GRADE & PURITY ≥98%

Synonyms

9,10-dihydro-9,10-o-benzenoanthracene | Tribenzobicyclo(2.2.2)octatriene | Tryptycene | 9,10-o-Benzeno-9,10-dihydroanthracene | Triptycene | 9,10-Dihydro-9,10-[1,2]benzenoanthracene | TRIPTYCENE | Tribenzobicyclo[2.2.2]octatriene

Storage

Room temperature

Shipped In

Normal

Overview

Triptycene is the structural building block for triptycene-based polymer of intrinsic microporosity due to its rigid, fused-ring skeleton and three-fold symmetry. Triptycene-based cylindrical macrotricyclic polyether containing two dibenzo[24]crown-8 cavities has been synthesized and proved to be a highly efficient host for the complexation with paraquat derivatives.
Triptycene was used in determination of diffusion coefficients of radical ions of hexafluorobenzene, diphenylacetylene, triptycene and tetraphenylnapthalene in liquid n-hexane and n-hexadecane。

Specifications

Synonyms

9, 10-dihydro-9, 10-o-benzenoanthracene | Tribenzobicyclo(2.2.2)octatriene | Tryptycene | 9, 10-o-Benzeno-9, 10-dihydroanthracene | Triptycene | 9, 10-Dihydro-9, 10-[1, 2]benzenoanthracene | TRIPTYCENE | Tribenzobicyclo[2.2.2]octatriene

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Product Properties

• Excitation and Emision Ranges: 255 °C

Names and Identifiers

• Pubchem Sid: 504756133
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756133
• Canonical Smiles: c1ccc2C3c4ccccc4C(c2c1)c5ccccc35
• IUPAC Name: pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene
• InChIKey: NGDCLPXRKSWRPY-UHFFFAOYSA-N
• INCHI: 1S/C20H14/c1-2-8-14-13(7-1)19-15-9-3-5-11-17(15)20(14)18-12-6-4-10-16(18)19/h1-12,19-20H
• Isomeric SMILES: C1=CC=C2C3C4=CC=CC=C4C(C2=C1)C5=CC=CC=C35
• WGK Germany: 3
• PubChem CID: 92764
• Molecular Weight: 254.33
• Reaxy-Rn: 1912436

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Anthracenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Anthracenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Anthracenes
• Alternative Parents: Aromatic hydrocarbons Polycyclic hydrocarbons Unsaturated hydrocarbons
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Anthracene - Aromatic hydrocarbon - Polycyclic hydrocarbon - Unsaturated hydrocarbon - Hydrocarbon - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings.
• 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: Insoluble in water
• Melt Point(°C): 252-254°C
• Molecular Weight: 254.300 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 254.11 Da
• Monoisotopic Mass: 254.11 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 279.000
• 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. Yan He, Wenli Bao, Qingwang Du, Xuan Wu, Xiaolei Fu, Dingzhong Yuan, Bing Na, Fengtao Yu, Shaoze Zhang, Changjun Peng, Honglai Liu.  (2023)  A novel phosphorylated hyper-crosslinked porous polymer for efficient uranium adsorption in water.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.125448]

2. Yan He, Wenli Bao, Yingcen Hua, Zhulei Guo, Xiaolei Fu, Bing Na, Dingzhong Yuan, Changjun Peng, Honglai Liu.  (2022)  Efficient adsorption of methyl orange and methyl blue dyes by a novel triptycene-based hyper-crosslinked porous polymer.  RSC Advances,  12  (9): (5587-5594).  [PMID:35425553] [10.1039/D1RA08589A]

3. Tong Zhang, Liming Deng, Pei Li.  (2020)  Decarboxylation Cross-Linking of Triptycene-Based Tröger’s Base Polymers for Gas Separation.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.0c03740]

4. Xiaoyu Wang, Fangxu Fan, Yongchao Sun, Jingfa Zhang, Canghai Ma, Gaohong He.  (2024)  De-carboxylation of cross-linkable triptycene-based polyimides for CO2 separation.  AICHE JOURNAL,  70  (8): (e18471).  [PMID:] [10.1002/aic.18471]

5. Jialin Zhao, Jian Gao, Yijia Lei, Shiyao Sun, Jingyi Wu, Na Li, Jiahao Lu, Yifang Chang, Jiayao Yang, Zhe Wang.  (2024)  Synergistic Effect of Localized Three-Dimensional Polymer Backbone and Self-Assembling Cation for the Construction of Novel Anion Exchange Membrane.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.4c02084]

6. Siyao Wang, Jingfa Zhang, Yongchao Sun, Fangxu Fan, Qizheng Zhao, Gaohong He, Canghai Ma.  (2025)  Thermally rearranged polyimide membranes incorporating triptycenes for improved CO2 capture and hydrogen separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2025.132302]

7. Yingxue Zhang, Wanjun Xu, Xiao Yang, Shihong Dong, Najun Li, Qingfeng Xu, Hua Li, Jianmei Lu, Dongyun Chen.  (2025)  Grafting Sulfonated Triptycene-Based Hypercrosslinked Polymers onto Bi2WO6 for Enhanced Adsorption and Photoelimination of Antibiotics.  Green Energy & Environment,      [PMID:] [10.1016/j.gee.2025.07.004]

8. Jingfa Zhang, Yongchao Sun, Fangxu Fan, Qizheng Zhao, Gaohong He, Canghai Ma.  (2023)  Enhanced mechanical robustness and separation performance in triptycene modulated thermally rearranged copolyimide membranes.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2023.122115]

9. Wenxiang Zhang, Yue Wu, Yinhui Li, Qingkuan Meng, Yongzheng Wang, Heping Ma.  (2025)  Efficient SO2 Capture Mediated via a Gradient Electric Field in Electron-Rich Conjugated Porous Aromatic Frameworks.  ACS Applied Materials & Interfaces,      [PMID:41384862] [10.1021/acsami.5c21777]