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CAS NUMBER: 77-73-6
MOLECULAR FORMULA: C10H12
MOLECULAR WEIGHT: 132.20
Dicyclopentadiene is a chemical compound with formula C10H12.
At room temperature, Dicyclopentadiene is a clear light yellow color liquid with an acrid odor.
Dicyclopentadienes 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.
Dicyclopentadiene is also used in inks, adhesives, and paints.
Dicyclopentadiene appears as a liquid with an acrid odor.
Flash point 90°F.
The vapors are irritating to the eyes and respiratory system.
Subject to polymerization if subjected to heat for prolonged periods or if contaminated.
If the polymerization takes place inside a container, the container may violently rupture.
Insoluble in water.
Density 8.2 lb / gal.
Used in paints, varnishes, as an intermediate in insecticides, as a flame retardant in plastics.
A liquid with an acrid odor.
Flash point 90°F.
The vapors are irritating to the eyes and respiratory system.
Subject to polymerization if subjected to heat for prolonged periods or if contaminated.
If the polymerization takes place inside a container, the container may violently rupture.
Insoluble in water.
Intermediate in insecticides, as a flame retardant in plastics.
Dicyclopentadiene is a chemical that is produced by heating crude oil.
Dicyclopentadiene is a colorless, flammable solid or liquid, with a disagreeable camphor-like odor.
The majority of Dicyclopentadiene enters the environment (air, water, and soil) from releases during its production, use, transport, or disposal.
In air, Dicyclopentadiene breaks down quickly into simpler, less toxic chemicals.
However, Dicyclopentadiene is stable for a long time in soil and water.
Dicyclopentadiene, abbreviated DCPD, is the dimer of cyclopentadiene (CPD).
In the pure state Dicyclopentadiene is a volatile solid with a characteristic odour.
Dicyclopentadiene is coproduced in large quantities in the steam cracking of naphtha and gas oils to ethylene.
In addition, Dicyclopentadiene can be prepared in a Diels-Alderreaction of 2 cyclopentadiene molecules.
Dicyclopentadiene is highly reactive and thus a useful intermediate in the preparation of a variety of performance chemicals.
Dicyclopentadiene, abbreviated DCPD, is a chemical compound with formula C10H12.
At room temperature, Dicyclopentadiene is a white crystalline solid with a camphor-like odor.
Dicyclopentadienes 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.
Dicyclopentadiene is also used in inks, adhesives, and paints.
Consequently, though DCPD is a mature product, Dicyclopentadiene is expected to be one of the better-performing commodity chemicals over the forecast period, with its annual growth rate estimated to be 3.3%.
A liquid with an acrid odor.
The vapors are irritating to the eyes and respiratory system.
USES OF DICYCLOPENTADIENE:
Dicyclopentadiene is used as a chemical intermediate for production of certain pesticides and resins.
Dicyclopentadiene is also used in the production of paints, varnishes, and in flame retardants for plastics.
Most dicyclopentadiene is used as co-monomer in the production of synthetic resins, in particular unsaturated polyesters and synthetic rubbers, for example EPDM.
Dicyclopentadiene, which contains some dicyclopentadiene as monomer is used in printing inks and engineering plastics.
Dicyclopentadiene is used to produce hexachloro cyclopentadiene, an intermediate used in the manufacture of two leading fire retardant chemicals chlorendic anhydride and Dechlorane.
Dicyclopentadiene is coproduced in large quantities in the steam cracking of naphtha and gas oils to ethylene.
The major use is resins, particularly unsaturated polyester resins.
Dicyclopentadiene is also used in inks, adhesives, and paints.
Dicyclopentadiene or DCPD is the dimer of cyclopentadiene (CPD) formed by a DielsAlder addition reaction.
Dicyclopentadiene products originate from high temperature cracking of petroleum fractions and are best characterized as highly reactive intermediates used for a wide range of resins, i. e. aromatic hydrocarbons, unsaturated polyesters, phenolics and epoxies.
Dicyclopentadiene RESIN GRADE Most used in aromatic hydrocarbon and unsaturated polyester resins.
Dicyclopentadiene, UPR Grade Developed for use in unsaturated polyester resins.
Dicyclopentadiene HIGH PURITY Suited for water-white resins and specialty applications.
As a chemical intermediate in the manufacture of pesticides; in the production of resin coatings, adhesives, and fuel additives.
APPLICATION OF DICYCLOPENTADIENE:
Dicyclopentadiene is used in resins, particularly unsaturated polyester resins.
