77-73-6 - Names and IdentifiersNameDicyclopentadieneSynonymsDCPDDicyopentadieneDicyclopentadien
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| Nom | Dicyclopentadiene |
| Synonymes | DCPD Dicyopentadiene Dicyclopentadiene Dicyclopentadiene dimer ALPHA-DICYCLOPENTADIENE 3a,4,7,7a-tetrahydro-7-methanoindene 3a,4,7,7a-Tetrahydro-4,7-methanoindene dicyclopentadiene (stabilized with bht) 3a,4,7,7a-tetrahydro-7-methano-1h-indene 4,7-Methanoindene, 3a,4,7,7a-tetrahydro- 3,4,7,7-Tetrahydro-4,7-methano-1H-indene 4,7-methano-3a,4,7,7a-tetrahydro-1H-indene 4,7-methano-1H-indene,3a,4,7,7a-tetrahydro- Cyclopentadiene dimer~3a,4,7,7a-Tetrahydro-4,7-methanoindene |
| CAS | 77-73-6 |
| EINECS | 201-052-9 |
| 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 |
| Inchikey | HECLRDQVFMWTQS-UHFFFAOYSA-N |
| Formule moléculaire | C10H12 |
| Masse molaire | 132.2 |
| Densité | 0.986g/mLat 25°C(lit.) |
| Point de fusion | 33°C(lit.) |
| point Boling | 170°C(lit.) |
| Point d'éclair | 114°F |
| Solubilité dans l'eau | Immiscible with water. |
| pression vapeur | 3 hPa (20 °C) |
| Apparence | Liquide |
| Gravité spécifique | 0.968 |
| Couleur | Clear |
| L'odeur | Camphor-like. |
| Limite d'exposition | ACGIH: TWA 0.5 ppm; STEL 1 ppmNIOSH: TWA 5 ppm(30 mg/m3) |
| Merck | 14,2739 |
| BRN | 1904092 |
| Condition de stockage | Conserver à moins de +30°C. |
| Stabilité | Stable at room temperature, but may form explosive peroxides if stored in contact with air. Incompatible with oxidizing agents. Decomposes on heating. Flammable. |
| Sensible | 4: no reaction with water under neutral conditions |
| Limite explosive | 0.8-6.3%(V) |
| Indice de réfraction | n20/D 1.511 |
| Propriétés physiques et chimiques | Characteristics of colorless crystals, similar to camphor odor. boiling point 170 ℃ (decomposition) freezing point 31.5 ℃ relative density 0.979 refractive index 1.5061 flash point 32.22 ℃ soluble in alcohol. |
| Utilisation | Used in the manufacture of metal organic compounds, ferrocene, pesticides, monosodium glutamate and petroleum resins |
| Codes de risque | R11 - hautement inflammable R20/22 - Harmful by inhalation and if swallowed. R36/37/38 - Irritant pour les yeux, le système respiratoire et la peau. R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R23 - Toxic by inhalation R22 - nocif si avalé R10 - inflammable |
| Description de la sécurité | S36 / 37 - porter des vêtements et des gants de protection appropriés. S61 - Éviter le rejet dans l'environnement. Se référer aux instructions spéciales / fiches de données de sécurité. S45 - en cas d'accident ou de malaise, consulter immédiatement un médecin (en montrant l'étiquette si possible). S26 - En cas de contact avec les yeux, rincer immédiatement avec beaucoup d'eau et consulter un médecin. |
| Un id | UN 2048 3/PG 3 |
| Wgk Allemagne | 3 |
| Base de données sur la toxicité des substances chimiques | PC1050000 |
| TSCA | Oui |
| Code SH | 29021990 |
| Classe de danger | 3 |
| Catégorie d'emballage | III |
| Toxicité | LD50 orally in Rabbit: 353 mg/kg LD50 dermal Rabbit 4940 mg/kg |
| Produits en aval | 1-Adamantanamine hydrochloride Carboprost methylate |
| freezing point | 31.5 ℃ |
| Présentation | Dicyclopentadiene (DCPC) is a dimer of cyclopentadiene. By first heating, cyclopentadiene is copolymerized into dicyclopentadiene, dicyclopentadiene is separated from other light components (boiling point <45 ℃) by distillation, and then other required Dienes are separated by solvent extraction, monoene and saturated hydrocarbon components. High purity dicyclopentadiene is colorless crystals at room temperature, containing impurities, light yellow oily liquid, irritating camphor flavor, insoluble in water, soluble in alcohol, ether and other organic solvents. |
| Application | DCPD can be converted to CPD at a certain temperature, thus greatly broadening the application of DCPD. From basic organic chemical raw materials to new metal polymer materials, DCPD has important uses, can be used as the production of unsaturated resin, metallocene, adamantane, glutaraldehyde, dicyclopentadiene chloride (insecticide) widely used in medicine, pesticides, spices, leather, synthetic rubber and other fields, in addition can also be used as high-energy fuel. |
| Utilisation | raw material of polypentene rubber; Production of cyclopentanediol -1,2, cyclopentene oxide (such as dicyclopentadiene dicarboxylic acid, etc.); Stabilizer of organophosphorus bactericide; Synthetic chlorinated hydrocarbon insecticide; Raw material of pharmaceutical ketamine; Under heating, depolymerization is cyclopentadiene, styrene, acrylonitrile, isoprene and other compounds containing olefin bond Diels-Alders reaction, the product is the monomer of synthetic resin; Used as the third monomer of Ethylene Propylene Rubber, (I. E, has excellent electrical properties, heat resistance, weather resistance, drug resistance, widely used as automotive components); Synthetic Norbornene raw materials; Used as linseed oil, soybean oil, tung oil, fish oil modifier, improve its curing speed; Resin synthesized by this product, can be used as rubber adhesive, ink, coating; Production of polychlorocyclopentadiene pesticides (such as Aldrin, Di's agent, chlordane, heptachlor, etc.); also used as a fragrance (e. G. Tricyclodecyl acetate) Flame retardants (such as chlordane anhydride), polyester and other raw materials; The four hydride of this product is the high energy fuel of the rocket and jet engine. for the manufacture of metal organic compounds, ferrocene, pesticides, monosodium glutamate and petroleum resin, etc. cyclopentadiene dimer (or cyclopentadiene) the main uses are:(1) it is used as the third component of ethylene-propylene copolymer (EPDM);(2) it is used as a raw material for synthesizing ethylnorbornene (ENB);(3) it is reacted with maleic anhydride to obtain Norbornene dianhydride, used as raw materials of epoxy resin curing agent, polyester resin, alkyd resin, insecticide;(4) hexachlorocyclopentadiene, hexachloromethylene hydrogenated phthalic anhydride of hexachloromethylene, as a flame retardant for synthetic resin;(5) dicyclopentadiene for tung oil, linseed oil, soybean oil, fish oil, etc., can accelerate the drying, improve water resistance, alkali resistance;(6) dicyclopentadiene resin can be used as rubber adhesives, pressure-sensitive adhesives, hot-melt adhesives, inks, coatings, etc; (8) cyclopentene obtained by partial hydrogenation of cyclopentadiene, and then polymerized to obtain 1, 5-trans polycyclopentene;(9) cyclopentadiene is a raw material for the production of Aldrin, Diels class pesticides;(10) cyclopentadiene is also used in drug synthesis. For example, the intermediate α-cyclopentadienyl methyl mandelate of gastric Changle is obtained by the addition of methyl phenylacetonate and cyclopentadiene;(11) it is used as a high-energy fuel after hydrogenation. it can be used as the third monomer of ethylene-propylene rubber. For the synthesis of ethylene norbornene, also used as Ethylene Propylene Rubber third monomer. The reaction with maleic anhydride gives Norbornene dianhydride, which is used as an epoxy resin curing agent. Dicyclopentadiene on tung oil, linseed oil, soybean oil, fish oil modification, can accelerate the drying, improve water resistance, alkali resistance. Raw materials for the production of cyclopentadiene resins, paints