| Identification | More | [Name]
Dicyclopentadiene | [CAS]
77-73-6 | [Synonyms]
1,3-cyclopentadiene dimer
3A,4,7,7A-TETRAHYDRO-4,7-METHANE-1H-INDENE
3A,4,7,7A-TETRAHYDRO-4,7-METHANO-1H-INDENE
3A,4,7,7A-TETRAHYDRO-4,7-METHANOINDENE
4,7-METHANO-3A,4,7,7A-TETRAHYDROINDENE
4，7-Methylene-4，7，8，9-tetrahydroindene
CYCLOPENTADIENE DIMER
DCPD
DICYCLOPENTADIENE
TRICYCLO[5.2.1.02,6]DECA-3,8-DIENE
1,3-cpd
3,4,7,7-Tetrahydro-4,7-methano-1H-indene
3a,4,7,7a-tetrahydro-7-methano-1h-indene
3a,4,7,7a-tetrahydro-7-methanoindene
4,7-methano-1H-indene,3a,4,7,7a-tetrahydro-
4,7-methano-3a,4,7,7a-tetrahydro-1H-indene
4,7-Methanoindene, 3a,4,7,7a-tetrahydro-
7-Methano-1H-indene,3a,4,7,7a-tetrahydro-4
alpha-dicyclopentadiene(endoform)
Bicyclopentadiene | [EINECS(EC#)]
201-052-9 | [Molecular Formula]
C10H12 | [MDL Number]
MFCD00078246 | [Molecular Weight]
132.2 | [MOL File]
77-73-6.mol |
| Chemical Properties | Back Directory | [Appearance]
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). | [Melting point ]
33 °C(lit.)
| [Boiling point ]
170 °C(lit.)
| [density ]
0.986 g/mL at 25 °C(lit.)
| [vapor pressure ]
3 hPa (20 °C) | [refractive index ]
n20/D 1.511
| [Fp ]
114 °F
| [storage temp. ]
Flammables area | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [color ]
Clear | [Specific Gravity]
0.968 | [Odor]
Camphor-like. | [Stability:]
Stable at room temperature, but may form explosive peroxides if stored in contact with air. Incompatible with oxidizing agents. Decomposes on heating. Flammable. Mixtures of the vapour with air are explosive. | [explosive limit]
0.8-6.3%(V) | [Water Solubility ]
Immiscible with water. | [FreezingPoint ]
31.5℃ | [Hydrolytic Sensitivity]
4: no reaction with water under neutral conditions | [Merck ]
14,2739 | [BRN ]
1904092 | [Dielectric constant]
2.4900000000000002 | [Exposure limits]
ACGIH: TWA 0.5 ppm; STEL 1 ppm
NIOSH: TWA 5 ppm(30 mg/m3) | [InChIKey]
HECLRDQVFMWTQS-UHFFFAOYSA-N | [LogP]
3.300 (est) | [CAS DataBase Reference]
77-73-6(CAS DataBase Reference) | [NIST Chemistry Reference]
4,7-Methano-1H-indene, 3a,4,7,7a-tetrahydro-(77-73-6) | [Storage Precautions]
Store under inert gas | [EPA Substance Registry System]
77-73-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xn,N | [Risk Statements ]
R11:Highly Flammable.
R20/22:Harmful by inhalation and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2048 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
PC1050000
| [Autoignition Temperature]
503 °C | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29021990 | [Safety Profile]
Poison by ingestion and
intraperitoneal routes. Moderately toxic by
inhalation. Mildly toxic by skin contact. A
severe skin and moderate eye irritant.
Dangerous fire hazard when exposed to heat
or flame; can react with oxidizing materials.
To fight fire, use alcohol foam. When
heated to decomposition it emits acrid
smoke and fumes. | [Hazardous Substances Data]
77-73-6(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 353 mg/kg LD50 dermal Rabbit 4940 mg/kg |
| Hazard Information | Back Directory | [General Description]
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. | [Reactivity Profile]
DICYCLOPENTADIENE(77-73-6) may react vigorously with oxidizing agents. May react 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. | [Air & Water Reactions]
Highly flammable. Insoluble in water. | [Health Hazard]
LIQUID OR SOLID: Irritating to skin and eyes. | [Potential Exposure]
This compound is used in the
manufacture of cyclopentadiene as a pesticide intermediate;
in the production of ferrocene compounds; in paints,
varnishes, and resin manufacture; in production of elastomers, resin systems, and polymers. | [Fire Hazard]
FLAMMABLE. Flashback along vapor trail may occur. Vapor may explode if ignited in an enclosed area. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit | [Shipping]
UN2048 Dicyclopentadiene must carry a
“FLAMMABLE LIQUID” label. It falls in Hazard Class 3 | [Incompatibilities]
Forms explosive mixture with air above
flash point. Depolymerizes at boiling point and forms two
molecules of cyclopentadiene; unless inhibited and maintained under inert atmosphere to prevent polymerization.
