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Pentene

From Wikipedia, the free encyclopedia
(Redirected fromIsopentene)
Straight chain pentenes
1-Pentene
cis-2-Pentene
trans-2-Pentene
Names
IUPAC names
Pent-1-ene
cis-Pent-2-ene
trans-Pent-2-ene
Other names
amylene,n-amylene,n-pentene, beta-n-amylene,sym-methylethylethylene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.042.636Edit this at Wikidata
EC Number
  • 246-916-6 (1-pentene)

    273-308-8 (cis-2-pentene)

    271-255-5 (trans-2-pentene)
UNII
  • (1-pentene): InChI=1S/C5H10/c1-3-5-4-2/h3H,1,4-5H2,2H3
    Key: YWAKXRMUMFPDSH-UHFFFAOYSA-N
  • (cis-2-pentene): InChI=1S/C5H10/c1-3-5-4-2/h3,5H,4H2,1-2H3/b5-3-
    Key: QMMOXUPEWRXHJS-HYXAFXHYSA-N
  • (trans-2-pentene): InChI=1S/C5H10/c1-3-5-4-2/h3,5H,4H2,1-2H3/b5-3+
    Key: QMMOXUPEWRXHJS-HWKANZROSA-N
  • (1-pentene): CCCC=C
  • (cis-2-pentene): CC/C=C\C
  • (trans-2-pentene): CC/C=C/C
Properties
C5H10
Molar mass70.135 g·mol−1
Density0.64 g/cm3 (1-pentene)[1]
Melting point−165.2 °C (−265.4 °F; 108.0 K) (1-pentene)[1]
Boiling point30 °C (86 °F; 303 K) (1-pentene)[1]
−53.7·10−6 cm3/mol
Hazards
Safety data sheet (SDS)MSDS
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Pentenes arealkenes with thechemical formulaC
5
H
10
. Each molecule contains onedouble bond within its molecular structure. Six different compounds are in this class, differing from each other by whether thecarbon atoms are attached linearly or in a branched structure and whether thedouble bond has acis ortrans form.

Straight-chain isomers

[edit]

1-Pentene is analpha-olefin. Most often, 1-pentene is made as a byproduct ofcatalytic orthermal cracking ofpetroleum or during the production ofethylene andpropylene via thermal cracking of hydrocarbon fractions.

As of 2010s, the only commercial manufacturer of 1-pentene wasSasol Ltd., where it is separated from crude by theFischer-Tropsch process.[2]

2-Pentene has two geometric isomers:cis-2-pentene andtrans-2-pentene.Cis-2-Pentene is used inolefin metathesis.

Branched-chain isomers

[edit]

The branched isomers are 2-methylbut-1-ene, 3-methylbut-1-ene (isopentene), and2-methylbut-2-ene (isoamylene).

Isoamylene is one of the three main byproducts ofdeep catalytic cracking (DCC), which is very similar to the operation offluid catalytic cracking (FCC). The DCC usesvacuum gas oil (VGO) as a feedstock to produce primarilypropylene,isobutylene, and isoamylene. The rise in demand forpolypropylene has encouraged the growth of the DCC, which is operated very much like the FCC. Isobutylene and isoamylene feedstocks are necessary for the production of the much debated gasoline blending componentsmethyltert-butyl ether andtert-amyl methyl ether.

Production of fuels

[edit]

Propylene, isobutene, and amylenes are feedstocks in thealkylation units of refineries. Using isobutane, blendstocks are generated with high branching for good combustion characteristics. Amylenes are valued as precursors to fuels, especially aviation fuels of relatively low volatility, as required by various regulations.[3]

References

[edit]
  1. ^abcRecord in theGESTIS Substance Database of theInstitute for Occupational Safety and Health
  2. ^"RSA Olefins | cChange".www.cchange.ac.za. Retrieved2017-10-19.
  3. ^Bipin V. Vora; Joseph A. Kocal; Paul T. Barger; Robert J. Schmidt; James A. Johnson (2003). "Alkylation".Kirk-Othmer Encyclopedia of Chemical Technology.doi:10.1002/0471238961.0112112508011313.a01.pub2.ISBN 0-471-23896-1.
Alkenes
Preparations
Reactions
Alkali metal
(Group 1) hydrides
Alkaline (Group 2)
earth hydrides
Monohydrides
Dihydrides
Group 13
hydrides
Boranes
Alanes
Gallanes
Indiganes
Thallanes
Nihonanes(predicted)
  • NhH
  • NhH3
  • Nh2H6
  • NhH5
Group 14 hydrides
Hydrocarbons
Silanes
Silenes
Silynes
Germanes
Stannanes
Plumbanes
Flerovanes(predicted)
  • FlH
  • FlH2
  • FlH4
Pnictogen
(Group 15) hydrides
Azanes
Azenes
Phosphanes
Phosphenes
Arsanes
Stibanes
Bismuthanes
Moscovanes
Hydrogen
chalcogenides
(Group 16 hydrides)
Polyoxidanes
Polysulfanes
Selanes
Tellanes
Polanes
Livermoranes
Hydrogen halides
(Group 17 hydrides)
  • HF
  • HCl
  • HBr
  • HI
  • HAt
  • HTs(predicted)
  • Transition
    metal hydrides
    Lanthanide hydrides
    Actinide hydrides
    Exotic matter hydrides
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