1-Butene - Wikipedia

Jump to content

Contents

move to sidebar hide

• (Top)
• 1 Reactions
• 2 Manufacturing
• 3 References

• Article
• Talk

English

• Read
• Edit
• View history

Tools Tools move to sidebar hide Actions

• Read
• Edit
• View history

General

• What links here
• Related changes
• Upload file
• Permanent link
• Page information
• Cite this page
• Get shortened URL
• Download QR code

Print/export

• Download as PDF
• Printable version

In other projects

• Wikimedia Commons
• Wikidata item

Appearance move to sidebar hide From Wikipedia, the free encyclopedia 1-Butene

Names
Preferred IUPAC name But-1-ene[1]
Other names Ethylethylene1-Butyleneα-Butylene
Identifiers
CAS Number	106-98-9 Y
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	1098262
ChEBI	CHEBI:48362 Y
ChEMBL	ChEMBL117210 Y
ChemSpider	7556 Y
ECHA InfoCard	100.003.137
EC Number	203-449-2
Gmelin Reference	25205
PubChem CID	7844
UNII	LY001N554L Y
UN number	1012
CompTox Dashboard (EPA)	DTXSID1026746
InChI InChI=1S/C4H8/c1-3-4-2/h3H,1,4H2,2H3 YKey: VXNZUUAINFGPBY-UHFFFAOYSA-N Y 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−1
Appearance	Colorless gas
Odor	slightly aromatic
Density	0.62 g/cm3
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
Signal word	Danger
Hazard statements	H220
Precautionary statements	P210, P377, P381, P403, P410+P403
NFPA 704 (fire diamond)	1 4 0
Flash point	−79 °C; −110 °F; 194 K
Autoignitiontemperature	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 [77 °F], 100 kPa). N verify (what is YN ?) 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 easily condensed to give a colorless liquid. It is classified as a linear alpha-olefin (terminal alkene).[2] It is one of the isomers of butene (butylene). It is a precursor to diverse products.

Reactions

[edit]

Polymerization of 1-butene gives polybutylene, which is used to make piping for domestic plumbing.[3] Another application is as a comonomer in the production of certain kinds of polyethylene, such as linear low-density polyethylene (LLDPE).[4] It has also been used as a precursor to polypropylene resins, butylene oxide, and butanone.[5]

Manufacturing

[edit]

1-Butene 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.[6] It is distilled to give a very high purity product. An estimated 12 billion kilograms were produced in 2011.[7]

References

[edit]

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 978-3-527-30673-2.
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 978-3-527-30673-2.

v t e Alkenes
Alkenes	Ethene (C2H4) Propene (C3H6) Butene (C4H8) Pentene (C5H10) Hexene (C6H12) Heptene (C7H14) Octene (C8H16) Nonene (C9H18) Decene (C10H20) Polyenes
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

v t e Binary compounds of hydrogen
Alkali metal (Group 1) hydrides	LiH NaH KH RbH CsH
Alkaline (Group 2) earth hydrides	Monohydrides BeH MgH CaH SrH BaH Dihydrides BeH2 MgH2 CaH2 SrH2 BaH2
Group 13 hydrides	Boranes BH3 BH B2H6 B2H2 B2H4 B4H10 B5H9 B5H11 B6H10 B6H12 B10H14 B18H22 Alanes AlH3 Al2H6 Gallanes GaH3 Ga2H6 Indiganes InH3 In2H6 Thallanes TlH3 Tl2H6 Nihonanes (predicted) NhH NhH3 Nh2H6 NhH5
Group 14 hydrides	Hydrocarbons alkanes alkenes alkynes Cycloalkanes Cycloalkenes Cycloalkynes Annulenes CH CH2 CH3 C2H Silanes SiH4 Si2H6 Si3H8 Si4H10 Si5H12 Si6H14 Si7H16 Si8H18 Si9H20 Si10H22 more... Silenes Si2H4 Silynes Si2H2 SiH Germanes GeH4 Ge2H6 Ge3H8 Ge4H10 Ge5H12 Stannanes SnH4 Sn2H6 Plumbanes PbH4 Flerovanes (predicted) FlH FlH2 FlH4
Pnictogen (Group 15) hydrides	Azanes NH3 N2H4 N3H5 N4H6 N5H7 N6H8 N7H9 N8H10 N9H11 N10H12 more... Azenes N2H2 N3H3 N4H4 Phosphanes PH3 P2H4 P3H5 P4H6 P5H7 P6H8 P7H9 P8H10 P9H11 P10H12 more... Phosphenes P2H2 P3H3 P4H4 Arsanes AsH3 As2H4 Stibanes SbH3 Bismuthanes BiH3 Moscovanes McH3 (predicted) HN3 NH HN5 (hypothetical) NH5 (hypothetical)
Hydrogen chalcogenides (Group 16 hydrides)	Polyoxidanes H2O H2O2 H2O3 H2O4 H2O5 more... Polysulfanes H2S H2S2 H2S3 H2S4 H2S5 H2S6 H2S7 H2S8 H2S9 H2S10 more... Selanes H2Se H2Se2 Tellanes H2Te H2Te2 Polanes PoH2 Livermoranes LvH2 (predicted) HO HO2 HO3 H2O+–O– (hypothetical) H2S+-S- HS HS2 HDO D2O T2O
Hydrogen halides (Group 17 hydrides)	HF HCl HBr HI HAt HTs (predicted)
Transition metal hydrides	ScH2 YH2 YH3 YH6 YH9 LuH2 LuH3 LrH3 (predicted) TiH2 TiH4 ZrH2 ZrH4 HfH2 HfH4 VH VH2 NbH NbH2 TaH TaH2 CrH CrH2 CrHx FeH FeH2 FeH5 CoH2 RhH2 IrH3 NiH PdHx (x < 1) PtHx (x< 1) DsH2 (predicted) CuH AgH AuH RgH (predicted) ZnH2 CdH2 HgH Hg2H2 HgH2 CnH2 (predicted)
Lanthanide hydrides	LaH2 LaH3 LaH10 CeH2 CeH3 PrH2 PrH3 NdH2 NdH3 SmH2 SmH3 EuH2 GdH2 GdH3 TbH2 TbH3 DyH2 DyH3 HoH2 HoH3 ErH2 ErH3 TmH2 TmH3 YbH2
Actinide hydrides	AcH2 ThH2 ThH4 Th4H15 PaH3 UH3 UH4 NpH2 NpH3 PuH2 PuH3 AmH2 AmH3 CmH2 BkH2 BkH3 CfH2 CfH3
Exotic matter hydrides	PsH

Retrieved from "https://en.wikipedia.org/w/index.php?title=1-Butene&oldid=1290038960" Category:

• Alkenes

Hidden categories:

• Chemical articles with multiple compound IDs
• Multiple chemicals in an infobox that need indexing
• Articles without KEGG source
• ECHA InfoCard ID from Wikidata
• Chembox having GHS data
• Articles containing unverified chemical infoboxes
• Articles with short description
• Short description matches Wikidata

Search Search Toggle the table of contents 1-Butene 24 languages Add topic