Diethyl ether

Diethyl ether
Names
	Preferred IUPAC name Ethoxyethane
	Other names 3-Oxapentane; Dether; Diethyl ether; Diethyl oxide; Ether; Ethyl ether; Ethyl oxide; Solvent ether; Sulfuric ether; Sulphuric ether; Sweet oil of vitriol; Vitriolic ether;
Identifiers
CAS Number	60-29-7 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1696894
ChEBI	CHEBI:35702 ;
ChEMBL	ChEMBL16264 ;
ChemSpider	3168 ;
ECHA InfoCard	100.000.425
EC Number	200-467-2;
Gmelin Reference	25444
KEGG	D01772 ;
PubChem CID	3283;
RTECS number	KI5775000;
UNII	0F5N573A2Y ;
UN number	1155
CompTox Dashboard (EPA)	DTXSID3021720 ;
	InChI InChI=1S/C4H10O/c1-3-5-4-2/h3-4H2,1-2H3 Key: RTZKZFJDLAIYFH-UHFFFAOYSA-N ; InChI=1/C4H10O/c1-3-5-4-2/h3-4H2,1-2H3 Key: RTZKZFJDLAIYFH-UHFFFAOYAB;
	SMILES CCOCC;
Properties
Chemical formula	C4H10O
Molar mass	74.123 g·mol−1
Appearance	Colorless liquid
Odor	Dry, rum-like, sweetish odor
Density	0.7134 g/cm3, liquid
Melting point	−116.3 °C (−177.3 °F; 156.8 K)
Boiling point	34.6 °C (94.3 °F; 307.8 K)
Solubility in water	6.05 g/(100 mL)
log P	0.98
Vapor pressure	440 mmHg (58.66 kPa) at 20 °C
Magnetic susceptibility (χ)	−55.1·10−6 cm3/mol
Refractive index (nD)	1.353 (20 °C)
Viscosity	0.224 cP (25 °C)
Structure
Dipole moment	1.15 D (gas)
Thermochemistry
Heat capacity (C)	172.5 J/(mol·K)
Std molar; entropy (S⦵298)	253.5 J/(mol·K)
Std enthalpy of; formation (ΔfH⦵298)	−271.2 ± 1.9 kJ/mol
Std enthalpy of; combustion (ΔcH⦵298)	−2732.1 ± 1.9 kJ/mol
Pharmacology
ATC code	N01AA01 (WHO)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Extremely flammable, harmful to skin, decomposes to explosive peroxides in air and light, may cause dizziness in a less ventilated place or if ingested.
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H224, H302, H336
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P303+P361+P353, P304+P340, P312, P330, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)	2 4 1
Flash point	−45 °C (−49 °F; 228 K)
Autoignition; temperature	160 °C (320 °F; 433 K)
Explosive limits	1.85–48.0%
	Lethal dose or concentration (LD, LC):
LC50 (median concentration)	73,000 ppm (rat, 2 hr); 6500 ppm (mouse, 1.65 hr)
LCLo (lowest published)	106,000 ppm (rabbit); 76,000 ppm (dog)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 400 ppm (1200 mg/m3)
REL (Recommended)	No established REL
IDLH (Immediate danger)	1900 ppm
Safety data sheet (SDS)	External MSDS
Related compounds
Related ethers	Dimethyl ether; Ethyl methyl ether; Methyl propyl ether; Dipropyl ether; Diisopropyl ether; Dibutyl ether; Divinyl ether; Diphenyl ether; 1,4-Dioxane; Furan;
Related compounds	Diethyl sulfide; Diethyl selenide; Ethanol; Butanols (isomer); 2-Ethoxyethanol; Diethylene glycol; Polyethylene glycol; Diethyl ether hydroperoxide; Diethylamine; Triethylamine;
Supplementary data page
	Diethyl ether (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

Diethyl ether, or simply ether (abbreviated eth.),^[8] is an organic compound with the chemical formula (CH₃CH₂)₂O, sometimes abbreviated as Et₂O.^[a]^[8] It is a colourless, highly volatile, sweet-smelling ("ethereal odour"), extremely flammable liquid. It belongs to the ether class of organic compounds. It is a common solvent and was formerly used as a general anesthetic.^[9]

^ ^a ^b ^c ^d ^e ^f NIOSH Pocket Guide to Chemical Hazards. "#0277". National Institute for Occupational Safety and Health (NIOSH).
^ Merck Index, 10th ed., Martha Windholz, editor, Merck & Co., Inc, Rahway, NJ, 1983, p. 551
^ "Diethyl ether_msds".
^ "Diethyl ether". ChemSpider. Retrieved 19 January 2017.
^ Carl L. Yaws, Chemical Properties Handbook, McGraw-Hill, New York, 1999, p. 567
^ ^a ^b "Ethyl ether". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^ ^a ^b "Ethyl Ether MSDS". J.T. Baker. Archived from the original on 2012-03-28. Retrieved 2010-06-24.
^ ^a ^b Logan CM, Rice MK (1987). Logan's Medical and Scientific Abbreviations (Hardbound book). J. B. Lippincott. p. 182. ISBN 0-397-54589-4.
^ Sakuth, Michael; Mensing, Thomas; Schuler, Joachim; Heitmann, Wilhelm; Strehlke, Günther; Mayer, Dieter (2010). "Ethers, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a10_023.pub2. ISBN 978-3-527-30385-4.

Cite error: There are <ref group=lower-alpha> tags or {{efn}} templates on this page, but the references will not show without a {{reflist|group=lower-alpha}} template or {{notelist}} template (see the help page).

[PGCH-1] ^ ^a ^b ^c ^d ^e ^f NIOSH Pocket Guide to Chemical Hazards. "#0277". National Institute for Occupational Safety and Health (NIOSH).

[merckindex-2] Merck Index, 10th ed., Martha Windholz, editor, Merck & Co., Inc, Rahway, NJ, 1983, p. 551

[chemsrc-3] "Diethyl ether_msds".

[4] "Diethyl ether". ChemSpider. Retrieved 19 January 2017.

[Yaws-5] Carl L. Yaws, Chemical Properties Handbook, McGraw-Hill, New York, 1999, p. 567

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

[MSDS-7] "Ethyl Ether MSDS". J.T. Baker. Archived from the original on 2012-03-28. Retrieved 2010-06-24.

[LoganAbbrev-8] Logan CM, Rice MK (1987). Logan's Medical and Scientific Abbreviations (Hardbound book). J. B. Lippincott. p. 182. ISBN 0-397-54589-4.

[10] Sakuth, Michael; Mensing, Thomas; Schuler, Joachim; Heitmann, Wilhelm; Strehlke, Günther; Mayer, Dieter (2010). "Ethers, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a10_023.pub2. ISBN 978-3-527-30385-4.

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