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MedKoo Cat#: 581320 | Name: Dicyclopentadiene
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dicyclopentadiene, abbreviated DCPD, is a chemical compound with formula C10H12. At room temperature, it is a clear light yellow color liquid with an acrid odor. Its energy density is 10,975 Wh/l. Dicyclopentadiene is coproduced in large quantities in the steam cracking of naphtha and gas oils to ethylene. The major use is in resins, particularly, unsaturated polyester resins. It is also used in inks, adhesives, and paints.

Chemical Structure

Dicyclopentadiene
CAS#77-73-6

Theoretical Analysis

MedKoo Cat#: 581320

Name: Dicyclopentadiene

CAS#: 77-73-6

Chemical Formula:

Exact Mass: 0.0000

Molecular Weight: 0.00

Elemental Analysis:

Price and Availability

Size Price Availability Quantity
25g USD 350.00 2 Weeks
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Related CAS #
No Data
Synonym
Dicyclopentadiene; Bicyclopentadiene; Biscyclopentadiene; Dicyklopentadien;
IUPAC/Chemical Name
3a,4,7,7a-Tetrahydro-4,7-methanoindene
InChi Key
HECLRDQVFMWTQS-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H12/c1-2-9-7-4-5-8(6-7)10(9)3-1/h1-2,4-5,7-10H,3,6H2
SMILES Code
C12C=CCC1C3C=CC2C3
Appearance
Semi-Solid or Liquid
Purity
>98% (or refer to the Certificate of Analysis, contains BHT as stabilizer)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 0.00 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Elder RM, Long TR, Bain ED, Lenhart JL, Sirk TW. Mechanics and nanovoid nucleation dynamics: effects of polar functionality in glassy polymer networks. Soft Matter. 2018 Sep 13. doi: 10.1039/c8sm01483c. [Epub ahead of print] PubMed PMID: 30209509. 2: Elser I, Kordes BR, Frey W, Herz K, Schowner R, Stöhr L, Altmann HJ, Buchmeiser MR. Latent and Air-Stable Pre-Catalysts for the Polymerization of Dicyclopentadiene: From Penta- to Hexacoordination in Molybdenum Imido Alkylidene N-Heterocyclic Carbene Complexes. Chemistry. 2018 Aug 27;24(48):12652-12659. doi: 10.1002/chem.201801862. Epub 2018 Jul 26. PubMed PMID: 29888813. 3: Goli E, Robertson ID, Geubelle PH, Moore JS. Frontal Polymerization of Dicyclopentadiene: A Numerical Study. J Phys Chem B. 2018 Apr 26;122(16):4583-4591. doi: 10.1021/acs.jpcb.7b12316. Epub 2018 Apr 17. PubMed PMID: 29664637. 4: Long TR, Elder RM, Bain ED, Masser KA, Sirk TW, Yu JH, Knorr DB, Lenhart JL. Influence of molecular weight between crosslinks on the mechanical properties of polymers formed via ring-opening metathesis. Soft Matter. 2018 May 2;14(17):3344-3360. doi: 10.1039/c7sm02407j. PubMed PMID: 29658546. 5: Andler SM, Goddard JM. Stabilization of Lipase in Polymerized High Internal Phase Emulsions. J Agric Food Chem. 2018 Apr 11;66(14):3619-3623. doi: 10.1021/acs.jafc.8b00894. Epub 2018 Mar 30. PubMed PMID: 29582657. 6: Lee MW, An S, Yoon SS, Yarin AL. Advances in self-healing materials based on vascular networks with mechanical self-repair characteristics. Adv Colloid Interface Sci. 2018 Feb;252:21-37. doi: 10.1016/j.cis.2017.12.010. Epub 2017 Dec 24. Review. PubMed PMID: 29329666. 7: Njoroge I, Kempler PA, Deng X, Arnold ST, Jennings GK. Surface-Initiated Ring-Opening Metathesis Polymerization of Dicyclopentadiene from the Vapor Phase. Langmuir. 2017 Dec 12;33(49):13903-13912. doi: 10.1021/acs.langmuir.7b02523. Epub 2017 Nov 28. PubMed PMID: 29125298. 