Dicyclopentadiene - ≥96%, Mixture of isomers,contains 0.03% BHT as stabilizer , CAS No.77-73-6

CAS: 77-73-6 Cat. No.: D110864 Molecular Weight: 132.2 Beilstein Registry Number: 1904092 EC Number: 201-052-9

GRADE & PURITY ≥96%, Mixture of isomers,contains 0.03% BHT as stabilizer

Synonyms

DICYCLOPENTADIENE|77-73-6|Cyclopentadiene dimer|Bicyclopentadiene|Biscyclopentadiene|Dicyklopentadien|Dimer cyklopentadienu|DCPD|4,7-Methano-1H-indene, 3a,4,7,7a-tetrahydro-|3a,4,7,7a-Tetrahydro-4,7-methanoindene|NSC 7352|4,7-Methanoindene, 3a,4,7,7a-tetr

Storage

Room temperature,Argon charged

Shipped In

FedEx DG Service

Overview

Dicyclopentadiene is used in the preparation of poly(ionic liquid) brushes, used in anti-bacterial and anti-biofouling applications. Also used in the preparation of copolymer structures in the synthesis of nanocapsules.

Specifications

Synonyms

DICYCLOPENTADIENE | 77-73-6 | Cyclopentadiene dimer | Bicyclopentadiene | Biscyclopentadiene | Dicyklopentadien | Dimer cyklopentadienu | DCPD | 4, 7-Methano-1H-indene, 3a, 4, 7, 7a-tetrahydro- | 3a, 4, 7, 7a-Tetrahydro-4, 7-methanoindene | NSC 7352 | 4, 7-Methanoindene, 3a, 4, 7, 7a-tetr

Specifications & Purity

≥96%, Mixture of isomers, contains 0.03% BHT as stabilizer

Storage

Room temperature, Argon charged

Shipped In

FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: C1C=CC2C1C3CC2C=C3
• IUPAC Name: tricyclo[5.2.1.02,6]deca-3,8-diene
• InChIKey: HECLRDQVFMWTQS-UHFFFAOYSA-N
• INCHI: 1S/C10H12/c1-2-9-7-4-5-8(6-7)10(9)3-1/h1-2,4-5,7-10H,3,6H2
• Isomeric SMILES: C1C=CC2C1C3CC2C=C3
• WGK Germany: 2
• RTECS: PC1050000
• Alternate CAS: 542-92-7
• UN Number: 2048
• Packing Group: III
• Molecular Weight: 132.2
• Beilstein: 1904092
• Reaxy-Rn: 1904092
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1904092&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Hydrocarbons
    • Class Polycyclic hydrocarbons

• Kingdom: Organic compounds
• Superclass: Hydrocarbons
• Class: Polycyclic hydrocarbons
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Polycyclic hydrocarbons
• Alternative Parents: Cyclic olefins Unsaturated aliphatic hydrocarbons
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Polycyclic hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as polycyclic hydrocarbons. These are polycyclic organic compounds made up only of carbon and hydrogen atoms.
• External Descriptors: cyclic olefin

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

Associated Targets(Human)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

Discover Target: PTH1R

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Lymphoblastoid cell (5959 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Immiscible with water.
• Sensitivity: heat sensitive
• Refractive Index: 1.51-1.512
• Flash Point(°C): 44 °C
• Boil Point(°C): 170°C
• Melt Point(°C): 32 °C
• Molecular Weight: 132.200 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 132.094 Da
• Monoisotopic Mass: 132.094 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 212.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 4
• 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. Yakun Liu, Shennan Yang, Chengxiang Shi, Lun Pan, Xiangwen Zhang, Ji-Jun Zou.  (2023)  HPW/MCM-41 catalytic Simmons-Smith cyclopropanation of olefins for synthesis of high-energy–density fuel.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2023.119366]

