ChemicalBook--->CAS DataBase List--->77-73-6

77-73-6

77-73-6 Structure

77-73-6 Structure
IdentificationMore
[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 PropertiesBack 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
[Henry's Law Constant]

1.6×10-4 mol/(m3Pa) at 25℃, HSDB (2015)
[Dielectric constant]

2.4900000000000002
[Exposure limits]

ACGIH: TWA 0.5 ppm; STEL 1 ppm
NIOSH: TWA 5 ppm(30 mg/m3)
[InChI]

1S/C10H12/c1-2-9-7-4-5-8(6-7)10(9)3-1/h1-2,4-5,7-10H,3,6H2/t7-,8+,9?,10?/m0/s1
[InChIKey]

HECLRDQVFMWTQS-UHFFFAOYSA-N
[SMILES]

C1C=CC2C3CC(C=C3)C12
[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)
[ECETOC JACC REPORT]

Dicyclopentadiene (77-73-6)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Skull and Crossbones (GHS06)Environment (GHS09)
GHS02,GHS06,GHS09
[Signal word ]

Danger
[Hazard statements ]

H225-H302-H315-H319-H330-H335-H410
[Precautionary statements ]

P210-P273-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
[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 .
[OEB]

A
[OEL]

TWA: 5 ppm (30 mg/m3)
[RIDADR ]

UN 2048 3/PG 3
[WGK Germany ]

3
[RTECS ]

PC1050000
[Autoignition Temperature]

503 °C
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

29021990
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 2 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1,3-Cyclopentadiene-->COAL TAR-->light benzol
[Preparation Products]

1,3-Cyclopentadiene-->Cyclopentene-->1,1'-Bis(diphenylphosphino)ferrocene-->3-CYCLOPENTENE-1-OL-->1-Adamantanamine hydrochloride-->Methyl-5-norbornene-2,3-dicarboxylic anhydride-->2-Azabicyclo[2.2.1]hept-5-en-3-one-->Adamantane-->Regenerated rubber-->SODIUM CYCLOPENTADIENIDE-->5-ETHYLIDENE-2-NORBORNENE-->Chromocene-->2,2'-DIPYRIDYLAMINE-->5-NORBORNEN-2-YL ACETATE
Hazard InformationBack 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.
[Mechanism of action]

Various routes, acts as a repellent via odour but is also a stomach and vapour toxin
[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.
[Toxics Screening Level]

The initial threshold screening level (ITSL) for dicyclopentadiene is 1 μg/m3 based on an annual averaging time.
[Pesticide Type]

Plant Growth Regulator; Repellent
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

DCPD(77-73-6).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Dicyclopentadiene(77-73-6)MS
Dicyclopentadiene(77-73-6)1HNMR
Dicyclopentadiene(77-73-6)13CNMR
Dicyclopentadiene(77-73-6)IR1
Dicyclopentadiene(77-73-6)IR2
Dicyclopentadiene(77-73-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Dicyclopentadiene, stabilized, 95%(77-73-6)
[Alfa Aesar]

Dicyclopentadiene, typically 95%, stab.(77-73-6)
[Sigma Aldrich]

77-73-6(sigmaaldrich)
[TCI AMERICA]

Dicyclopentadiene  (stabilized with BHT) [precursor to Cyclopentadiene],>97.0%(GC)(77-73-6)
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