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Dicyclopentadiene

CAS No.
77-73-6
Chemical Name:
Dicyclopentadiene
Synonyms
DCPD;C10H12;Dicyclopentadien;CYCLOPENTADIENE DIMER;3A,4,7,7A-TETRAHYDRO-4,7-METHANOINDENE;Dicyclpentadiene;Bicyclopentadiene;1,3-cyclopentadiene dimer;DicycL;1,3-cpd
CBNumber:
CB3854309
Molecular Formula:
C10H12
Molecular Weight:
132.2
MDL Number:
MFCD00078246
MOL File:
77-73-6.mol
MSDS File:
SDS
Last updated:2024-11-22 20:27:16

Dicyclopentadiene Properties

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
Flash point 114 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid
color Clear
Specific Gravity 0.968
Odor Camphor-like.
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)
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.
InChIKey HECLRDQVFMWTQS-UHFFFAOYSA-N
LogP 3.300 (est)
Indirect Additives used in Food Contact Substances DICYCLOPENTADIENE
CAS DataBase Reference 77-73-6(CAS DataBase Reference)
EWG's Food Scores 2
FDA UNII 88Z4HUV8LI
NIST Chemistry Reference 4,7-Methano-1H-indene, 3a,4,7,7a-tetrahydro-(77-73-6)
EPA Substance Registry System Dicyclopentadiene (77-73-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
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,T
Risk Statements  11-20/22-36/37/38-51/53-23-22-10
Safety Statements  36/37-61-45-26
RIDADR  UN 2048 3/PG 3
OEB A
OEL TWA: 5 ppm (30 mg/m3)
WGK Germany  3
RTECS  PC1050000
Autoignition Temperature 503 °C
TSCA  Yes
HazardClass  3
PackingGroup  III
HS Code  29021990
Toxicity LD50 orally in Rabbit: 353 mg/kg LD50 dermal Rabbit 4940 mg/kg
NFPA 704
3
3 1

Dicyclopentadiene price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.03038 Dicyclopentadiene (stabilised) for synthesis 77-73-6 100mL $36.8 2024-03-01 Buy
Sigma-Aldrich 8.03038 Dicyclopentadiene (stabilised) for synthesis 77-73-6 1L $41.4 2024-03-01 Buy
Sigma-Aldrich 8.03038 Dicyclopentadiene (stabilised) for synthesis 77-73-6 2.5L $69.1 2024-03-01 Buy
Sigma-Aldrich 454338 Dicyclopentadiene contains BHT as stabilizer 77-73-6 1kg $106 2024-03-01 Buy
Sigma-Aldrich 454338 Dicyclopentadiene contains BHT as stabilizer 77-73-6 2.5kg $195 2024-03-01 Buy
Product number Packaging Price Buy
8.03038 100mL $36.8 Buy
8.03038 1L $41.4 Buy
8.03038 2.5L $69.1 Buy
454338 1kg $106 Buy
454338 2.5kg $195 Buy

Dicyclopentadiene Chemical Properties,Uses,Production

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

Dicyclopentadiene (DCPC) is a dimer of cyclopentadiene. First heating is used to copolymerize cyclopentadiene into dicyclopentadiene, dicyclopentadiene is separated from other light components (boiling point <45°C) by distillation, and then other required dienes, monocyclopentadiene are separated by solvent extraction. Alkene and saturated hydrocarbon components. High-purity dicyclopentadiene is a colorless crystal at room temperature. When it contains impurities, it is a light yellow oily liquid with a pungent camphor smell. It is insoluble in water and soluble in organic solvents such as alcohol and ether.
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.

Uses

Dicyclopentadiene has attracted attention as a building block for the production of modified hydrocarbon resins, which show increased reactivity in copolymerizations with drying oils and produce paint resins with improved drying rate, gloss, and hardness. dicyclopentadiene is used in the modification of tung oil, linseed oil, soybean oil, fish oil, etc., which can speed up drying and improve water resistance and alkali resistance.

Uses

Dicyclopentadiene is used in resins, particularly unsaturated polyester resins. It plays a major role in inks, adhesives and paints. It is also used as a monomer in polymerization reactions. It is a precursor for the preparation of endo-tetrahydrodicyclopentadiene, which reacts with aluminum chloride at higher temperature to give adamantine. It undergoes a retro-Diels-Alder reaction to yield cyclopentadiene, which acts as ligand in inorganic chemistry.

Preparation

Dicyclopentadiene is formed by the spontaneous dimerization of cyclopentadiene by Diels-Alder reaction insolution.

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.

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.

Definition

ChEBI: Dicyclopentadiene is a cyclic olefin.

General Description

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.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

Dicyclopentadiene 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.

Health Hazard

LIQUID OR SOLID: Irritating to skin and eyes.

Fire Hazard

FLAMMABLE. Flashback along vapor trail may occur. Vapor may explode if ignited in an enclosed area.

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.

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.

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.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

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.

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

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.