2. Chao Cheng, Chenyu Zhang, Zhengguo Chen, Fei Zhou, Jinli Zhou, Zeyu Sun, Muhuo Yu.  (2023)  Polydicyclopentadiene toughened epoxy resin and its carbon fiber composites via sequential polymerization.  POLYMER COMPOSITES,  44  (10): (6929-6943).  [PMID:] [10.1002/pc.27608]

3. Wei Wang, Zhensheng Shen, Jiaxiang Zhang, Lun Pan, Chengxiang Shi, Xiangwen Zhang, Ji-Jun Zou.  (2023)  Synthesis and Performance of Cyclopentadiene-Based Spirocyclopropane High-Energy-Density Fuels.  FUEL,      [PMID:] [10.1016/j.fuel.2023.129380]

4. Wei Wang, Baian Pu, Chi Ma, Chengxiang Shi, Lun Pan, Xiangwen Zhang, Ji-Jun Zou.  (2023)  Pd/C catalytic cyclopropanation of polycyclic olefins for synthesis of high-energy-density strained fuels.  AICHE JOURNAL,  69  (7): (e18085).  [PMID:] [10.1002/aic.18085]

5. Cong Liu, Fujian Zhao, Wen Zhang, Xiaofeng Chen.  (2023)  Fabrication and characterization of novel rapid-setting and anti-washout bioactive glass cements for direct pulp capping.  CERAMICS INTERNATIONAL,      [PMID:] [10.1016/j.ceramint.2023.02.149]

6. Yi Zhao, Ruichen Liu, Kai Jing, Li Wang, Xiangwen Zhang, Guozhu Li.  (2023)  Bayesian Optimized Oscillating Electric Heating of Dicyclopentadiene and Norbornene for Fuel Production.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.2c04176]

7. Junjian Xie, Yuxuan Liang, Bo Yang, Jun Zhang, Jiawei Xie, Ji-Jun Zou, Qiuyu Zhang.  (2023)  Photosensitized Conia reaction directed synthesis of high-performance asymmetric polycyclic hydrocarbons from biomass-derived ketones and petroleum-derived norbornene.  FUEL,      [PMID:] [10.1016/j.fuel.2023.127539]

8. Song Wu, Qiuxia Peng, Yueting Deng, Qingyu Shi, Jiajun Ma, Yawen Huang, Junxiao Yang.  (2022)  Preparation and performance of low-dielectric benzocyclobutene resins containing dicyclopentadiene.  JOURNAL OF VINYL & ADDITIVE TECHNOLOGY,  28  (3): (631-639).  [PMID:] [10.1002/vnl.21913]

9. Xiaoxue Lin, Jianjun Shi, Zaifeng Shi, Satomi Niwayama.  (2022)  Hydrophobic and antifouling modification of graphene oxide with functionalized polynorbornene by surface-initiated ring-opening metathesis polymerization.  NEW JOURNAL OF CHEMISTRY,  46  (12): (5806-5818).  [PMID:] [10.1039/D1NJ05935A]

10. Chi Ma, Chengxiang Shi, Yakun Liu, Lun Pan, Xiangwen Zhang, Ji-Jun Zou.  (2021)  Synthesis and Performance of Strained Multicyclic Hydrocarbons as Highly Potential High-Energy-Density Fuels.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.1c00734]

11. Guyu Feng, Xinyue Wang, Diantang Zhang, Xueliang Xiao, Kun Qian.  (2019)  Fabrication of bilayer antioxidant microcapsule and evaluation of its efficiency in stabilization of polypropylene.  Materials Research Express,  6  (12): (125327).  [PMID:] [10.1088/2053-1591/ab3267]

12. Leyang Lv, Peiyan Guo, Feng Xing, Ningxu Han.  (2019)  Trigger efficiency enhancement of polymeric microcapsules for self-healing cementitious materials.  CONSTRUCTION AND BUILDING MATERIALS,      [PMID:] [10.1016/j.conbuildmat.2019.117443]

