (13).  [PMID:] [10.1007/s10924-025-03732-z]