Butadiene

1,3-Butadiene
Full structural formula of 1,3-butadiene	Skeletal formula of 1,3-butadiene
Ball-and-stick model of 1,3-butadiene	Space-filling model of 1,3-butadiene
Names
	Preferred IUPAC name Buta-1,3-diene
	Other names Biethylene; Erythrene; Divinyl; Vinylethylene; Bivinyl; Butadiene;
Identifiers
CAS Number	106-99-0 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	605258
ChEBI	CHEBI:39478 ;
ChEMBL	ChEMBL537970 ;
ChemSpider	7557 ;
ECHA InfoCard	100.003.138
EC Number	271-039-0;
Gmelin Reference	25198
KEGG	C16450 ;
PubChem CID	7845;
RTECS number	EI9275000;
UNII	JSD5FGP5VD ;
UN number	1010
CompTox Dashboard (EPA)	DTXSID3020203 ;
	InChI InChI=1S/C4H6/c1-3-4-2/h3-4H,1-2H2 Key: KAKZBPTYRLMSJV-UHFFFAOYSA-N ; InChI=1/C4H6/c1-3-4-2/h3-4H,1-2H2 Key: KAKZBPTYRLMSJV-UHFFFAOYAZ;
	SMILES C=CC=C;
Properties
Chemical formula	C4H6; CH2=CH-CH=CH2
Molar mass	54.0916 g/mol
Appearance	Colourless gas; or refrigerated liquid
Odor	Mildly aromatic or gasoline-like
Density	0.6149 g/cm3 at 25 °C, p>1 atm; 0.64 g/cm3 at −6 °C, liquid;
Melting point	−108.91 °C (−164.04 °F; 164.24 K)
Boiling point	−4.41 °C (24.06 °F; 268.74 K)
Solubility in water	1.3 g/L at 5 °C, 735 mg/L at 20 °C
Solubility	Very soluble in acetone; Soluble in ether, ethanol;
Vapor pressure	2.4 atm (20 °C)
Refractive index (nD)	1.4292
Viscosity	0.25 cP at 0 °C
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Flammable, irritative, carcinogen
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H220, H280, H340, H350
Precautionary statements	P202, P210, P280, P308+P313, P377, P381, P403
NFPA 704 (fire diamond)	3 4 2
Flash point	−85 °C (−121 °F; 188 K) liquid flash point
Autoignition; temperature	414 °C (777 °F; 687 K)
Explosive limits	2–12%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	548 mg/kg (rat, oral)
LC50 (median concentration)	115,111 ppm (mouse); 122,000 ppm (mouse, 2 h); 126,667 ppm (rat, 4 h); 130,000 ppm (rat, 4 h);
LCLo (lowest published)	250,000 ppm (rabbit, 30 min)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 1 ppm ST 5 ppm
REL (Recommended)	Potential occupational carcinogen
IDLH (Immediate danger)	2000 ppm
Safety data sheet (SDS)	ECSC 0017
Related compounds
Related Alkenes; and dienes	Isoprene; Chloroprene
Related compounds	Butane
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

1,3-Butadiene (/ˌbjuːtəˈdaɪiːn/)^[8] 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. ^[9]The molecule can be viewed as the union of two vinyl groups. It is the simplest conjugated diene.

Although butadiene breaks down quickly in the atmosphere, it is nevertheless found in ambient air in urban and suburban areas as a consequence of its constant emission from motor vehicles.^[10]

The name butadiene can also refer to the isomer, 1,2-butadiene, which is a cumulated diene with structure H₂C=C=CH−CH₃. This allene has no industrial significance.

^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 374. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^ Haynes, William M. (2016). CRC Handbook of Chemistry and Physics (97th ed.). Boca Raton: CRC Press. p. 3-76. ISBN 978-1-4987-5429-3.
^ ^a ^b ^c ^d ^e NIOSH Pocket Guide to Chemical Hazards. "#0067". National Institute for Occupational Safety and Health (NIOSH).
^ "1,3-Butadiene". NIST Chemistry WebBook.
^ ^a ^b "1,3-Butadiene". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^ "1,3-Butadiene". INCHEM. International Programme on Chemical Safety (IPCS).
^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ "BUTADIENE | Meaning & Definition for UK English". Lexico.com. Archived from the original on 20 August 2020. Retrieved 24 August 2022.
^ PubChem. "1,3-Butadiene". pubchem.ncbi.nlm.nih.gov. Retrieved 8 May 2024.
^ "1,3-Butadiene". US Environmental Protection Agency US EPA. Retrieved 2 September 2014.

[iupac2013-1] "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 374. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.

[crc97-2] Haynes, William M. (2016). CRC Handbook of Chemistry and Physics (97th ed.). Boca Raton: CRC Press. p. 3-76. ISBN 978-1-4987-5429-3.

[PGCH-3] NIOSH Pocket Guide to Chemical Hazards. "#0067". National Institute for Occupational Safety and Health (NIOSH).

[4] "1,3-Butadiene". NIST Chemistry WebBook.

[IDLH-5] "1,3-Butadiene". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

[6] "1,3-Butadiene". INCHEM. International Programme on Chemical Safety (IPCS).

[7] Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

[8] "BUTADIENE | Meaning & Definition for UK English". Lexico.com. Archived from the original on 20 August 2020. Retrieved 24 August 2022.

[:0-9] PubChem. "1,3-Butadiene". pubchem.ncbi.nlm.nih.gov. Retrieved 8 May 2024.

[10] "1,3-Butadiene". US Environmental Protection Agency US EPA. Retrieved 2 September 2014.

[1]

[4]

[2]

[3]

[7]

[6]

[5]

[8]

[9]

[10]