Dicyclopentadiene plays a major role in inks, adhesives and paints.
Dicyclopentadiene is also used as a monomer in polymerization reactions.
Dicyclopentadiene is a precursor for the preparation of endo-tetrahydrodicyclopentadiene, which reacts with aluminum chloride at higher temperature to give adamantine.
Dicyclopentadiene undergoes a retro-Diels-Alder reaction to yield cyclopentadiene, which acts as ligand in inorganic chemistry.
Dicyclopentadienes applications are extensive, including elastomers, flame retardants, pesticides and resins for adhesives, coatings and rubber tackifiers.
Dicyclopentadiene is used in the synthesis of chlorinated hydrocarbon pesticides and ferrocene; in paint, varnish, and resin manufacture; in elastomers used as water pond liners, and as a repellent for animals such as hares, rabbits, and deer, in winter or in summer.
Dicyclopentadiene is applied in the form of impregnated strip on deciduous and coniferous trees, or by spraying around ornamental plants and shrubs.
PROPERTIES OF DICYCLOPENTADIENE:
-Formula:C10H12
-Formula Weight:132.21
-Form:Liquid
-Boiling Point:171-173°
-Flash Point:26°(78°F)
-Density:0.982
-Refractive Index:1.5100
-Storage & Sensitivity:Ambient temperatures
CHEMICAL PROPERTIES OF DICYCLOPENTADIENE:
Cyclopentadiene is a crystalline solid or a liquid (above 32°C) with a disagreeable, camphor-like odor.
The Odor Threshold is 0.011 (detectable); 0.020 ppm (recognizable).
Dicyclopentadiene, although a stable molecule, has a strong tendency to form the more stable dimer dicyclopentadiene.
This dimerisation already takes place at room temperature and its rate rapidly increases with elevated temperatures.
This reaction however is reversible too; dicyclopentadiene "cracks" at temperatures above 140°C to form two cyclopentadiene molecules.
The physical properties of pure cyclopentadiene and dicyclopentadiene are given below as well as some product specific characteristics and compositions.
STRUCTURE OF DICYCLOPENTADIENE:
The spontaneous dimerization of cyclopentadiene at room temperature to form dicyclopentadiene proceeds to around 50% conversion over 24 hours and yields the endo isomer in better than 99:1 ratio as the kinetically favored product (about 150:1 endo:exo at 80 °C).
However, prolonged heating results in isomerization to the exo isomer.
The pure exo isomer was first prepared by base-mediated elimination of hydroiodo-exo-dicyclopentadiene.
Thermodynamically, the exo isomer is about 0.7 kcal/mol more stable than the endo isomer.
REACTIVITY OF DICYCLOPENTADIENE:
Dicyclopentadiene may react vigorously with oxidizing agents.
Dicyclopentadiene may reacts exothermically with reducing agents to release hydrogen gas.
Can undergo exothermic polymierization reactions.
In the presence of various catalysts (such as acids) or initiators, if subjected to heat for prolonged periods, or if contaminated.
Many undergo autoxidation upon exposure to the air to form explosive peroxides.
When heated above 100 °C, dicyclopentadiene undergoes a retro-Diels-Alder reaction to yield cyclopentadiene, a compound important in both organic and inorganic chemistry.
The reaction is reversible and at room temperature cyclopentadiene slowly dimerizes to reform dicyclopentadiene.
PRODUCTION OF DICYCLOPENTADIENE:
Dicyclopentadiene is produced by recovery from hydrocarbon streams from high temperature cracked petroleum fractions.
Dicyclopentadiene is also a by-product of the coke oven industry.
Dicyclopentadiene polymerizes to dicyclopentadiene on standing.
STORAGE OF DICYCLOPENTADIENE:
Store in a cool place.
Keep the container tightly closed in a dry and well-ventilated place.
Incompatible with strong oxidizing agents, strong acids and strong bases.
SYNONYM:
Cyclopentadiene dimer
Bicyclopentadiene
Biscyclopentadiene
Dicyklopentadien
Dimer cyklopentadienu
4,7-Methano-1H-indene, 3a,4,7,7a-tetrahydro-
DCPD
3a,4,7,7a-Tetrahydro-4,7-methanoindene
3a,4,7,7a-tetrahydro-1H-4,7-methanoindene
NSC 7352
4,7-Methanoindene, 3a,4,7,7a-tetrahydro-
endo-Dicyclopentadiene
1,3-Cyclopentadiene, dimer
4,7-Methano-3a,4,7,7a-tetrahydroindene
CHEBI:34695
NCGC00090776-02
