77-73-6

Basic information

• Product Name: Dicyclopentadiene
• Synonyms: Tricyclo[5.2.1.02,6]deca-3,8-diene;Ultrene;4,7-Methanoindene,3a,4,7,7a-tetrahydro- (7CI,8CI);3a,4,7,7a-Tetrahydro-4,7-methano-1H-indene;3a,4,7,7a-Tetrahydro-4,7-methanoindene;Bicyclopentadiene;Biscyclopentadiene;Cyclopentadiene dimer;DCPD 103;Dicyclopentadiene;JP 10;NSC 7352;Prometa XP100;Tricyclo[4.3.1.02,5]deca-3,7-diene
• CAS NO: 77-73-6
• Molecular Formula: C₁₀H₁₂
• Molecular Weight: 132.20228
• EINECS: 201-052-9
• Mol File: 77-73-6.mol

Chemical Properties

• Melting Point: -1℃
• Boiling Point: 169.999 °C at 760 mmHg
• Flash Point: 46.799 °C
• Appearance: colourless crystals
• Density: 1.049 g/cm³
• Refractive Index: 1.51-1.512
• CAS DataBase Reference: Dicyclopentadiene(CAS DataBase Reference)
• NIST Chemistry Reference: Dicyclopentadiene(77-73-6)
• EPA Substance Registry System: Dicyclopentadiene(77-73-6)

Safety Data

• Hazard Codes: F:Flammable;;
• Statements: R11:; R20/22:; R36/37/38:; R51/53:
• Safety Statements: S36/37:; S61:
• Hazardous Substances Data: 77-73-6(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Dicyclopentadiene is used as a chemical intermediate for the synthesis of various other compounds, contributing to the development of a wide range of chemical products.
Used in Resin Production:
Dicyclopentadiene is used as a key component in the production of resins, which are essential for manufacturing high-performance polymers, adhesives, and coatings.
Used in Plastics and Elastomers Industry:
Dicyclopentadiene is used as a raw material in the production of plastics and elastomers, enhancing their properties and expanding their applications in various industries.
Used in High-Performance Polymers:
Dicyclopentadiene is used as a building block for high-performance polymers, which are characterized by their exceptional heat and chemical resistance, making them suitable for demanding applications.
Used in Automotive Industry:
Dicyclopentadiene is used in the production of cyclopentadiene-based resins, which have applications in the automotive industry for components that require high strength, durability, and resistance to harsh conditions.
Used in Aerospace Industry:
Dicyclopentadiene-based resins are utilized in the aerospace industry for manufacturing components that demand lightweight, high-strength, and temperature-resistant materials.
Used in Electronics Industry:
Dicyclopentadiene contributes to the development of materials used in the electronics industry, such as high-performance adhesives and coatings, ensuring reliable performance and protection for electronic devices.
However, it is important to note that exposure to Dicyclopentadiene should be minimized due to its potential health hazards, including skin and eye irritation, and respiratory issues when inhaled. Proper safety measures should be taken when handling this chemical to ensure the well-being of individuals and the environment.

InChI:InChI=1/C10H12/c1-2-9-7-4-5-8(6-7)10(9)3-1/h1-2,4-5,7-10H,3,6H2

Upstream product

• 598-26-5 dimethylketene 
• 542-92-7 cyclopenta-1,3-diene 
• 57802-40-1 pentachloro-2H-pyrrole 
• 70677-78-0 dimethyl 4-phenyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate 
• 694-97-3 endo-5-norbornen-2-ol 
• 79-03-8 propionyl chloride 
• 930-68-7 cyclohexenone 
• 1073-13-8 4,4-dimethylcyclohexenone 
• 42082-94-0 3-<(trimethylsilyl)oxy>-3-buten-2-one 
• 4927-03-1 bicyclo[3.2.0]hept-6-ene 
• 616-10-4 bicyclo(4,2,0)oct-7-ene 
• 3097-63-0 bicyclo<2.2.0>hex-2-ene 
• 95799-94-3 methyl 2-(trimethylsilyloxy)acrylate 
• 116585-20-7 1,4-dichloro-2,3,7,7-tetramethoxynorbornana-2,5-diene 

Downstream Products

• 16002-25-8 5-(bromomethyl)bicyclo[2.2.1]hept-2-ene 
• 91911-07-8 bicyclo[2.2.1]hept-5-en-2-yl(phenyl)sulfane 
• 498-66-8 norborn-2-ene 
• 67209-29-4 1,2,3,4,5-pentabenzyl-1,3-cyclopentadiene 
• 130799-63-2 C₂₀H₂₃NO₂S 
• 81-21-0 dicyclopentadiene dioxide 
• 4488-57-7 3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoindene 
• 2825-82-3 endo-octahydro-4,7-methano-1H-indene 
• 281-23-2 adamantane 
• 3385-61-3 tricyclo<5,2,1,0 2,6>-3-decene-8-ol 
• 133-21-1 tricyclo<5,2,1,0 2,6>-3-decene-9-ol 
• 6316-16-1 exo-Δ⁴-tricyclo<5.2.1.0^2,6>decen-8-one 
• 14888-58-5 exo-Δ³-tricyclo<5.2.1.0^2,6>decen-8-one 
• 4387-46-6 Norbonenoxid 

