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Merck
CN

112798

Sigma-Aldrich

Dicyclopentadiene

95% dicyclopentadiene basis

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
Beilstein:
1904092
EC Number:
201-052-9
MDL number:
MFCD00078246
UNSPSC Code:
12352200
PubChem Substance ID:
329749346

Key Documents

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Assay

95% dicyclopentadiene basis

contains

200 ppm p-tert-butylcatechol as inhibitor

bp

170 °C (lit.)

mp

33 °C (lit.)

density

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

InChI key

HECLRDQVFMWTQS-AFWXGSBKSA-N

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Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

89.6 °F - closed cup

Flash Point(C)

32 °C - closed cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
00307CW
03408EY
03112JN
02303LY
01219LX

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L G Stehmeier et al.
Biodegradation, 10(2), 135-148 (1999-08-31)
Dicyclopentadiene (DCPD) is formed during the pyrolysis of alkanes to produce olefins suitable for manufacturing synthetic polymers. DCPD has an irritating odor with a 5 ppb detection level that provides the impetus for remediation efforts. One method of destroying odors
Abhinaba Gupta et al.
Chemical communications (Cambridge, England), 47(37), 10236-10238 (2011-08-23)
Thimbles composed of polydicyclopentadiene retained Pd and phosphines used in Buchwald-Hartwig and Sonogashira coupling reactions but allowed the products to permeate. The products were isolated in high yields on the exteriors of the thimbles with no detectable contamination from phosphine
Aaron C Jackson et al.
Macromolecular rapid communications, 32(1), 82-87 (2011-03-25)
A generalized silica coating scheme is used to functionalize and protect sub-micron and micron size dicyclopentadiene monomer-filled capsules and polymer-protected Grubbs' catalyst particles. These capsules and particles are used for self-healing of microscale damage in an epoxy-based polymer. The silica
Metal-mediated retro Diels-Alder of dicyclopentadiene derivatives: a convenient synthesis of [(Cp-R)M(CO)3] (M = 99mTc, Re) complexes.
Yu Liu et al.
Journal of the American Chemical Society, 130(5), 1554-1555 (2008-01-12)
Timothy C Mauldin et al.
Journal of the Royal Society, Interface, 4(13), 389-393 (2007-01-26)
While original epoxy resin-based self-healing systems used the commercially available endo-isomer of dicyclopentadiene (DCPD), the exo-stereoisomer is known to have much faster olefin metathesis reaction rates with first-generation Grubbs' catalyst. Here, we measure the energy to failure of healed specimens
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