1,2-Butadiene

1,2-Butadiene
Names
	Preferred IUPAC name Buta-1,2-diene
	Other names Methyl allene
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
	Occupational safety and health (OHS/OSH):
Main hazards	Frostbite, flammable
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H220, H224, H411
Precautionary statements	P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P377, P381, P391, P403, P403+P235, P410+P403, 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]

References

^ ^a ^b "Product Safety Summary 1,2-BUTADIENE". 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. ISBN 978-3527306732.

[exon-1] "Product Safety Summary 1,2-BUTADIENE". 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. ISBN 978-3527306732.

[1]

[2]