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454338

Dicyclopentadiene

contains BHT as stabilizer

Synonym(s):

4,7-Methano-3a,4,7,7a-tetrahydroindene, Cyclopentadiene dimer, DCPD

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About This Item

Empirical Formula (Hill Notation):
C10H12
CAS Number:
77-73-6
Molecular Weight:
132.20
NACRES:
NA.22
PubChem Substance ID:
24868570
UNSPSC Code:
12352100
EC Number:
201-052-9
MDL number:
MFCD00078246
Beilstein/REAXYS Number:
1904092
Assay:
≥96.0%
Form:
liquid
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assay

≥96.0%

form

liquid

contains

BHT as stabilizer

bp

170 °C ((lit.)), 170 °C (lit.)

mp

33 °C ((lit.)), 33 °C (lit.)

solubility

water: slightly soluble 0.02 g/L at 25 °C

density

0.986 g/mL at 25 °C ((lit.)), 0.986 g/mL at 25 °C (lit.)

SMILES string

C1C=CC2C3CC(C=C3)C12

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], 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

InChI key

[HECLRDQVFMWTQS-AFWXGSBKSA-N], HECLRDQVFMWTQS-AFWXGSBKSA-N

General description

Dicyclopentadiene(DCPD) is a dimer of cyclopentadiene composed of two unsaturated double bonds(one in the norbornene ring and one in the cyclopentene ring). DCPT is used inpolymers by itself and with other hydrocarbons. It is also employed in pharmaceuticals,elastomers, polycarbonates, and polyester resins.

Application

Dicyclopentadiene may be used:
  • In the preparation of CF/p-DCPD ((carbon fiber/ poly-dicyclopentadiene) composites by VARTM (vacuum-assisted resin transfer molding) process.
  • In the preparation of η5-cyclopentadienyltris(dimethylamido)zirconium catalyst.
  • In the synthesis of cellulose – maleic anhydride– dicyclopentadiene copolymer matrix by free radical polymerization.

Features and Benefits

DCPD has the following advantages over orthophthalic andisophthalic polyesters:
  • Low shrinkage
  • Cost-effective
  • Reduced emissions of styrene
  • Fast curing in thin layers.

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Danger

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

89.6 °F - closed cup

flash_point_c

32 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

454338-100G:4.54817395507E12 + 454338-1KG:4.548173360904E12 + 454338-2.5KG:4.548173360911E12 + 454338-500G:4.548173955087E12

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Certificates of Analysis (COA)

Lot/Batch Number
07603DJ
05211AJ
11201PH
08601KH
07125DH

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Articles

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Sebastijan Kovačič et al.
ACS applied materials & interfaces, 6(21), 19075-19081 (2014-10-22)
Zinc(II) oxide nanoparticles were used for the stabilization of dicyclopentadiene (DCPD)-water-based high internal phase emulsions (HIPEs), which were subsequently cured using ring-opening metathesis polymerization (ROMP). The morphology of the resulting ZnO-pDCPD nanocomposite foams was investigated in correlation to the nanoparticle
Frontal ring-opening metathesis polymerization of dicyclopentadiene.
Mariani A, et al.
Macromolecules, 34(19), 6539-6541 (2001)
Anna Kozłowska et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(43), 14120-14125 (2014-09-11)
Cyclic Ru-phenolates were synthesized, and these compounds were used as olefin metathesis catalysts. Investigation of their catalytic activity pointed out that, after activation with chemical agents, these catalysts promote ring-closing metathesis (RCM), enyne and cross-metathesis (CM) reactions, including butenolysis, with
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