13. Lun Pan, Junjian Xie, Genkuo Nie, Zheng Li, Xiangwen Zhang, Ji-Jun Zou.  (2019)  Zeolite catalytic synthesis of high-performance jet-fuel-range spiro-fuel by one-pot Mannich–Diels–Alder reaction.  AICHE JOURNAL,  66  (1): (e16789).  [PMID:] [10.1002/aic.16789]

14. Yankuan Jing, Hui Niu, Yang Li.  (2019)  Improved ethylene-propylene rubber/silica interface via in-situ polymerization.  POLYMER,      [PMID:] [10.1016/j.polymer.2019.03.055]

15. Kun Jiang, Han-Lin Deng, Qi Zhang, Shuifeng Wang, Hao Wu, Yan Liu, Chunpeng Chai, Mu-Hua Huang.  (2018)  Synthesis of an energetic polynorbornene with pendant bis-azidoacetyloxymethyl groups (PNBAA).  GREEN CHEMISTRY,  20  (12): (2813-2820).  [PMID:] [10.1039/C8GC00578H]

16. Chao Wang, Zhiming Feng, Yang Zhao, Xue Li, Weiwei Li, Xiaofeng Xie, Shubo Wang, Hua Hou.  (2017)  Preparation and properties of ion exchange membranes for PEMFC with sulfonic and carboxylic acid groups based on polynorbornenes.  INTERNATIONAL JOURNAL OF HYDROGEN ENERGY,      [PMID:] [10.1016/j.ijhydene.2017.09.168]

17. Jing Gao, Yun Wang, Yingjie Du, Liya Zhou, Ying He, Li Ma, Luyan Yin, Weixi Kong, Yanjun Jiang.  (2017)  Construction of biocatalytic colloidosome using lipase-containing dendritic mesoporous silica nanospheres for enhanced enzyme catalysis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2017.02.012]

18. L. Lv, Z. Yang, G. Chen, G. Zhu, N. Han, E. Schlangen, F. Xing.  (2015)  Synthesis and characterization of a new polymeric microcapsule and feasibility investigation in self-healing cementitious materials.  CONSTRUCTION AND BUILDING MATERIALS,      [PMID:] [10.1016/j.conbuildmat.2015.12.185]

19. Xiujuan Jiang, Limei Chen, Xiu Wang, Li Long, Zhiyin Xiao, Xiaoming Liu.  (2015)  Photoinduced Carbon Monoxide Release from Half-Sandwich Iron(II) Carbonyl Complexes by Visible Irradiation: Kinetic Analysis and Mechanistic Investigation.  CHEMISTRY-A EUROPEAN JOURNAL,  21  (37): (13065-13072).  [PMID:26216203] [10.1002/chem.201501348]

20. Rushuo Li, Linmeng Wang, Peiyun Zhou, Jing Lin, Zhiyuan Liu, Juan Chen, Danfeng Zhao, Xiubing Huang, Zhiping Tao, Ge Wang.  (2024)  Electronic state, abundance and microenvironment modulation of Ru nanoclusters within hierarchically porous UiO-66(Ce) for efficient hydrogenation of dicyclopentadiene.  CHINESE JOURNAL OF CATALYSIS,      [PMID:] [10.1016/S1872-2067(23)64562-0]

21. Hao Zhang, Yufei Tang, Xuan Zhou, Yani Sun, Qian Liang, Kang Zhao, Zixiang Wu.  (2024)  Fabrication and enhanced degradation behavior of sinterless porous apatite scaffolds with centrosymmetric structure.  CERAMICS INTERNATIONAL,      [PMID:] [10.1016/j.ceramint.2024.06.306]

22. Tingting Zhang, Jin He, Ning Xu, Wang Yin, Dongli Liu, Chang Liu, Meidong Lang.  (2025)  Glass fiber-reinforced modified PDCPD composites with improving mode I and mode II interlaminar fracture toughness and impact resistance: Effects of matrix properties.  COMPOSITES PART B-ENGINEERING,      [PMID:] [10.1016/j.compositesb.2025.112225]

