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Merck
CN

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

Key Documents

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Product Name

Dicyclopentadiene, contains BHT as stabilizer

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

SMILES string

C1C=CC2C3CC(C=C3)C12

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.)

Quality Level

200

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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.

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.

signalword

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 Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCX9553
MKCR6199
MKCR2443
0000073517
0000073646

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Frontal ring-opening metathesis polymerization of dicyclopentadiene.
Mariani A, et al.
Macromolecules, 34(19), 6539-6541 (2001)
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
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
Morphological and mechanical evaluation of hybrid organic-inorganic thermoset copolymers of dicyclopentadiene and mono-or tris (norbornenyl)-substituted polyhedral oligomeric silsesquioxanes.
Constable GS, et al.
Macromolecules, 37(4), 1276-1282 (2004)
Andre H St Amant et al.
Journal of the American Chemical Society, 141(34), 13619-13624 (2019-08-08)
Herein, we report the development of a scalable and synthetically robust building block based on norbornadiene (NBD) that can be broadly incorporated into a variety of macromolecular architectures using traditional living polymerization techniques. By taking advantage of a selective and
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