Relevant articles and documents

Application of hierarchical pore molecular sieve in preparation process of cyclopentadiene and JP-10 aviation fuel

The invention relates to an application of a hierarchical pore molecular sieve in a the preparation process of cyclopentadiene and JP-10 aviation fuel. The hierarchical pore molecular sieve is one or two or more of an H-ZSM-5 molecular sieve, an H-beta molecular sieve, an H-Y molecular sieve, an H-USY molecular sieve, a La-Y molecular sieve and an H-MOR molecular sieve with a hierarchical pore structure, a sulfonated SBA-15 molecular sieve, a sulfonated MCM-41 molecular sieve, a sulfonated Ti-SBA-15 molecular sieve, a sulfonated MCM-41 molecular sieve, a sulfonated Zr-MCM-41 molecular sieve and a sulfonated Zr-SBA-15 molecular sieve; and the hierarchical pore structure comprises micropores and mesopores. The catalyst and the raw materials used in the method are cheap and easy to obtain, the preparation process is simple, and the hierarchical pore molecular sieve has high activity and selectivity for rearrangement reaction of furfuryl alcohol, hydrogenation reaction of hydroxyl cyclopentenone and dehydration reaction. The invention provides a cheap and efficient synthesis method for synthesizing the JP-10 aviation fuel from a lignocellulose-based platform compound furfuryl alcohol.

Cyclopentadiene fuels

A method for making cyclopentadiene fuels comprising producing cyclopent-2-en-1-one or a mixture of cyclopent-2-en-1-one from a bio-based source. The cyclopent-2-en-1-one or the mixture of cyclopent-2-en-1-one is hydrogenated, thereby forming cyclopent-2-en-1-ol or a mixture of cyclopent-2-en-1-ol. The cyclopent-2-en-1-ol or the mixture of cyclopent-2-en-1-ol is dehydrated with a dehydrating agent, thereby forming cyclopentadiene or a mixture of cyclopentadiene. The cyclopentadiene or mixture of cyclopentadiene is converted to dicyclopentadiene or dihydrodicyclopentadiene. The dicyclopentadiene or dihydrodicyclopentadiene is hydrogenated, thereby forming tetrahydrodicyclopentadiene. The tetrahydrodicyclopentadiene is isomerized, thereby forming exo-tetrahydrodicyclopentadiene.

Method for Production of 5-Vinyl-2-Norbornene Using Porous Titanosilicate Catalyst

The present invention relates to a method for manufacturing 5-vinyl-2-norbornene (VNB) by conducting reaction of cyclopentadiene (CPD) with 1,3-butadiene (BD). The method uses a porous titanosilicate catalyst, thereby providing an effect of increasing the selectivity of VNB and reducing the selectivity of by-product oligomer.(AA) CPD conversion ratio (%)(BB) VNB selectivity (%)(CC) THI selectivity (%)(DD) DCPD selectivity (%)(EE) Oligomer selectivity (%)(FF) Conversion ratio and selectivity (%)COPYRIGHT KIPO 2020

Method for preparing JP-10 aviation fuel from furfuryl alcohol

The invention relates to a method for preparing JP-10 aviation fuel from furfuryl alcohol. The method for preparing JP-10 aviation fuel by taking the furfuryl alcohol as a raw material is totally divided into six reactions as follows: a first reaction of carrying out a rearrangement reaction on a furfuryl alcohol solution in the presence of a base catalyst or under the condition that any catalystis not added to prepare hydroxy cyclopentenone; a second reaction of reacting the hydroxy cyclopentenone and hydrogen under catalysis of a hydrogenation catalyst so as to prepare 1,3-cyclopendiol; a third reaction of dehydrating the 1,3-cyclopendiol to prepare cyclopentadiene; a fourth reaction of carrying out a D-A reaction on the cyclopentadiene to produce dicyclopentadiene; a fifth reaction ofhydrogenating the dicyclopentadiene to produce endo-tetrahydrodicyclotadiene; and a sixth reaction of performing isomerization on the endo-tetrahydrodicyclotadiene to produce hanging type tetrahydrodicyclopentadiene, wherein the prepared hanging type tetrahydrodicyclopentadiene can directly serve as the JP-10 aviation fuel. The invention provides a cheap high-efficiency synthetic method for synthesizing the JP-10 aviation fuel from a lignocelluloses-based platform chemical compound, namely furfuryl alcohol.

