The Full Wiki

Dicyclopentadiene: Wikis

Advertisements
  

Note: Many of our articles have direct quotes from sources you can cite, within the Wikipedia article! This article doesn't yet, but we're working on it! See more info or our list of citable articles.

Encyclopedia

From Wikipedia, the free encyclopedia

Dicyclopentadiene[1]
Identifiers
CAS number 77-73-6 Yes check.svgY
SMILES
Properties
Molecular formula C10H12
Molar mass 132.20 g/mol
Density 0.98 g/cm3
Melting point

32.5 °C

Boiling point

170 °C

Hazards
NFPA 704
NFPA 704.svg
3
1
1
Flash point 32 °C
 Yes check.svgY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Dicyclopentadiene, abbreviated DCPD, is a chemical compound with formula C10H12. At room temperature, it is a white crystalline solid with a camphor-like odor. Its energy density is 10,975 Wh/l. Dicyclopentadiene is coproduced in large quantities in the steam cracking of naphtha and gas oils to ethylene. The major use is resins, particularly unsaturated polyester resins. It is also used in inks, adhesives, and paints.

The top seven suppliers worldwide together had an annual capacity in 2001 of 395 million pounds (179 gigagrams).[2]

Reactivity

When heated above 100 °C, dicyclopentadiene undergoes a retro-Diels-Alder reaction to yield cyclopentadiene, a compound important in both organic and inorganic chemistry.[citation needed] The reaction is reversible and at room temperature cyclopentadiene slowly dimerizes to reform dicyclopentadiene.

Hydrogenation of dicyclopentadiene gives endo-tetrahydrodicyclopentadiene which on reaction with aluminium chloride at elevated temperature rearranges to adamantane.[3]

Dicyclopentadiene is a monomer in polymerization reactions for example as copolymer with ethylene or styrene utilizing only the norbornene double bond.[4]. Polydicyclopentadiene is the homopolymer.

References

  1. ^ Merck Index, 11th Edition, 2744.
  2. ^ Chemical Profiles-Dicyclopentadiene
  3. ^ Organic Syntheses, Coll. Vol. 5, p.16 (1973); Vol. 42, p.8 (1962). Link
  4. ^ Scandium-Catalyzed Copolymerization of Ethylene with Dicyclopentadiene and Terpolymerization of Ethylene, Dicyclopentadiene, and Styrene Xiaofang Li and Zhaomin Hou Macromolecules; 2005; 38(16) pp 6767 - 6769; (Communication to the Editor) doi:0.1021/ma051323o

External links

Advertisements

Advertisements






Got something to say? Make a comment.
Your name
Your email address
Message