Tetrahydrofuran

Tetrahydrofuran
Names
	Preferred IUPAC name Oxolane
	Systematic IUPAC name 1,4-Epoxybutane; 1-Oxacyclopentane
	Other names Tetrahydrofuran; THF; 1,4-Butylene oxide; Cyclotetramethylene oxide fraction; Furanidin; Tetra-methylene oxide, Oxolane
Identifiers
CAS Number	109-99-9 ;
3D model (JSmol)	Interactive image;
Abbreviations	THF
ChEBI	CHEBI:26911 ;
ChEMBL	ChEMBL276521 ;
ChemSpider	7737 ;
ECHA InfoCard	100.003.389
PubChem CID	8028;
RTECS number	LU5950000;
UNII	3N8FZZ6PY4 ;
CompTox Dashboard (EPA)	DTXSID1021328 ;
	InChI InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2 Key: WYURNTSHIVDZCO-UHFFFAOYSA-N ; InChI=1/C4H8O/c1-2-4-5-3-1/h1-4H2 Key: WYURNTSHIVDZCO-UHFFFAOYAI;
	SMILES C1CCOC1;
Properties
Chemical formula	C4H8O
Molar mass	72.107 g·mol−1
Appearance	Colorless liquid
Odor	Ether-like
Density	0.8876 g/cm3 at 20 °C, liquid
Melting point	−108.4 °C (−163.1 °F; 164.8 K)
Boiling point	66 °C (151 °F; 339 K)
Solubility in water	Miscible
Vapor pressure	132 mmHg at 20 °C
Refractive index (nD)	1.4073 at 20 °C
Viscosity	0.48 cP at 25 °C
Structure
Molecular shape	Envelope
Dipole moment	1.63 D (gas)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H319, H335, H351
Precautionary statements	P210, P280, P301+P312+P330, P305+P351+P338, P370+P378, P403+P235
NFPA 704 (fire diamond)	2 3 1
Flash point	−14 °C (7 °F; 259 K)
Explosive limits	2–11.8%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1650 mg/kg (rat, oral); 2300 mg/kg (mouse, oral); 2300 mg/kg (guinea pig, oral);
LC50 (median concentration)	21000 ppm (rat, 3 h)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 200 ppm (590 mg/m3)
REL (Recommended)	TWA 200 ppm (590 mg/m3) ST 250 ppm (735 mg/m3)
IDLH (Immediate danger)	2000 ppm
Related compounds
Related heterocycles	Furan; Pyrrolidine; Dioxane
Related compounds	Diethyl ether
Supplementary data page
	Tetrahydrofuran (data page)
	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

Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH₂)₄O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water-miscible organic liquid with low viscosity. It is mainly used as a precursor to polymers.^[8] Being polar and having a wide liquid range, THF is a versatile solvent. It is an isomer of another solvent, butanone.

^ "New IUPAC Organic Nomenclature - Chemical Information BULLETIN" (PDF).
^ ^a ^b ^c ^d ^e ^f NIOSH Pocket Guide to Chemical Hazards. "#0602". National Institute for Occupational Safety and Health (NIOSH).
^ ^a ^b ^c Baird, Zachariah Steven; Uusi-Kyyny, Petri; Pokki, Juha-Pekka; Pedegert, Emilie; Alopaeus, Ville (6 Nov 2019). "Vapor Pressures, Densities, and PC-SAFT Parameters for 11 Bio-compounds". International Journal of Thermophysics. 40 (11): 102. Bibcode:2019IJT....40..102B. doi:10.1007/s10765-019-2570-9.
^ NIST Chemistry WebBook. http://webbook.nist.gov
^ ^a ^b ^c Record of Tetrahydrofuran in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 June 2020.
^ ^a ^b "Tetrahydrofuran". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^ "New Environment Inc. - NFPA Chemicals". Newenv.com. Retrieved 2016-07-16.
^ Cite error: The named reference Ullmann was invoked but never defined (see the help page).

[1] "New IUPAC Organic Nomenclature - Chemical Information BULLETIN" (PDF).

[PGCH-2] ^ ^a ^b ^c ^d ^e ^f NIOSH Pocket Guide to Chemical Hazards. "#0602". National Institute for Occupational Safety and Health (NIOSH).

[Baird2019-3] Baird, Zachariah Steven; Uusi-Kyyny, Petri; Pokki, Juha-Pekka; Pedegert, Emilie; Alopaeus, Ville (6 Nov 2019). "Vapor Pressures, Densities, and PC-SAFT Parameters for 11 Bio-compounds". International Journal of Thermophysics. 40 (11): 102. Bibcode:2019IJT....40..102B. doi:10.1007/s10765-019-2570-9.

[4] NIST Chemistry WebBook. http://webbook.nist.gov

[GESTIS-5] Record of Tetrahydrofuran in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 June 2020.

[IDLH-6] "Tetrahydrofuran". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

[7] "New Environment Inc. - NFPA Chemicals". Newenv.com. Retrieved 2016-07-16.

[Ullmann-8] Cite error: The named reference Ullmann was invoked but never defined (see the help page).

[1]

[2]

[3]

[4]

[5]

[6]

[8]