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1-Butene

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1-Butene
Names
Preferred IUPAC name But-1-ene
Other names Ethylethylene
1-Butylene
α-Butylene
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1098262
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.137 Edit this at Wikidata
EC Number
  • 203-449-2
Gmelin Reference 25205
PubChem CID
UNII
UN number 1012
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H8/c1-3-4-2/h3H,1,4H2,2H3Key: VXNZUUAINFGPBY-UHFFFAOYSA-N
  • InChI=1/C4H8/c1-3-4-2/h3H,1,4H2,2H3Key: VXNZUUAINFGPBY-UHFFFAOYAZ
SMILES
  • C=CCC
  • CCC=C
Properties
Chemical formula C4H8
Molar mass 56.108 g·mol
Appearance Colorless Gas
Odor slightly aromatic
Density 0.62 g/cm
Melting point −185.3 °C (−301.5 °F; 87.8 K)
Boiling point −6.47 °C (20.35 °F; 266.68 K)
Solubility in water 0.221 g/100 mL
Solubility soluble in alcohol, ether, benzene
Refractive index (nD) 1.3962
Viscosity 7.76 Pa
Hazards
GHS labelling:
Pictograms GHS02: Flammable
Signal word Danger
Hazard statements H220
Precautionary statements P210, P377, P381, P403, P410+P403
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propaneInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1 4 0
Flash point −79 °C; −110 °F; 194 K
Autoignition
temperature
385 °C (725 °F; 658 K)
Explosive limits 1.6-10%
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

1-Butene (IUPAC name: But-1-ene, also known as 1-butylene) is the organic compound with the formula CH3CH2CH=CH2. It is a colorless gas. But-1-ene is an alkene easily condensed to give a colorless liquid. It is classified as a linear alpha-olefin (terminal alkene). It is one of the isomers of butene (butylene). It is a precursor to diverse products.

Reactions

Polymerization of but-1-ene gives polybutylene, which is used to make piping for domestic plumbing. Another application is as a comonomer in the production of certain kinds of polyethylene, such as linear low-density polyethylene (LLDPE). It has also been used as a precursor to polypropylene resins, butylene oxide, and butanone.

Manufacturing

But-1-ene is produced by separation from crude C4 refinery streams and by ethylene dimerization. The former affords a mixture of 1-and 2-butenes, while the latter affords only the terminal alkene. It is distilled to give a very high purity product. An estimated 12 billion kilograms were produced in 2011.

References

  1. Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 17, 61, 374. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. "1-BUTENE". chemicalland21.com. Retrieved 22 April 2018.
  3. Whiteley, Kenneth S.; Heggs, T. Geoffrey; Koch, Hartmut; Mawer, Ralph L.; Immel, Wolfgang (2000). "Polyolefins". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a21_487. ISBN 978-3527306732.
  4. Chum, P. Steve; Swogger, Kurt W. (2008). "Olefin polymer technologies—History and Recent Progress at the Dow Chemical Company". Progress in Polymer Science. 33 (8): 797–819. doi:10.1016/j.progpolymsci.2008.05.003.
  5. "1-Butene product overview". shell.com. Archived from the original on 2012-02-10. Retrieved 22 April 2018.
  6. "Alphabutol process - Big Chemical Encyclopedia". chempedia.info. Archived from the original on 2017-12-08. Retrieved 22 April 2018.
  7. Geilen, Frank M.A.; Stochniol, Guido; Peitz, Stephan; Schulte-Koerne, Ekkehard (2014). "Butenes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_483.pub3. ISBN 978-3527306732.
Alkenes
Alkenes
Preparations
Reactions
Binary compounds of hydrogen
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
  • H2O
  • H2O2
  • H2O3
  • H2O4
  • H2O5
  • more...
  • 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
    Category: