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Updating {{chembox}} (changes to verified fields - updated 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject_Chemicals|
Cellosolve is not specific to just this glycol ether
 
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{{chembox
{{chembox
| Verifiedfields = changed
|Verifiedfields = changed
|Watchedfields = changed
| verifiedrevid = 387278787
|verifiedrevid = 477213258
| Name = 2-Ethoxyethanol
| ImageFile = 2-Ethoxyethanol2.svg
|Name = 2-Ethoxyethanol
|ImageFile = 2-Ethoxyethanol2.svg
|ImageName = 2-Ethoxyethanol
| ImageSize = 200px
| ImageName = 2-Ethoxyethanol
|PIN = 2-Ethoxyethanol
|OtherNames = Cellosolve<br />ethylene glycol ethyl ether<br />oxitol<br />Ethyl Cellosolve<br/>EGEE
| IUPACName = 2-ethoxyethanol
|Section1={{Chembox Identifiers
| OtherNames = Cellosolve<br />ethylene glycol ethyl ether<br />oxitol<br />Ethyl Cellosolve
|DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| Section1 = {{Chembox Identifiers
|DrugBank = DB02249
| SMILES = CCOCCO
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
|ChEBI_Ref = {{ebicite|correct|EBI}}
|ChEBI = 46788
| ChemSpiderID = 7785
| ChEMBL_Ref = {{ebicite|changed|EBI}}
|KEGG_Ref = {{keggcite|correct|kegg}}
| ChEMBL = 119596
|KEGG = C14687
|PubChem = 8076
| UNII_Ref = {{fdacite|correct|FDA}}
|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| UNII = IDK7C2HS09
|ChemSpiderID = 13836591
| CASNo_Ref = {{cascite}}
| CASNo = 110-80-5
|EC_number = 203-804-1
|UNNumber = 1171
| RTECS = KK8050000
|Beilstein = 1098271
}}
|Gmelin = 82142
| Section2 = {{Chembox Properties
|SMILES = CCOCCO
| C=4|H=10|O=2
|InChI = 1/C4H10O2/c1-2-6-4-3-5/h5H,2-4H2,1H3
| Appearance = clear liquid
|InChIKey = ZNQVEEAIQZEUHB-UHFFFAOYAD
| Density = 0.930 g/cm<sup>3</sup>, liquid
|StdInChI = 1S/C4H10O2/c1-2-6-4-3-5/h5H,2-4H2,1H3
| Solubility = miscible
|StdInChIKey = ZNQVEEAIQZEUHB-UHFFFAOYSA-N
| MeltingPtC = -70
|ChEMBL_Ref = {{ebicite|correct|EBI}}
| BoilingPtC = 135
|ChEMBL = 119596
| Viscosity =
|UNII_Ref = {{fdacite|correct|FDA}}
}}
|UNII = IDK7C2HS09
| Section7 = {{Chembox Hazards
|CASNo_Ref = {{cascite|correct|CAS}}
| ExternalMSDS =
|CASNo = 110-80-5
| MainHazards =
|RTECS = KK8050000
| NFPA-H = 2
}}
| NFPA-F = 2
|Section2={{Chembox Properties
| NFPA-R =
| FlashPt = 44 °C
|C=4 | H=10 | O=2
|Appearance = clear liquid
| RPhrases = {{R10}}, {{R20/21/22}},<br />{{R60}}, {{R61}}
|Odor = sweet, [[ether]]-like
| SPhrases = {{S53}}, {{S45}}
|Density = 0.930 g/cm<sup>3</sup>, liquid
}}
|Solubility = miscible
| Section8 = {{Chembox Related
|MeltingPtC = -70
| Function = [[ether]]s
|BoilingPtC = 135
| OtherFunctn = [[2-Propoxyethanol]]<br />[[2-Butoxyethanol]]
|VaporPressure = 4 mmHg (20°C)<ref name=PGCH/>
| OtherCpds = [[Ethylene glycol]]
}}
}}
|Section7={{Chembox Hazards
|NFPA-H = 2
|NFPA-F = 2
|NFPA-R =
|FlashPtC = 44
|GHSPictograms = {{GHS02}}{{GHS06}}{{GHS07}}{{GHS08}}
|GHSSignalWord = Danger
|HPhrases = {{H-phrases|226|302|331|360}}
|PPhrases = {{P-phrases|201|202|210|233|240|241|242|243|261|264|270|271|280|281|301+312|303+361+353|304+340|308+313|311|321|330|370+378|403+233|403+235|405|501}}
|PEL = TWA 200 ppm (740 mg/m<sup>3</sup>) [skin]<ref name=PGCH>{{PGCH|0258}}</ref>
|ExploLimits = 1.7%-15.6%<ref name=PGCH/>
|IDLH = 500 ppm<ref name=PGCH/>
|REL = TWA 0.5 ppm (1.8 mg/m<sup>3</sup>) [skin]<ref name=PGCH/>
|LC50 = 2000 ppm (rat, 7 hr)<br/>1820 ppm (mouse, 7 hr)<ref name=IDLH>{{IDLH|110805|2-Ethoxyethanol}}</ref>
|LD50 = 2451 mg/kg (mouse, oral)<br/>2125 mg/kg (rat, oral)<ref name=IDLH/>
|LCLo = 3000 ppm (guinea pig, 24 hr)<ref name=IDLH/>
}}
|Section8={{Chembox Related
|OtherFunction_label = [[ether]]s
|OtherFunction = [[2-Propoxyethanol]]<br />[[2-Butoxyethanol]]
|OtherCompounds = [[Ethylene glycol]]
}}
}}
}}