Method for preparing JP-10 aviation fuel from furfuryl alcohol

The invention relates to a method for preparing JP-10 aviation fuel from furfuryl alcohol. The method for preparing the JP-10 aviation fuel by adopting the furfuryl alcohol as a raw material comprises the following five steps: step I, enabling a furfuryl alcohol solution to have a rearrangement reaction to prepare hydroxylcyclopentenone under the condition of an alkaline catalyst or no catalyst; step II, enabling the hydroxylcyclopentenone to react with hydrogen under the catalysis of a hydrogenation catalyst to prepare 1,3-cyclopentanediol; step III, preparing cyclopentadiene or dicyclopentadiene by dehydrating the 1,3-cyclopentanediol; step IV, enabling the cyclopentadiene and the dicyclopentadiene to have an isomerization reaction to generate hanging dicyclopentadiene; and step V, hydrogenating the hanging dicyclopentadiene to generate hanging tetrahydro-dicyclopentadiene, and then rectifying and purifying to obtain the JP-10 aviation fuel. Raw materials used in the method are cheap and easy to obtain, the preparation process is simple, and the activity and selectivity for the rearrangement reaction of the furfuryl alcohol, the hydrogenation reaction of the hydrocyclopentenone and the dehydration reaction is relatively high. The invention provides a synthetic method with low cost and high efficiency for synthesizing the cyclopentadiene or the dicyclopentadiene from lignocelluloses-based platform compound and furfuryl alcohol.

Method for preparation of cyclopentadiene or dicyclopentadiene by furfuryl alcohol

The invention relates to a method for preparation of cyclopentadiene or dicyclopentadiene by furfuryl alcohol. The method for preparation of cyclopentadiene or dicyclopentadiene by furfuryl alcohol as a raw material comprises the three-step reaction: a first step, under a condition with an alkali catalyst or under a condition with no addition of a catalyst, carrying out a rearrangement reaction of a furfuryl alcohol solution to prepare hydroxy cyclopentenone; a second step, under catalysis of a hydrogenation catalyst, carrying out a reaction of hydroxy cyclopentenone with hydrogen gas to prepare 1,3-cyclopendiol; and a third step, dehydrating 1,3-cyclopendiol to prepare cyclopentadiene or dicyclopentadiene. The used catalyst and raw materials are inexpensive and easy to obtain, the preparation process is simple, and high activity and selectivity are achieved for rearrangement reaction of furfuryl alcohol, hydrogenation reaction of hydroxy cyclopentenone and dehydration reaction of 1,3-cyclopendiol. The invention provides the cheap and efficient synthesis method for synthesis of cyclopentadiene or dicyclopentadiene with the lignocellulose based platform compound furfuryl alcohol.

Preparation method of exo-form compound from endo-form compound using metal organic framework catalyst

The present invention relates to a method for manufacturing an exo-type compound from an endo-type compound using a metal organic framework catalyst. More particularly, the manufacturing method for manufacturing an exo-type compound comprises a step of performing an isomerization reaction of an endo-type compound to form an exo-type compound in the presence of a metal organic framework. The metal organic framework exhibits acidity, and has pores which can accommodate molecules having a longest diameter of at least 6andAring;. The catalyst can exhibit an excellent conversion rate from endo-dicyclopentadiene to exo-dicyclopentadiene without using a solvent through a simple and efficient process.COPYRIGHT KIPO 2016

Catalytic performance of MIL-100 (Fe, Cr) and MIL-101 (Fe, Cr) in the isomerization of endo- to exo-dicyclopentadiene

MIL-100 (Fe, Cr) and MIL-101 (Fe, Cr), metal-organic frameworks (MOFs), have been assessed in solvent-free isomerization of dicyclopentadiene (DCPD) from the endo- to exo-form. In the isomerization reaction, the conversion of endo-DCPD and selectivity for the exo-dimer strongly depend on the nature of the active metal center. The MIL-100 (Fe) catalyst possessing more acid sites shows the highest catalytic activity among the MILs and it was readily recoverable and reusable in subsequent reaction cycles for the isomerization. The effects of reaction parameters such as temperature, reaction time, and catalyst loading on the reactivity were also investigated.

5-ethylidene-2-norborene ENB method for the production of (by machine translation)

The invention relates to a production method for ENB (5-ethylene-2-norbornylene) and mainly aims to solve the problems in the prior art that the purity of a product is low and the energy consumption is high. The adopted production method for the ENB comprises the following steps: (1) raw materials and a solvent are sent to a first reaction vessel through a static mixer; (2) the reaction product in the first reaction vessel enters into a light component removing tower, tower top light components return to the first reaction vessel and tower kettle heavy components enter into a heavy component removing tower; (3) the kettle components of the heavy component removing tower enter into a DCPD tower, and tower top distilled liquid is purified to obtain a DCPD product; (4) the heavy component removing tower kettle components enter into a VCH tower, the VCH is obtained at the tower top; tower kettle components enter into a VNB tower, THI is obtained in a VNB tower kettle and the VNB is obtained at the tower top; (5) VNB enters into an isomerization reaction vessel to obtain ENB. The problems are better solved by the technical scheme and the production method can be applied in the ENB production.

PROCESS FOR TREATING A DICYCLOPENTADIENE MONOMER

A monomer treatment process including treating at least one metathesis polymerizable monomer composition having a purity of less than 95 weight percent of a dicyclopentadiene monomer with an alkali metal-containing additive prior to polymerizing the metathesis polymerizable monomer composition such that the treated polymerized monomer exhibits improved properties in metathesis reactions.