7,7,8,8-Tetracyanoquinodimethane（TCNQ） - ≥98% , CAS No.1518-16-7

CAS: 1518-16-7 Cat. No.: T106844 Peso molecular: 204.19 Beilstein Registry Number: 1427366 Número EC: 216-174-8 PubChem CID: 73697

GRADE & PURITY ≥98%

Synonyms

EINECS 216-174-8 | MFCD00011664 | Q2135917 | Tetracyano-p-quinodimethane | 7,8,8-Tetracyano-p-quinodimethane | 2,5-Cyclohexadiene-1,4-diylidene-alpha,alpha'-dimalononitrile | 2,5-Cyclohexadiene-delta(sup 1,alpha:4,alpha)-dimalononitrile | 7,7,8,8-Tetracya

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Descripción general

7,7,8, 8-tetracyano-p-benzoquinone dimethane (TNCQ) is a strong electron acceptor that has four cyanogroup and π-conjugated bonds to form charge transfer chains and ionic radical salts that are used primarily as p dopants in a variety of semiconductor manufacturing applications

Application：

7,7,8,8-Tetracyanoquinodimethane (TNCQ) is a strong electron acceptor as it has four cyano groups and π-conjugation bonds that form charge transferring chains and ion radical salts which are mainly used as p-dopants for the fabrication of a variety of semiconductor applications
Electron-acceptor molecule used to form charge-transfer superconductors.

Specifications

Sinónimos

EINECS 216-174-8 | MFCD00011664 | Q2135917 | Tetracyano-p-quinodimethane | 7, 8, 8-Tetracyano-p-quinodimethane | 2, 5-Cyclohexadiene-1, 4-diylidene-alpha, alpha'-dimalononitrile | 2, 5-Cyclohexadiene-delta(sup 1, alpha:4, alpha)-dimalononitrile | 7, 7, 8, 8-Tetracya

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Argon charged

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488184789
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184789
• Sonrisas canónicas: C1=CC(=C(C#N)C#N)C=CC1=C(C#N)C#N
• IUPAC Name: 2-[4-(dicyanomethylidene)cyclohexa-2,5-dien-1-ylidene]propanedinitrile
• InChIKey: PCCVSPMFGIFTHU-UHFFFAOYSA-N
• INCHI: 1S/C12H4N4/c13-5-11(6-14)9-1-2-10(4-3-9)12(7-15)8-16/h1-4H
• Isómeros SMILES: C1=CC(=C(C#N)C#N)C=CC1=C(C#N)C#N
• WGK Alemania: 3
• RTECS: GU4850000
• PubChem CID: 73697
• Peso molecular: 204.19
• Beilstein: 1427366
• Reaxy-Rn: 611604

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Hydrocarbon derivatives
    • Clase Quinodimethanes
      • Subclass P-quinodimethanes

• Kingdom: Organic compounds
• Superclass: Hydrocarbon derivatives
• Clase: Quinodimethanes
• Subclass: P-quinodimethanes
• Intermediate Tree Nodes: Not available
• Direct Parent: P-quinodimethanes
• Alternative Parents: Benzene and substituted derivatives Nitriles Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: P-quinodimethane - Benzenoid - Monocyclic benzene moiety - Nitrile - Carbonitrile - Organic nitrogen compound - Organopnictogen compound - Organonitrogen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as p-quinodimethanes. These are compounds containing a benzene ring conjugated to two methylidene groups at carbon atoms 1 and 4, respectively..
• External Descriptors: nitrile - alicyclic compound - quinodimethane

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

Propiedades químicas y físicas

• Solubilidad: Insoluble in water；oluble in tetrahydrofuran, dioxane
• Punto de fusión (°C): 287-289°C
• Peso molecular: 204.190 g/mol
• XLogP3: 1.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 204.044 Da
• Monoisotopic Mass: 204.044 Da
• Topological Polar Surface Area: 95.200 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 535.000
• 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

Referencias

1. Na Zhou, Jiazhi Wang, Ning Zhang, Zhi Wang, Hengguo Wang, Gang Huang, Di Bao, Haixia Zhong, Xinbo Zhang.  (2023)  Defect-rich Cu@CuTCNQ composites for enhanced electrocatalytic nitrate reduction to ammonia.  CHINESE JOURNAL OF CATALYSIS,      [PMID:] [10.1016/S1872-2067(23)64454-7]