'''2-Ethoxyethanol''', also known by the trademark '''[[Cellosolve]]''' or '''ethyl cellosolve''', is a [[solvent]] used widely in commercial and industrial applications. It is a clear, colorless, nearly odorless liquid that is miscible with water, [[ethanol]], [[diethyl ether]], [[acetone]], and [[ethyl acetate]].
'''2-Ethoxyethanol''', also known by the trademark '''Ethyl cellosolve''', is a [[solvent]] used widely in commercial and industrial applications. It is a clear, colorless, nearly odorless liquid that is miscible with water, [[ethanol]], [[diethyl ether]], [[acetone]], and [[ethyl acetate]].<ref name="Concentrations1996">{{cite book|author=National Research Council (U.S.). Subcommittee on Spacecraft Maximum Allowable Concentrations|title=Spacecraft maximum allowable concentrations for selected airborne contaminants|url=https://books.google.com/books?id=3VZRtLk--BAC&pg=PT210|access-date=19 February 2012|year=1996|publisher=National Academies Press|isbn=978-0-309-05478-2|page=189}}</ref>


2-Ethoxyethanol can be manufactured by the reaction of [[ethylene oxide]] with ethanol.
2-Ethoxyethanol is manufactured by the reaction of [[ethylene oxide]] with [[ethanol]].


As with other [[glycol ether]]s, 2-ethoxyethanol has the useful property of being able to dissolve chemically diverse compounds. It will dissolve oils, resins, grease, waxes, nitrocellulose, and lacquers. This is an ideal property as a multi-purpose cleaner and therefore 2-ethoxyethanol is used in products such as varnish removers and degreasing solutions.
As with other [[glycol ether]]s, 2-ethoxyethanol has the useful property of being able to dissolve chemically diverse compounds. It will dissolve oils, resins, grease, waxes, [[nitrocellulose]], and lacquers.<ref name="Concentrations1996"/> This is an ideal property as a multi-purpose cleaner, and, therefore, 2-ethoxyethanol is used in products such as varnish removers and degreasing solutions.


==References==
==References==
{{Citation style|date=September 2007}}
<references/>
<references/>
*''Merck Index'', 11th Edition, '''3707'''.


