Nonene

Nonene is an alkene with the molecular formula C9H18. Many structural isomers are possible, depending on the location of the C=C double bond and the branching of the other parts of the molecule. Industrially, the most important nonenes are trimers of propene: Tripropylene. This mixture of branched nonenes is used in the alkylation of phenol to produce nonylphenol, a precursor to detergents, which are also controversial pollutants.[1]

## Linear nonenes

Linear Nonene

Name  | 1-Nonene | 2-Nonene | 3-Nonene | 4-Nonene
Systematic name  | Non-1-ene  | Non-2-ene  | Non-3-ene  | Non-4-ene
Structure  |  |

CAS Number  | 124-11-8  |

* 2216-38-8
* 6434-77-1 (cis)
* 6434-78-2 (trans)

* 125146-82-9
* 20237-46-1 (cis)
* 20063-77-8 (trans)

* 2198-23-4
* 10405-84-2 (cis)
* 10405-85-3 (trans)

27215-95-8 (all isomers)
PubChem | CID 31285 from PubChem | CID 33744 from PubChem | CID 88350 from PubChem | CID 94226 from PubChem
Chemical formula | C9H18
Molecular weight | 126.24 g·mol−1
Melting point | −81 °C[2] |  |  |
Boiling point | 147 °C[2] | 144–145 °C[3] |  | 147 °C[4]
Density | 0,73 g·cm−3 (20 °C)[2] | 0,734 g·cm−3 (25 °C)[3] | 0,734 g·cm−3 (25 °C)[5] | 0,73 g·cm−3[4]
GHS hazard pictograms | [2] | [3] | [5] | [4]
GHS hazard statements | H226, H304, H315, H319, H335 | H226 | H226 | H226, H304
P261, P301+310, P305+351+338, P331 |  |  | P210, P233, P240, P241, P242, P243, P280, P301, P310
P331, P303+361+353, P370+378, P403+235, P405, P501

## References

1. ↑ Fiege, H.; Voges, H. W.; Hamamoto, T.; Umemura, S.; Iwata, T.; Miki, H.; Fujita, Y.; Buysch, H. J. et al. (2000-06-15) (in en). Phenol Derivatives. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA. pp. a19_313. doi:10.1002/14356007.a19_313. ISBN 978-3-527-30673-2. OCLC 46878292. https://onlinelibrary.wiley.com/doi/10.1002/14356007.a19_313. Retrieved 2022-06-08.
2. ↑ 2.0 2.1 2.2 2.3 Record of 1-Nonen in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 1 February 2016.
3. ↑ 3.0 3.1 3.2 Sigma-Aldrich Co., trans-2-Nonen, 99%. Retrieved on 2 June 2017.
4. ↑ 4.0 4.1 4.2 Entry from 4-Nonene (cis- and trans-mixture) from TCI Europe, retrieved on 2 June 2017
5. ↑ 5.0 5.1 Sigma-Aldrich Co., trans-3-Nonene, 99%. Retrieved on 2 June 2017.

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Alkenes

Alkenes|

* Ethene ( C2H4 )
* Propene ( C3H6 )
* Butene ( C4H8 )
* Pentene ( C5H10 )
* Hexene ( C6H12 )
* Heptene ( C7H14 )
* Octene ( C8H16 )
* Nonene ( C9H18 )
* Decene ( C10H20 )

Preparations|

* Dehydrohalogenation from haloalkane
* Dehydration reaction from alcohol
* Semihydrogenation from alkyne
* Bamford–Stevens reaction
* Barton–Kellogg reaction
* Boord olefin synthesis
* Chugaev elimination
* Cope reaction
* Corey–Winter olefin synthesis
* Grieco elimination
* Hofmann elimination
* Horner–Wadsworth–Emmons reaction
* Hydrazone iodination
* Julia olefination
* Kauffmann olefination
* McMurry reaction
* Peterson olefination
* Ramberg–Bäcklund reaction
* Shapiro reaction
* Takai olefination
* Wittig reaction
* Olefin metathesis
* Ene reaction
* Cope rearrangement

Reactions|

* Hydrogenation
* Halogenation
* Hydration
* Electrophilic addition
* Oxymercuration reaction
* Hydroboration
* Cyclopropanation
* Epoxidation
* Dihydroxylation
* Ozonolysis
* Hydrohalogenation
* Polymerization
* Diels–Alder reaction
* Wacker process
* Dehydrogenation
* Ene reaction
* Friedel-Crafts Alkylation

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*[H226]: Flammable liquid and vapour
*[H304]: May be fatal if swallowed and enters airways
*[H315]: Causes skin irritation
*[H319]: Causes serious eye irritation
*[H335]: May cause respiratory irritation
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P301+310]: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P331]: Do NOT induce vomiting
*[P210]: Keep away from heat/sparks/open flames/hot surfaces – No smoking
*[P233]: Keep container tightly closed
*[P240]: Ground/bond container and receiving equipment
*[P241]: Use explosion-proof electrical/ventilating/light/…/equipment
*[P242]: Use only non-sparking tools
*[P243]: Take precautionary measures against static discharge
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P301]: IF SWALLOWED:
*[P310]: Immediately call a POISON CENTER or doctor/physician
*[P303+361+353]: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower
*[P370+378]: In case of fire: Use … for extinction
*[P403+235]: Store in a well ventilated place. Keep cool
*[P405]: Store locked up
*[P501]: Dispose of contents/container to …
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