2. Qiuping Li, Nuan Wen, Wu Zhang, Liansheng Yu, Jinghui Shen, Shuxian Li, Yuguang Lv.  (2023)  Preparation of g-C3N4/TCNQ Composite and Photocatalytic Degradation of Pefloxacin.  Micromachines,  14  (5): (941).  [PMID:37241565] [10.3390/mi14050941]

3. Wu Yufeng, Wu Jianbo, Lin Yan, Liu Junchen, Pan Xiaolong, He Xian, Bi Ke, Lei Ming.  (2022)  Melamine sponge skeleton loaded organic conductors for mechanical sensors with high sensitivity and high resolution.  Advanced Composites and Hybrid Materials,  6  (1): (1-9).  [PMID:] [10.1007/s42114-022-00581-5]

4. Bing Han, Ruixiang Ma, Haihua Wang, Mi Zhou.  (2021)  High pressure investigations on TTF-TCNQ charge-transfer complexes.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:34740004] [10.1016/j.saa.2021.120541]

5. Jiaoyan Shi, Lipeng Wu, Qingya Sun, Fan Wu, Aming Xie.  (2021)  TTF-TCNQ derived N,S-codoped carbon with multiple macropores for excellent electromagnetic wave adsorption.  SYNTHETIC METALS,      [PMID:] [10.1016/j.synthmet.2021.116877]

6. Fengzhi Wang, Weisheng Lei, Xinhua Pan, Zhizhen Ye.  (2020)  Facile synthesis of graphitic carbon nitride via copolymerization of melamine and TCNQ for photocatalytic hydrogen evolution.  NANOTECHNOLOGY,  31  (47): (475406).  [PMID:32570221] [10.1088/1361-6528/ab9ed7]

7. Fengzhi Wang, Weisheng Lei, Xinhua Pan, Bin Lu, Zhizhen Ye.  (2020)  A nine-fold enhancement of visible-light photocatalytic hydrogen production of g-C3N4 with TCNQ by forming a conjugated structure.  RSC Advances,  10  (34): (20110-20117).  [PMID:35520418] [10.1039/C9RA10819J]

8. Lufang Zhao, Jingjing Ji, Yanfei Shen, Kaiqing Wu, Tingting Zhao, Hong Yang, Yanqin Lv, Songqin Liu, Yuanjian Zhang.  (2019)  Exfoliation and Sensitization of 2D Carbon Nitride for Photoelectrochemical Biosensing under Red Light.  CHEMISTRY-A EUROPEAN JOURNAL,  25  (68): (15680-15686).  [PMID:31568592] [10.1002/chem.201904076]

9. Fa-Peng Wu, Le-Le Qiu, Yun-Peng Zhao, Zong-Pin Fu, Jing Liang, Jian Xiao, Jian Li, Fang-Jing Liu, Jing-Pei Cao.  (2024)  Self-hydrogen transfer hydrogenolysis of β-O-4 bonds in lignin model compounds over NiCu/Al2O3 catalyst.  FUEL,      [PMID:] [10.1016/j.fuel.2024.132094]

10. Yu Hou, Qi Fu, Huajie Zhong, Jiaxing Yu, Yuan Tao, Zeyu Gong, Jianqiang Li, Songbo Wei, Junlang Qiu, Junhui Wang, Fang Zhu, Gangfeng Ouyang.  (2024)  High-performance plastic-derived metal-free catalysts for organic pollutants degradation via Fenton-like reaction.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:38244619] [10.1016/j.scitotenv.2024.170185]

11. Xiaomei Ning, Yifan Wei, Zhiqiang Tang, Silin He, Xiaoting Chen, Kaitong Yan, Liang Zhan.  (2025)  Steering the activity and selectivity of liquid fuels electro-oxidation via molecule in-situ modification of Pt.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2025.146185]

12. Weiguang Yang, Junfeng Chen, Chunfeng Meng, Zijian Zhao, Zichuang Jiao, Hu Zhou, Yanxin Qiao, Xianglong Wan, Biao Hu.  (2025)  Conductive Network Endows Uniform Lithium Deposition and Reduced Dead Lithium.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.5c04216]