Global( 435)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Worldyang Chemical Co.,Ltd.
+86-021-56795779 +8613651600618 sales@worldyachem.com China 1243 58
Xiamen Eagle Chemical Limited Corporation
+86-5925023701 +86-18900207489 yiyunchem@163.com China 6036 58
BEYOND INDUSTRIES (CHINA) LIMITED
+86-21-52699951; +8613917686115 sales@beyondindustriesgroup.com China 699 58
Jinan Chengyuan Chemical Co. , Ltd.
+86-0531-88274992 +8615552568189 2408152070@qq.com China 10 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8810 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325 sales1@chuanghaibio.com China 5892 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 20286 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1803 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714 FandaChem@Gmail.com China 9206 55

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Dicyclopentadiene pictures 2024-11-28 Dicyclopentadiene
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US $0.00 / Kg/Drum 1KG 99% 5000mt Jinan Finer Chemical Co., Ltd
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US $50.00 / KG 200KG 99% 1000 MT Shanghai Worldyang Chemical Co.,Ltd.
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US $10.00 / KG 1KG 99% 100 mt Hebei Weibang Biotechnology Co., Ltd
DICYCLOPENTADIENE, STAB. DICYCLOPENTADIENE, 500MG, NEAT Dicyclopentadiene (DCPD) Dicyclopentadiene,Certified Cyclopentadienedimer=DCPD Dicyclopentadiene,typically95%,stab.with150-250ppmp-tert-Butylcatechol Dicyclopentadiene,99% 3a,4,7,7a-Tetrahydro-4,7-methano-1H-indene Tricyclo[5.2.1.0(2,6)]deca-3,8-diene (stabilized with BHT) [precursor to Cyclopentadiene] Dicyclopentadiene  Dicyclopentadiene contains BHT as stabilizer Dicyclopentadi 3a,4,7,7a-Te DICYCLOPENTADIENE (STABILISED) FOR SYNTH Dicyclopentadiene, stabilized with 4-tert-butylcatechol Dicyclopentadiene, typically 4,7-Methylene-4,7,8,9-tetrahydroindene 4,7-METHANO-3A,4,7,7A-TETRAHYDROINDENE 3A,4,7,7A-TETRAHYDRO-4,7-METHANE-1H-INDENE 3A,4,7,7A-TETRAHYDRO-4,7-METHANO-1H-INDENE TRICYCLO[5.2.1.02,6]DECA-3,8-DIENE 1,3-cpd alpha-dicyclopentadiene(endoform) Bis[cyclopentadiene] biscyclopentadiene dicyclopentadiene(flammableliquids,n.o.s.) Dicyklopentadien dicyklopentadien(czech) Dimer cyklopentadienu dimercyklopentadienu dimercyklopentadienu(czech) 3a,4,7,7a-tetrahydro-4,7-methano-1H-inden Dicyclopentadiene, 98%, stab. with ca 0.03% BHT Dicyclopentadiene, typically 95%, stab. with BHT Dicyclopentadiene, 90+%, stab. with 150-200ppm p-tert-butyl catechol Dicyclopentadiene (stabilized with BHT) [precursor to Cyclopentadiene] 4,7-Methano-3a,4,7,7a-tetrahydroindene, Cyclopentadiene dimer 1,3-Dicyclopentadiene dimer Dicyclopentadiene, 95%, stabilized Tricyclo[5.2.1.02,6]deca-4,8-diene Tricyclo[5.2.1.02,6]decane-3,8-diene (1R,2S,6S,7S)-Tricyclo[5.2.1.02,6]deca-4,8-diene (1S,2S,6S,7R)-Tricyclo[5.2.1.02,6]deca-3,8-diene (1α,2S,6S,7α)-Tricyclo[5.2.1.02,6]deca-3,8-diene (1β,2β,6β,7β)-Tricyclo[5.2.1.02,6]deca-4,8-diene Dicyclopentadiene, stabilized with 100-200 ppM 4-tert-Butylcatechol, 95% 100ML Dicyclopentadiene, stabilized with 100-200 ppM 4-tert-Butylcatechol, 95% 1LT Dicyclopentadiene, stabilized with 100-200 ppM 4-tert-Butylcatechol, 95% 2.5LT DICYCLOPENTADIENE Dicyclopentadiene, 90+%, stab. with 4-tert-butylcatechol Dicyclopentadiene,95%,stabilized with 100-200ppm 4-tert-Butylcatechol Dicyclopentadiene, typically 95%, stab. Dicyclopentadiene,4,7-Methano-3a,4,7,7a-tetrahydroindene, Cyclopentadiene dimer Dicyclopentadiene, tech. 90% Dicyclopentadiene, stabilized with 100-200 ppm 4-tert-Butylcatechol, 95% 3a,4,7,7a-Tetrahydro-1H-4,7-methano-indene 3,4,7,7-Tetrahydro-4,7-methano-1H-indene 3a,4,7,7a-tetrahydro-7-methano-1h-indene