Thiophene

Thiophene
Full displayed formula of thiophene	Skeletal formula showing numbering convention
Ball-and-stick model	Space-filling model
Names
	Preferred IUPAC name Thiophene
	Other names Thiofuran; Thiacyclopentadiene ; Thiole
Identifiers
CAS Number	110-02-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:30856 ;
ChEMBL	ChEMBL278958 ;
ChemSpider	7739 ;
ECHA InfoCard	100.003.392
PubChem CID	8030;
RTECS number	XM7350000;
UNII	SMB37IQ40B ;
CompTox Dashboard (EPA)	DTXSID8026145 ;
	InChI InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H Key: YTPLMLYBLZKORZ-UHFFFAOYSA-N ; InChI=1/C4H4S/c1-2-4-5-3-1/h1-4H Key: YTPLMLYBLZKORZ-UHFFFAOYAY;
	SMILES c1ccsc1;
Properties
Chemical formula	C4H4S
Molar mass	84.14 g/mol
Appearance	colorless liquid
Density	1.051 g/mL, liquid
Melting point	−38 °C (−36 °F; 235 K)
Boiling point	84 °C (183 °F; 357 K)
Magnetic susceptibility (χ)	-57.38·10−6 cm3/mol
Refractive index (nD)	1.5287
Viscosity	0.8712 cP at 0.2 °C; 0.6432 cP at 22.4 °C
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Toxic
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H319, H412
Precautionary statements	P210, P260, P262, P273, P305+P351+P338, P403+P235
NFPA 704 (fire diamond)	2 3 0
Flash point	−1 °C (30 °F; 272 K)
Safety data sheet (SDS)	External MSDS, External MSDS
Related compounds
Related thioethers	Tetrahydrothiophene; Diethyl sulfide
Related compounds	Furan; Selenophene; Pyrrole
	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

Thiophene is a heterocyclic compound with the formula C₄H₄S. Consisting of a planar five-membered ring, it is aromatic as indicated by its extensive substitution reactions. It is a colorless liquid with a benzene-like odor. In most of its reactions, it resembles benzene. Compounds analogous to thiophene include furan (C₄H₄O), selenophene (C₄H₄Se) and pyrrole (C₄H₄NH), which each vary by the heteroatom in the ring.

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 141. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ GHS: GESTIS 010090

[1] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 141. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[2] GHS: GESTIS 010090

[1]

[2]