23. Xing Zhang, Guangyi Li, Hailu Yu, Lianqi Xing, Aiqin Wang, Wei Wang, Zhitong Zhao, Ning Li.  (2024)  Integration of bio-JP-10 synthetic route from furfuryl alcohol.  CATALYSIS TODAY,      [PMID:] [10.1016/j.cattod.2024.114987]

24. Haoqing Teng, Li Ma, Chenhui Cui, Zhen Li, Kexiang Chen, Xiaoqing Ming, Yinzhou Guo, Qiang Zhang, Zhishen Ge, Yilong Cheng, Aizhao Pan, Yanfeng Zhang.  (2024)  Luminescent Perovskite-Cross-Linked Polymer with Low Shrinkage and Excellent Stability.  ACS Applied Materials & Interfaces,      [PMID:38685579] [10.1021/acsami.4c03150]

25. Fajie Hu, Danfeng Zhao, Rushuo Li, Yunqi Zhang, Tianyu Zhang, Xiubing Huang, Ge Wang.  (2025)  Monocarboxylic acid etching strategy: modulation of the chemical environment of Ni nanoparticles in defective Ce-UiO-66 to construct heterogeneous interfaces for dicyclopentadiene hydrogenation.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA00599J]

26. Fajie Hu, Rushuo Li, Danfeng Zhao, Xiubing Huang, Ge Wang.  (2025)  Promoted synergistic interactions between Ce and Ni in hierarchical porous Ce-UiO-66 supported Ni NPs for dicyclopentadiene hydrogenation to tetrahydrodicyclopentadiene.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2025.163022]

27. Xinmeng Xu, Zuoshuai Xi, Danfeng Zhao, Zhiyuan Liu, Linmeng Wang, Tao Ban, JingJing Wang, Shunzheng Zhao, Hongyi Gao, Ge Wang.  (2024)  Regulating electron transfer between valence-variable cuprum and cerium sites within bimetallic metal–organic framework towards enhanced catalytic hydrogenation performance.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39423682] [10.1016/j.jcis.2024.10.048]

28. Zhenjie Yuan, Siqi Huang, Wenduo Chen, Dazhi Jiang.  (2024)  Synthesis and characterization of epoxy resin-polydicyclopentadiene interpenetrating polymer networks by UV-initiated simultaneously frontal polymerization.  JOURNAL OF APPLIED POLYMER SCIENCE,  141  (47): (e56268).  [PMID:] [10.1002/app.56268]

29. Siqi Huang, Zhuangpeng Chen, Wenduo Chen, Dazhi Jiang.  (2025)  Improved Toughness, Flexural Strength, and Dielectric Performances of Epoxy-Dicyclopentadiene Interpenetrating Polymer Networks via Simultaneous Frontal Polymerization.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c01563]

30. Xinru Gao, Han Meng, Changan Wang, Jinzhang Tao, Hongyi Gao.  (2025)  Rational Design of Ce–Ni Bimetallic MOF-Derived Nanocatalysts for Enhanced Hydrogenation of Dicyclopentadiene.  Catalysts,  15  (9): (812).  [PMID:] [10.3390/catal15090812]

31. Jun Ou, Weihua Zheng, Zhiyin Xiao, Yuping Yan, Xiujuan Jiang, Yong Dou, Ran Jiang, Xiaoming Liu.  (2017)  Core–shell materials bearing iron(II) carbonyl units and their CO-release via an upconversion process.  Journal of Materials Chemistry B,  5  (41): (8161-8168).  [PMID:32264459] [10.1039/C7TB01434A]

32. Siqi Huang, Zhuangpeng Chen, Zhijie Feng, Hongchao Zhao, Langlang Ye, Lingkai Weng, Zhixiang Xie, Shenghua Liu, Dazhi Jiang, Wenduo Chen.  (2025)  Frontal Polymerization-Enabled 3D Printing of Recyclable High-Performance Carbon Fiber Reinforced Polymers.  ADVANCED MATERIALS,      [PMID:41194321] [10.1002/adma.202515033]

