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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:
77-73-6
Molecular Weight:
132.20
Beilstein/REAXYS Number:
1904092
EC Number:
201-052-9
MDL number:
MFCD00078246
UNSPSC Code:
12352100
PubChem Substance ID:
329755455

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

This product has been replaced by 35170-ALDRICH | 2,4-Dichloroaniline ≥97.0% (GC)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

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_germany

WGK 2

flash_point_f

89.6 °F - closed cup

flash_point_c

32 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
1362352
1337541
384772/1
354028/1
1319510

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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.
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
Gerald O Wilson et al.
ACS applied materials & interfaces, 3(8), 3072-3077 (2011-07-07)
Dimethylnorbornene ester (DNE) is successfully used as a noncovalent adhesion promoter. DNE was confirmed to copolymerize with dicyclopentadiene (DCPD) to yield a copolymer with better adhesion to an EPON 828 epoxy matrix relative to poly(DCPD) alone. The mechanical properties of
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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