1,2-Butadiene

1,2-Butadiene
Names
	Other names Methyl allene; Buta-1,2-diene
Identifiers
CAS Number	590-19-2;
3D model (JSmol)	Interactive image;
Beilstein Reference	1730808
ChEBI	CHEBI:39480;
ChemSpider	11051;
ECHA InfoCard	100.008.796
EC Number	209-674-2;
Gmelin Reference	1144
PubChem CID	11535;
UNII	2AZI943A8R;
CompTox Dashboard (EPA)	DTXSID5027225 ;
	InChI InChI=1S/C4H6/c1-3-4-2/h4H,1H2,2H3 Key: QNRMTGGDHLBXQZ-UHFFFAOYSA-N;
	SMILES CC=C=C;
Properties
Chemical formula	C4H6
Molar mass	54.092 g·mol−1
Density	0.676 at 4 °C
Melting point	−136.2 °C (−213.2 °F; 137.0 K)
Boiling point	10.9 °C (51.6 °F; 284.0 K)
Refractive index (nD)	1.4205 at 1 °C
Thermochemistry
Enthalpy of vaporization (ΔfHvap)	23.426 kJ/mol
Hazards
Main hazards	Frostbite, flammable
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H220, H224, H280, H411
GHS precautionary statements	P210, P233, P240, P241, P242, P243, P273, P280, P303+361+353, P370+378, P377, P381, P391, P403, P403+235, P410+403, P501
Flash point	−75 °C (−103 °F; 198 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

1,2-Butadiene is the organic compound with the formula CH₂=C=CHCH₃. It is an isomer of 1,3-butadiene, a common monomer used to make synthetic rubber. It is a colorless flammable gas, one of the simplest substituted allenes.[1]

Production

The C4-fraction obtained by cracking and separated by distillation consists of many compounds, predominantly (75%) 1,3-butadiene, isobutene, 1-butene. 1,2-Butadiene comprises less than 1% or this mixture.[2] It is partially purified by extraction with N-methylpyrrolidone. US product is 5,000 -25,000 tons.[1]

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References

"Product Safety Summary 1,2-BUTADIENE" (PDF). ExxonMobil. March 2016.
J. Grub; E. Löser (2012). "Butadiene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_431.pub2.

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[exon-1] "Product Safety Summary 1,2-BUTADIENE" (PDF). ExxonMobil. March 2016.

[Ullmann-2] J. Grub; E. Löser (2012). "Butadiene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_431.pub2.