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{{Short description|Organic molecule with the formula C6H12}}
{{distinguish|hexane}}
{{distinguish|hexane|hexen (disambiguation){{!}}hexen}}
⚫
'''Hexene''' is an [[alkene]] with a molecular formula [[C6H12|C<sub>6</sub>H<sub>12</sub>]]. The prefix "hex" is derived from the fact that there are 6 carbon atoms in the molecule, while the "[[-ene]]" suffix denotes that there is an [[alkene]] present--two carbon atoms are connected via a double bond. There are several [[isomer]]s of hexene,<ref>[http://www.merriam-webster.com/dictionary/hexene Hexene], Merriam-Webster Dictionary</ref> depending on the position and geometry of the [[double bond]] in the chain. One of the most common industrially useful isomers is [[1-hexene]], an [[alpha-olefin]]. Hexene is used as a [[comonomer]] in the production of [[polythene]].


⚫
In [[organic chemistry]], '''hexene''' is a [[hydrocarbon]] with the [[chemical formula]] {{chem2|C6H12}}. The prefix "hex" is derived from the fact that there are 6 [[carbon]] atoms in the molecule, while the "[[-ene]]" suffix denotes that there is an [[alkene]] present—two carbon atoms [[Carbon–carbon bond|are connected]] via a [[double bond]]. There are several [[isomer]]s of hexene,<ref>[http://www.merriam-webster.com/dictionary/hexene Hexene], Merriam-Webster Dictionary</ref> depending on the position and geometry of the double bond in the chain. One of the most common industrially useful isomers is [[1-hexene]], an [[alpha-olefin]]. Hexene is used as a [[comonomer]] in the production of [[polyethylene]].
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= Isomers =
*[[1-hexene]]
*[[cis-2-hexene|''cis''-2-hexene]]
*[[trans-2-hexene|''trans''-2-hexene]]
*[[cis-3-hexene|''cis''-3-hexene]]
*[[trans-3-hexene|''trans''-3-hexene]]


⚫
== Isomers ==
The following is a partial list of hexenes.


{| class="wikitable sortable"
|-
! Name !! [[Structural formula]] !! [[CAS Number]] !! [[Melting point]]<ref name="CRC90_3_1_523">{{cite book | title= CRC Handbook| edition=90th |chapter = Chapter 3: Physical Constants of Organic Compounds |pages = 1–523}}</ref><br>(°C) !! [[Boiling point]]<ref name="CRC90_3_1_523" /><br>(°C) !! [[Density]]<ref name="CRC90_3_1_523" /><br>(g/cm<sup>3</sup>) !! [[Refractive index]]<ref name="CRC90_3_1_523" /><br>(589&nbsp;nm)
|-
| [[1-hexene]] || [[File:1-hexene new.svg|140 px]] || 592-41-6 || −139.76 || 63.48 || 0.6685 (25&nbsp;°C) || 1.3852 (25&nbsp;°C)
|-
| (''E'')-2-hexene || [[File:Trans-2-hexene.svg|140px]] || 4050-45-7 || −133 || 67.9 || 0.6733 (25&nbsp;°C) || 1.3936 (20&nbsp;°C)
|-
| (''Z'')-2-hexene || [[File:Cis-2-hexene.svg|140px]] || 7688-21-3 || −141.11 || 68.8 || 0.6824 (25&nbsp;°C) || 1.3979 (20&nbsp;°C)
|-
| (''E'')-3-hexene || [[File:Trans-3-hexene.svg|140px]] || 13269-52-8 || −115.4 || 67.1 || 0.6772 (20&nbsp;°C) || 1.3943 (20&nbsp;°C)
|-
| (''Z'')-3-hexene || [[File:Cis-3-hexene.svg|140px]] || 7642-09-3 || −137.8 || 66.4 || 0.6778 (20&nbsp;°C) || 1.3947 (20&nbsp;°C)
|}

There are a total of 13 different alkene isomers of hexene, excluding additional geometric (E/Z) and optical (R/S) isomers:

* hex-1-ene
* hex-2-ene (E/Z)
* hex-3-ene (E/Z)
* 2-methylpent-1-ene
* 3-methylpent-1-ene (R/S)
* 4-methylpent-1-ene
* 2-methylpent-2-ene
* 3-methylpent-2-ene (E/Z)
* 4-methylpent-2-ene (E/Z)
* 2,3-dimethylbut-1-ene
* 3,3-dimethylbut-1-ene
* 2-ethylbut-1-ene
* 2,3-dimethylbut-2-ene

== See also ==
*[[cyclohexene]]
*[[neohexene]]


==References==
==References==
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{{Alkenes}}
{{Alkenes}}

{{Authority control}}


[[Category:Alkenes]]
[[Category:Alkenes]]

[[Category:Hexenes]]

{{Hydrocarbon-stub}}
{{Hydrocarbon-stub}}

Latest revision as of 22:37, 22 March 2024

Not to be confused with hexane or hexen.

In organic chemistry, hexene is a hydrocarbon with the chemical formula C6H12. The prefix "hex" is derived from the fact that there are 6 carbon atoms in the molecule, while the "-ene" suffix denotes that there is an alkene present—two carbon atoms are connected via a double bond. There are several isomers of hexene,[1] depending on the position and geometry of the double bond in the chain. One of the most common industrially useful isomers is 1-hexene, an alpha-olefin. Hexene is used as a comonomer in the production of polyethylene.

Isomers[edit]

The following is a partial list of hexenes.

Name Structural formula CAS Number Melting point[2]
(°C)		 Boiling point[2]
(°C)		 Density[2]
(g/cm3)		 Refractive index[2]
(589 nm)
1-hexene 592-41-6 −139.76 63.48 0.6685 (25 °C) 1.3852 (25 °C)
(E)-2-hexene 4050-45-7 −133 67.9 0.6733 (25 °C) 1.3936 (20 °C)
(Z)-2-hexene 7688-21-3 −141.11 68.8 0.6824 (25 °C) 1.3979 (20 °C)
(E)-3-hexene 13269-52-8 −115.4 67.1 0.6772 (20 °C) 1.3943 (20 °C)
(Z)-3-hexene 7642-09-3 −137.8 66.4 0.6778 (20 °C) 1.3947 (20 °C)

There are a total of 13 different alkene isomers of hexene, excluding additional geometric (E/Z) and optical (R/S) isomers:

  • hex-1-ene
  • hex-2-ene (E/Z)
  • hex-3-ene (E/Z)
  • 2-methylpent-1-ene
  • 3-methylpent-1-ene (R/S)
  • 4-methylpent-1-ene
  • 2-methylpent-2-ene
  • 3-methylpent-2-ene (E/Z)
  • 4-methylpent-2-ene (E/Z)
  • 2,3-dimethylbut-1-ene
  • 3,3-dimethylbut-1-ene
  • 2-ethylbut-1-ene
  • 2,3-dimethylbut-2-ene

See also[edit]

References[edit]

  1. ^ Hexene, Merriam-Webster Dictionary
  2. ^ a b c d "Chapter 3: Physical Constants of Organic Compounds". CRC Handbook (90th ed.). pp. 1–523.


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