Editing Diethyl ether (section)

{{short description|Organic chemical compound}}
{{Redirect|^O^|the emoticon|List of emoticons}}
{{Chembox
| Watchedfields  = changed
| verifiedrevid  = 477163372
| Name           = Diethyl ether
| ImageFile1     = Diethyl-ether-2D-skeletal.svg
| ImageName1     = Skeletal formula
| ImageClass1    = skin-invert
| ImageFile2     = Diethyl-ether-3D-balls.png
| ImageName2     = Ball-and-stick model
| ImageFile3     = Dietil eter.png
| ImageName3     = Sample of diethyl ether
| PIN            = Ethoxyethane
| OtherNames     = {{ubl|3-Oxapentane|Dether|Diethyl ether|Diethyl oxide|Ether|Ethyl ether|Ethyl oxide|Solvent ether|Sulfuric ether|Sulphuric ether|Sweet oil of vitriol|Vitriolic ether}}
| Section1       = {{Chembox Identifiers
|ChEBI_Ref = {{ebicite|correct|EBI}}
|ChEBI = 35702
|Beilstein = 1696894
|Gmelin = 25444
|EINECS = 200-467-2
|UNNumber = 1155
|SMILES = CCOCC
|UNII_Ref = {{fdacite|correct|FDA}}
|UNII = 0F5N573A2Y
|KEGG_Ref = {{keggcite|correct|kegg}}
|KEGG = D01772
|InChI = 1/C4H10O/c1-3-5-4-2/h3-4H2,1-2H3
|InChIKey = RTZKZFJDLAIYFH-UHFFFAOYAB
|ChEMBL_Ref = {{ebicite|correct|EBI}}
|ChEMBL = 16264
|StdInChI_Ref = {{stdinchicite|correct|chemspider}}
|StdInChI = 1S/C4H10O/c1-3-5-4-2/h3-4H2,1-2H3
|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
|StdInChIKey = RTZKZFJDLAIYFH-UHFFFAOYSA-N
|CASNo = 60-29-7
|CASNo_Ref = {{cascite|correct|CAS}}
|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
|ChemSpiderID = 3168
|PubChem = 3283
|RTECS = KI5775000
}}
| Section2       = {{Chembox Properties
|C=4|H=10|O=1
|Appearance = Colorless liquid
|Odor = Dry, rum-like, sweetish odor<ref name=PGCH/>
|Density = 0.7134 g/cm<sup>3</sup>, liquid
|Solubility = 6.05&nbsp;g/(100&nbsp;mL)<ref name=merckindex>''[[Merck Index]]'', 10th ed., Martha Windholz, editor, Merck & Co., Inc, Rahway, NJ, 1983, p. 551</ref>
|MeltingPtC = −116.3
|BoilingPtC = 34.6
|BoilingPt_ref =<ref>{{cite web|title=Diethyl ether|url=http://www.chemspider.com/Chemical-Structure.3168.html|publisher=ChemSpider|access-date=19 January 2017}}</ref>
|RefractIndex = 1.353 (20&nbsp;°C)
|Viscosity = 0.224 [[Poise (unit)|cP]] (25&nbsp;°C)
|VaporPressure = 440 mmHg (58.66 kPa) at 20&nbsp;°C<ref name=PGCH/>
|MagSus = −55.1·10<sup>−6</sup> cm<sup>3</sup>/mol
|LogP =0.98<ref name="chemsrc">{{Cite web|url=https://www.chemsrc.com/en/cas/60-29-7_667780.html|title= Diethyl ether_msds}}</ref>
}}
| Section3       = {{Chembox Structure
|Dipole = 1.15 [[Debye|D]] (gas)
}}
| Section4       = {{Chembox Thermochemistry
|DeltaHc = −2732.1 ± 1.9 kJ/mol
|DeltaHf = −271.2 ± 1.9 kJ/mol
|Entropy = 253.5 J/(mol·K)
|HeatCapacity = 172.5 J/(mol·K)
}}
| Section5       = {{Chembox Pharmacology
|ATCCode_prefix = N01
|ATCCode_suffix = AA01
}}