33. Rushuo Li, Tao Ban, Danfeng Zhao, Fajie Hu, Jing Lin, Xiubing Huang, Zhiping Tao, Ge Wang.  (2025)  Defective UiO-66(Ce) supported Ni nanoparticles with optimized microenvironment and electronic state for efficient olefin hydrogenation reaction.  CHINESE JOURNAL OF CATALYSIS,      [PMID:] [10.1016/S1872-2067(24)60284-6]

34. Xinjie Zhang, Wenting Ding, Dandan Jia, Shihao Feng, Xinru Gao, Juan Chen, Tao Ban, Rushuo Li, Zhiyuan Liu, Changan Wang, Haijian Li, Hongyi Gao.  (2025)  H2-Induced In Situ Formation of Magnetic Nickel-Based Metal–Organic Frameworks for Catalytic Hydrogenation of Dicyclopentadiene.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.5c01731]

35. Jing Lin, Danfeng Zhao, Shaopeng Lu, Rushuo Li, Xinmeng Xu, Zhaokun Wang, Wenqing Li, Yujing Ji, Chenjun Zhang, Lei Shi, Xu Jin, Hongyi Gao, Ge Wang.  (2025)  Conversational Large-Language-Model Artificial Intelligence Agent for Accelerated Synthesis of Metal–Organic Frameworks Catalysts in Olefin Hydrogenation.  ACS Nano,      [PMID:40551463] [10.1021/acsnano.5c04880]

36. Changhai Zhang, Zhiqi Zhou, Xue Zhang, Xu Tong, Chao Wang, Tiandong Zhang, Wenju Wu, Qingguo Chi.  (2025)  Synergistic enhancement of high-temperature dielectric energy storage in polyisopren-imide based polymers via fluorination and dual physical-chemical crosslinking.  Journal of Energy Storage,      [PMID:] [10.1016/j.est.2025.118941]

37. Juan Chen, Linmeng Wang, Xiubing Huang, Jingjing Wang, Han Meng, Hongyi Gao, Xiao Chen, Ge Wang.  (2025)  Synergistic ligand anchoring and electronic modulation in CeMIL-101-NH₂ boosting ultrasmall Niδ+ sites for efficient catalytic hydrogenation.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41411822] [10.1016/j.jcis.2025.139634]

38. Yao Yuan, Zhang Xinyue, Cao Yingying, Liu Long, Zhang Yanqiang, Zhang Suojiang.  (2025)  Strain engineering of single-site Cu on SWCNTs for highly efficient diene cyclopropanation.  Nature Communications,      [PMID:41402267] [10.1038/s41467-025-66241-6]

39. Hao Liu, Xing Zhang, Xiannian Sun, Yu Cong, Ning Li.  (2025)  Selective Dehydration of 1,3-Cyclopentanediol to Cyclopentadiene over Lanthanum Phosphate Catalysts.  Catalysts,  15  (12): (1125).  [PMID:] [10.3390/catal15121125]

40. Tao Zhang, Nan Li, Zhiyang Luo, Zhaoyi Wang, Zhongyi Sheng, Heyang Liu, Likang Zhou, Liqiang Liu.  (2026)  Preparation Strategies of V-SiO2@NN Core Shell Structures for the Enhancement of PDCPD Composites.  Polymers,  18  (4):   [PMID:41754724] [10.3390/polym18040535]

41. Kang Zhou, Hai Yu, Yi Luo, Yuling Wang, Zhongping Tang, Zhiliang Jin, Shuwei Yang, Rui Dong, Ping Wen, Mingjin Fan, Bing Xu, Zhe Chen.  (2026)  Molecular-Reconfiguration-Driven Tribofilm Engineering: Synergistic Lubrication via Zinc Dialkyldithiophosphate and a Triphenolic Antioxidant.  LANGMUIR,      [PMID:] [10.1021/acs.langmuir.6c00325]