Violent reaction with strong oxidizers; strong acids; strong
bases. Can accumulate static electrical charges, and may
cause ignition of its vapors | [Description]
Cyclopentadiene is a crystalline solid or a liquid (above 32℃) with a disagreeable, camphor-like odor.The odor threshold is 0.011 (detectable); 0.020 ppm (recog_x005fnizable). Molecular weight=132.22; Boilingpoint=decomposes at 172.2℃; Freezing/Melting point 532℃; Vapor pressure=1.4 mmHg at 20℃; Flash point =32℃; Autoignition temperature=503℃. HazardIdentification (based on NFPA-704 M Rating System):Health 1, Flammability 3, Reactivity 1. Explosive limits:LEL=0.8; UEL=6.3. Practically insoluble in water;solubility=0.02%. | [Chemical Properties]
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).
cyclopentadiene, 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.
| [Waste Disposal]
Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal,
state, and local environmental regulations must be observed. | [Uses]
As a chemical intermediate in the manufacture
of pesticides; in the production of
resin coatings, adhesives, and fuel additives | [Uses]
Dicyclopentadiene or DCPD is the dimer of cyclopentadiene (CPD) formed by a DielsAlder addition reaction. DCPD 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. | [Uses]
It 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. It is applied in the
form of impregnated strip on deciduous and coniferous trees,
or by spraying around ornamental plants and shrubs. | [Application]
Dicyclopentadiene is mainly used in pharmaceuticals, pesticides, synthetic resins, spices, synthetic rubber and other fields. It can be used to produce adamantane, 2-Chloro-5-chloromethylpyridine, metallocene, glutaraldehyde, carbamate, epoxy resin curing agent, flame retardant, dicyclopentadiene chloride (insecticide), etc. | [Definition]
ChEBI: Dicyclopentadiene is a cyclic olefin. | [Preparation]
Dicyclopentadiene is formed by the spontaneous dimerization of cyclopentadiene by Diels-Alder reaction insolution. | [Production Methods]
Dicyclopentadiene is produced by recovery from hydrocarbon streams from high temperature cracked petroleum fractions. It is also a by-product of the coke oven industry. Cyclopentadiene polymerizes to dicyclopentadiene on standing. | [Production Methods]
Dicyclopentadiene is produced by thermal cracking of petrochemical
feedstocks or as a by-product of the coke oven
industry. It is also formed by spontaneous dimerization
of cyclopentadiene. | [Chemical Reactivity]
Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: May occur in presence of acids, but not hazardous; Inhibitor of Polymerization: Not pertinent. | [Carcinogenicity]
Undiluted dicyclopentadiene caused minor
irritation when applied to the skin of rabbits,
and only trace injury occurred when instilled in
the eye.
Dicyclopentadiene has a camphorlike
odor with a 100% recognition threshold of
0.02ppm; however, there may not be noticeable
irritation below 10ppm.
The 2003 ACGIH threshold limit valuetime-
weighted average (TLV-TWA) for dicyclopentadiene
is 5ppm (27mg/m3). | [storage]
Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.May form peroxides in storage. Prior to working with thischemical you should be trained on its proper handling andstorage. Before entering confined space where this chemicalmay be present, check to make sure that an explosive concentration does not exist. Store in tightly closed containersin a cool, well-ventilated area away from oxidizing materials, strong acids, and strong bases. Sources of ignition, suchas smoking and open flames, are prohibited where thischemical is used, handled, or stored in a manner that couldcreate a potential fire or explosion hazard. Metal containersinvolving the transfer of=gallons or more of this chemicalshould be grounded and bonded. Drums must be equippedwith self-closing valves, pressure vacuum bungs, and flamearresters. Use only nonsparking tools and equipment, especially when opening and closing containers of thischemical. |
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