Cyclopropane

Cyclopropane^[1]
Cyclopropane - displayed formula	Cyclopropane - skeletal formula
Names
	Preferred IUPAC name Cyclopropane
Identifiers
CAS Number	75-19-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:30365 ;
ChEMBL	ChEMBL1796999 ;
ChemSpider	6111 ;
ECHA InfoCard	100.000.771
KEGG	D03627 ;
PubChem CID	6351;
UNII	99TB643425 ;
UN number	1027
CompTox Dashboard (EPA)	DTXSID4058786 ;
	InChI InChI=1S/C3H6/c1-2-3-1/h1-3H2 Key: LVZWSLJZHVFIQJ-UHFFFAOYSA-N ; InChI=1/C3H6/c1-2-3-1/h1-3H2 Key: LVZWSLJZHVFIQJ-UHFFFAOYAL;
	SMILES C1CC1;
Properties
Chemical formula	C3H6
Molar mass	42.08 g/mol
Appearance	Colorless gas
Odor	Sweet, ethereal
Density	1.879 g/L (1 atm, 0 °C); 680 g/L (liquid)
Melting point	−128 °C (−198 °F; 145 K)
Boiling point	−32.9 °C (−27.2 °F; 240.2 K)
Solubility in water	502 mg/L
Vapor pressure	640 kPa (20 °C); 1350 kPa (50 °C)
Acidity (pKa)	~46
Magnetic susceptibility (χ)	-39.9·10−6 cm3/mol
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Highly flammable; Asphyxiant
	GHS labelling:
Pictograms
Signal word	Danger
NFPA 704 (fire diamond)	1 4 0 SA
Autoignition; temperature	495 °C (923 °F; 768 K)
Explosive limits	2.4 % (lower); 10.4 % (upper)
Safety data sheet (SDS)	Air Liquide
	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

Cyclopropane is the cycloalkane with the molecular formula (CH₂)₃, consisting of three methylene groups (CH₂) linked to each other to form a triangular ring. The small size of the ring creates substantial ring strain in the structure. Cyclopropane itself is mainly of theoretical interest but many of its derivatives - cyclopropanes - are of commercial or biological significance.^[3]

Cyclopropane was used as a clinical inhalational anesthetic from the 1930s through the 1980s. The substance's high flammability poses a risk of fire and explosions in operating rooms due to its tendency to accumulate in confined spaces, as its density is higher than that of air.

^ Merck Index, 11th Edition, 2755.
^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 137. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^ Faust, Rüdiger (2001). "Fascinating Natural and Artificial Cyclopropane Architectures". Angewandte Chemie International Edition. 40 (12): 2251–2253. doi:10.1002/1521-3773(20010618)40:12<2251::AID-ANIE2251>3.0.CO;2-R. PMID 11433485.

[1] Merck Index, 11th Edition, 2755.

[iupac2013-2] "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 137. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.

[Faust-3] Faust, Rüdiger (2001). "Fascinating Natural and Artificial Cyclopropane Architectures". Angewandte Chemie International Edition. 40 (12): 2251–2253. doi:10.1002/1521-3773(20010618)40:12<2251::AID-ANIE2251>3.0.CO;2-R. PMID 11433485.

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