| Section6       = {{Chembox Hazards
|ExternalSDS = [http://www.sciencelab.com/msds.php?msdsId=9927164 External MSDS]
|MainHazards = Extremely flammable, harmful to skin, decomposes to explosive peroxides in air and light, may cause dizziness in a less ventilated place or if ingested.<ref name=PGCH/>
|NFPA-H = 2
|NFPA-F = 4
|NFPA-R = 1
|AutoignitionPtC = 160
|AutoignitionPt_ref =<ref name="MSDS">{{cite web | url = http://hazard.com/msds/mf/baker/baker/files/e2340.htm | title = Ethyl Ether MSDS | publisher = J.T. Baker |access-date = 2010-06-24 | archive-url = https://web.archive.org/web/20120328181719/http://hazard.com/msds/mf/baker/baker/files/e2340.htm | archive-date = 2012-03-28 | url-status = dead}}</ref>
|FlashPtC = −45
|FlashPt_ref =<ref name="MSDS"/>
|ExploLimits =  1.85–48.0%<ref name = "Yaws">Carl L. Yaws, ''Chemical Properties Handbook'', McGraw-Hill, New York, 1999, p. 567</ref>
|GHSPictograms = {{GHS flame}}{{GHS07}}
|GHSSignalWord = Danger
|HPhrases = {{H-phrases|224|302|336}}
|PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|270|271|280|301+312|303+361+353|304+340|312|330|370+378|403+233|403+235|405|501}}
|PEL = TWA 400 ppm (1200 mg/m<sup>3</sup>)<ref name=PGCH>{{PGCH|0277}}</ref>
|IDLH = 1900 ppm<ref name=PGCH/>
|REL = No established REL<ref name=PGCH/>
|LCLo = 106,000 ppm (rabbit)<br />76,000 ppm (dog)<ref name=IDLH>{{IDLH|60297|Ethyl ether}}</ref>
|LC50 = 73,000 ppm (rat, 2 hr)<br />6500 ppm (mouse, 1.65 hr)<ref name=IDLH />
}}
| Section7       = {{Chembox Related
|OtherFunction_label = [[ether]]s
|OtherFunction = {{ubl|[[Dimethyl ether]]|[[Ethyl methyl ether]]|[[Methyl propyl ether]]|[[Dipropyl ether]]|[[Diisopropyl ether]]|[[Dibutyl ether]]|[[Divinyl ether]]|[[Diphenyl ether]]|[[1,4-Dioxane]]|[[Furan]]}}
|OtherCompounds = {{ubl|[[Diethyl sulfide]]|[[Diethyl selenide]]|[[Ethanol]]|[[Butanol]]s ([[isomer]])|[[2-Ethoxyethanol]]|[[Diethylene glycol]]|[[Polyethylene glycol]]|[[Diethyl ether hydroperoxide]]|[[Diethylamine]]|[[Triethylamine]]}}
}}
}}

'''Diethyl ether''', or simply '''ether''', is an [[organic compound]] with the [[chemical formula]] {{chem2|(CH3CH2)2O}}, sometimes abbreviated as {{chem2|Et2O}}.{{efn|Et stands for monovalent [[ethyl group]] {{chem2|CH3CH2}} which is often written as {{chem2|C2H5}} (see [[pseudoelement symbol]])}} It is a colourless, highly [[Volatility (chemistry)|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]].<ref>{{cite book |doi=10.1002/14356007.a10_023.pub2 |chapter=Ethers, Aliphatic |title=Ullmann's Encyclopedia of Industrial Chemistry |date=2010 |last1=Sakuth |first1=Michael |last2=Mensing |first2=Thomas |last3=Schuler |first3=Joachim |last4=Heitmann |first4=Wilhelm |last5=Strehlke |first5=Günther |last6=Mayer |first6=Dieter |isbn=978-3-527-30385-4 }}</ref>