8: Wang Z, Gao J, Ustach V, Li C, Sun S, Hu S, Faller R. Tunable Permeability of Cross-Linked Microcapsules from pH-Responsive Amphiphilic Diblock Copolymers: A Dissipative Particle Dynamics Study. Langmuir. 2017 Jul 25;33(29):7288-7297. doi: 10.1021/acs.langmuir.7b01586. Epub 2017 Jul 10. PubMed PMID: 28661159. 9: Pascual LMM, Goetz AE, Roehrich AM, Boydston AJ. Investigation of Tacticity and Living Characteristics of Photoredox-Mediated Metal-Free Ring-Opening Metathesis Polymerization. Macromol Rapid Commun. 2017 Jul;38(13). doi: 10.1002/marc.201600766. Epub 2017 Feb 13. PubMed PMID: 28195676. 10: Park E, Kim J, Yim JH, Han J, Kwon TS, Park YK, Jeon JK. Synthesis of Dicyclopentadiene Oligomer Over Nanoporous Al-MCM-41 Catalysts. J Nanosci Nanotechnol. 2016 May;16(5):4512-5. PubMed PMID: 27483783. 11: de Bettencourt-Dias A, Rossini JS. Ligand Design for Luminescent Lanthanide-Containing Metallopolymers. Inorg Chem. 2016 Oct 17;55(20):9954-9963. Epub 2016 Aug 2. PubMed PMID: 27482851. 12: Elder RM, Knorr DB, Andzelm JW, Lenhart JL, Sirk TW. Nanovoid formation and mechanics: a comparison of poly(dicyclopentadiene) and epoxy networks from molecular dynamics simulations. Soft Matter. 2016 May 11;12(19):4418-34. doi: 10.1039/c6sm00691d. PubMed PMID: 27087585. 13: Wappel J, Fischer RC, Cavallo L, Slugovc C, Poater A. Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands. Beilstein J Org Chem. 2016 Jan 28;12:154-65. doi: 10.3762/bjoc.12.17. eCollection 2016. PubMed PMID: 26877818; PubMed Central PMCID: PMC4734425. 14: Balof SL, Nix KO, Olliff MS, Roessler SE, Saha A, Müller KB, Behrens U, Valente EJ, Schanz HJ. Hexacoordinate Ru-based olefin metathesis catalysts with pH-responsive N-heterocyclic carbene (NHC) and N-donor ligands for ROMP reactions in non-aqueous, aqueous and emulsion conditions. Beilstein J Org Chem. 2015 Oct 21;11:1960-72. doi: 10.3762/bjoc.11.212. eCollection 2015. PubMed PMID: 26664616; PubMed Central PMCID: PMC4660970. 15: Kotha S, Ravikumar O, Majhi J. Synthesis of a tricyclic lactam via Beckmann rearrangement and ring-rearrangement metathesis as key steps. Beilstein J Org Chem. 2015 Aug 27;11:1503-8. doi: 10.3762/bjoc.11.163. eCollection 2015. PubMed PMID: 26425207; PubMed Central PMCID: PMC4578362. 16: Vidavsky Y, Navon Y, Ginzburg Y, Gottlieb M, Lemcoff NG. Thermal properties of ruthenium alkylidene-polymerized dicyclopentadiene. Beilstein J Org Chem. 2015 Aug 21;11:1469-74. doi: 10.3762/bjoc.11.159. eCollection 2015. PubMed PMID: 26425203; PubMed Central PMCID: PMC4578353. 17: Park E, Kim J, Yim JH, Han J, Park YK, Jeon JK. Synthesis of Tricyclopentadiene Over Nanoporous MCM-41 Catalysts. J Nanosci Nanotechnol. 2015 Jul;15(7):5358-61. PubMed PMID: 26373142. 18: Kovačič S, Mazaj M, Ješelnik M, Pahovnik D, Žagar E, Slugovc C, Logar NZ. Synthesis and Catalytic Performance of Hierarchically Porous MIL-100(Fe)@polyHIPE Hybrid Membranes. Macromol Rapid Commun. 2015 Sep;36(17):1605-11. doi: 10.1002/marc.201500241. Epub 2015 Jul 14. PubMed PMID: 26173197. 19: Goetz AE, Boydston AJ. Metal-Free Preparation of Linear and Cross-Linked Polydicyclopentadiene. J Am Chem Soc. 2015 Jun 24;137(24):7572-5. doi: 10.1021/jacs.5b03665. Epub 2015 Jun 12. PubMed PMID: 26053254. 20: Kovačič S, Anžlovar A, Erjavec B, Kapun G, Matsko NB, Žigon M, Žagar E, Pintar A, Slugovc C. Macroporous ZnO foams by high internal phase emulsion technique: synthesis and catalytic activity. ACS Appl Mater Interfaces. 2014 Nov 12;6(21):19075-81. doi: 10.1021/am5050482. Epub 2014 Oct 30. PubMed PMID: 25335099.

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