==External links==
==External links==
*{{cite web|title=Chemical Sampling Information 2-Ethoxyethanol|url=https://www.osha.gov/dts/chemicalsampling/data/CH_239200.html|website=www.osha.gov|access-date=4 August 2014|archive-date=8 August 2014|archive-url=https://web.archive.org/web/20140808051237/https://www.osha.gov/dts/chemicalsampling/data/CH_239200.html|url-status=dead}}
*[http://www.osha.gov/SLTC/healthguidelines/2-ethoxyethanol/recognition.html OSHA guidelines for 2-ethoxyethanol]
*[https://www.cdc.gov/niosh/npg/npgd0258.html CDC - NIOSH Pocket Guide to Chemical Hazards]
*[http://elarum.com/info/products/ethylcellosolve/ Brief technical specification of ethylcellosolve]


{{DEFAULTSORT:Ethoxyethanol, 2-}}
{{DEFAULTSORT:Ethoxyethanol, 2-}}
[[Category:Alcohols]]
[[Category:Primary alcohols]]
[[Category:Glycol ethers]]
[[Category:Glycol ethers]]

[[de:2-Ethoxyethanol]]
[[nl:2-ethoxyethanol]]
[[pt:2-Etoxietanol]]
[[ru:Этилцеллозольв]]
[[zh:乙二醇单乙醚]]

Latest revision as of 20:56, 12 February 2024

2-Ethoxyethanol
2-Ethoxyethanol
Names
Preferred IUPAC name
2-Ethoxyethanol
Other names
Cellosolve
ethylene glycol ethyl ether
oxitol
Ethyl Cellosolve
EGEE
Identifiers
3D model (JSmol)
1098271
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.459 Edit this at Wikidata
EC Number
  • 203-804-1
82142
KEGG
RTECS number
  • KK8050000
UNII
UN number 1171
  • InChI=1S/C4H10O2/c1-2-6-4-3-5/h5H,2-4H2,1H3
    Key: ZNQVEEAIQZEUHB-UHFFFAOYSA-N
  • InChI=1/C4H10O2/c1-2-6-4-3-5/h5H,2-4H2,1H3
    Key: ZNQVEEAIQZEUHB-UHFFFAOYAD
  • CCOCCO
Properties
C4H10O2
Molar mass 90.122 g·mol−1
Appearance clear liquid
Odor sweet, ether-like
Density 0.930 g/cm3, liquid
Melting point −70 °C (−94 °F; 203 K)
Boiling point 135 °C (275 °F; 408 K)
miscible
Vapor pressure 4 mmHg (20°C)[1]
Hazards
GHS labelling:
GHS02: FlammableGHS06: ToxicGHS07: Exclamation markGHS08: Health hazard
Danger
H226, H302, H331, H360
P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P281, P301+P312, P303+P361+P353, P304+P340, P308+P313, P311, P321, P330, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability (yellow): no hazard codeSpecial hazards (white): no code
2
2
Flash point 44 °C (111 °F; 317 K)
Explosive limits 1.7%-15.6%[1]
Lethal dose or concentration (LD, LC):
2451 mg/kg (mouse, oral)
2125 mg/kg (rat, oral)[2]
2000 ppm (rat, 7 hr)
1820 ppm (mouse, 7 hr)[2]
3000 ppm (guinea pig, 24 hr)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 200 ppm (740 mg/m3) [skin][1]
REL (Recommended)
 TWA 0.5 ppm (1.8 mg/m3) [skin][1]
IDLH (Immediate danger)
 500 ppm[1]
Related compounds
Related ethers
 2-Propoxyethanol
2-Butoxyethanol
Related compounds
 Ethylene glycol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

2-Ethoxyethanol, also known by the trademark Ethyl cellosolve, is a solvent used widely in commercial and industrial applications. It is a clear, colorless, nearly odorless liquid that is miscible with water, ethanol, diethyl ether, acetone, and ethyl acetate.[3]

2-Ethoxyethanol is manufactured by the reaction of ethylene oxide with ethanol.

As with other glycol ethers, 2-ethoxyethanol has the useful property of being able to dissolve chemically diverse compounds. It will dissolve oils, resins, grease, waxes, nitrocellulose, and lacquers.[3] This is an ideal property as a multi-purpose cleaner, and, therefore, 2-ethoxyethanol is used in products such as varnish removers and degreasing solutions.

References

[edit]
  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0258". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b c "2-Ethoxyethanol". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. ^ a b National Research Council (U.S.). Subcommittee on Spacecraft Maximum Allowable Concentrations (1996). Spacecraft maximum allowable concentrations for selected airborne contaminants. National Academies Press. p. 189. ISBN 978-0-309-05478-2. Retrieved 19 February 2012.
[edit]
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