1,2-Butadiene

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1,2-Butadiene
Buta-1,2-dien.svg
1,2-Butadiene-3D-balls.png
Names
Preferred IUPAC name
Buta-1,2-diene
Other names
Methyl allene
Identifiers
3D model (JSmol)
1730808
ChEBI
ChemSpider
ECHA InfoCard 100.008.796 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 209-674-2
1144
PubChem CID
UNII
  • InChI=1S/C4H6/c1-3-4-2/h4H,1H2,2H3
    Key: QNRMTGGDHLBXQZ-UHFFFAOYSA-N
  • CC=C=C
Properties
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)
1.4205 at 1 °C
Thermochemistry
23.426 kJ/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Frostbite, flammable
GHS labelling:
GHS-pictogram-flamme.svg GHS-pictogram-pollu.svg
Danger
H220, H224, H411
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).

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]

Related Research Articles

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<span class="mw-page-title-main">Petrochemical</span> Chemical product derived from petroleum

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<span class="mw-page-title-main">Butadiene</span> Chemical compound

1,3-Butadiene is the organic compound with the formula CH2=CH-CH=CH2. It is a colorless gas that is easily condensed to a liquid. It is important industrially as a precursor to synthetic rubber. The molecule can be viewed as the union of two vinyl groups. It is the simplest conjugated diene.

<span class="mw-page-title-main">Dicarbonyl</span> Molecule containing two adjacent C=O groups

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<span class="mw-page-title-main">Sulfolene</span> Chemical compound

Sulfolene, or butadiene sulfone is a cyclic organic chemical with a sulfone functional group. It is a white, odorless, crystalline, indefinitely storable solid, which dissolves in water and many organic solvents. The compound is used as a source of butadiene.

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<span class="mw-page-title-main">1,3-Diphenylisobenzofuran</span> Chemical compound

1,3-Diphenylisobenzofuran is a highly reactive diene that can scavenge unstable and short-lived dienophiles in a Diels-Alder reaction. It is furthermore used as a standard reagent for the determination of singlet oxygen, even in biological systems. Cycloadditions with 1,3-diphenylisobenzofuran and subsequent oxygen cleavage provide access to a variety of polyaromatics.

References

  1. 1 2 "Product Safety Summary 1,2-BUTADIENE". ExxonMobil. March 2016.
  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.