and coatings. After hydrogenation, it is used as a high-energy fuel. It is mainly used in medicine, pesticide, synthetic resin, perfume, synthetic rubber and other fields. Can be used for the production of adamantane, 2-chloro-5-chloromethylpyridine, metallocene, glutaraldehyde, carbamate, epoxy resin curing agent, flame retardant, dicyclopentadiene chloride (insecticide) and so on. cyclopentadiene and dicyclopentadiene can be used for self-polymerization to produce various grades of petroleum resins. Copolymers of cyclopentadiene or dicyclopentadiene with various monomers are fully rubbers, resin inks, coatings, adhesives and sizing materials. dicyclopentadiene has active chemical properties and can be used as high energy fuel. Through a variety of chemical reactions, can produce metal derivatives, epoxy resins, polymers, norbornene compounds, adamantane, glutaraldehyde, perfume, pharmaceutical and Other Fine Chemicals for the preparation of sulfamethoxine, sulfamethoxazole and other sulfa drugs |
| preparation method | a method for preparing high-purity dicyclopentadiene, mainly including the following steps 1) A certain amount of crude dicyclopentadiene and diluent are added to the mixing tank, and the mass ratio of dicyclopentadiene to diluent is (1-4): 1. 2) The diluted dicyclopentadiene raw material obtained in step 1) is driven into the Depolymerization and rectification tower kettle by the metering pump; Under normal pressure, dicyclopentadiene depolymerization reaction takes place in the tower kettle to produce cyclopentadiene, the theoretical plate number of the Depolymerization and rectification column is 10~40, the column temperature is 160~200 ℃, the reflux ratio is 0.5~5, and the depolymerization time is 1~3H, the cyclopentadiene produced by depolymerization is purified by rectification in the Upper rectification column, and the high-purity cyclopentadiene product is obtained at the top of the column, and the kettle liquid of the column is continuously removed. 3) the cyclopentadiene obtained at the top of the column in step 2) is subjected to a one-tube reactor to dimerize cyclopentadiene to produce dicyclopentadiene at a reaction pressure of 0.1-1.5MPa and a reaction temperature of 40-120 ℃, the residence time was 4-10H. |
| Méthode de production | The light benzene fraction of coal tar was distilled, and the benzene head fraction of <70 ° C was cut, which contains about 30% cyclopentadiene, and then by heating, polymerization, distillation to obtain dicyclopentadiene. The C5 fraction in the hydrocarbon cracking industry is used as a raw material, which is obtained by heating dimerization and then performing vacuum distillation separation. Secondly, using cyclopentadiene as raw material, it can also be obtained by dimerization. |
| Catégorie | flammable liquid |
| Classe de toxicité | Haute toxicité |
| Toxicité aiguë | oral-rat LD50: 353 mg/kg; Oral-mouse LD50: 190 mg/kg |
| stimulation data | Skin-rabbits 10 mg/24 h severe; eye-rabbit 500 mg/24 h mild |
| explosive hazard characteristics | explosive when mixed with air |
| caractéristiques de danger d'inflammabilité | flammable in case of open flame, high temperature and oxidant; combustion-induced smoke |
| Caractéristiques de stockage et de transport | The warehouse is ventilated and dried at low temperature; It is stored separately from the oxidant; It is not suitable for long storage, to prevent aggregation |
| Agent extincteur | dry powder, dry sand, carbon dioxide, foam, 1211 extinguishing agent |
| Occupational Standard | TWA 30 mg/m3; Tel 54 mg/m3 |
| Température d'auto - inflammation | 503°C |
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