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Merck
CN

36691

Sigma-Aldrich

Dicyclopentadiene

purum, ≥95.0% (GC)

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:
Molecular Weight:
132.20
Beilstein:
1904092
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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grade

purum

Assay

≥95.0% (GC)

contains

~0.05% 2,6-di-tert.-butyl-4-methylphenol as stabilizer

refractive index

n20/D 1.511

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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Other Notes

Preparation of cyclopentadiene
This product has been replaced by 35170-ALDRICH | 2,4-Dichloroaniline ≥97.0% (GC)

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 2

Flash Point(F)

89.6 °F - closed cup

Flash Point(C)

32 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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R.B. Moffett
Organic Syntheses, IV, 238-238 (1963)
S E Barnes et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 61(13-14), 2946-2952 (2005-09-17)
The cure of polydicyclopentadiene conducted by ring-opening metathesis polymerisation in the presence of a Grubbs catalyst was studied using non-invasive Raman spectroscopy. The spectra of the monomer precursor and polymerised product were fully characterised and all stages of polymerisation monitored.
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
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)

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