# Diethylethanolamine
> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Diethylethanolamine
> Markdown URL: https://mediated.wiki/source/Diethylethanolamine.md
> Source: https://en.wikipedia.org/wiki/Diethylethanolamine
> Source revision: 1285392028
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)
{{chembox
|ImageFile = Diethylethanolamine.svg
|ImageFile_Ref = {{chemboximage|correct|??}}
|ImageSize = 160
|ImageName = Skeletal formula of diethylethanolamine
|PIN = 2-(Diethylamino)ethan-1-ol
|OtherNames = 2-(Diethylamino)ethanol
Diethylaminoethanol
2-Diethylaminoethanol
''N'',''N''-Diethyl-2-aminoethanol
''N'',''N''-Diethylethanolamine
Diethyl(2-hydroxyethyl)amine
(2-Hydroxyethyl)diethylamine
2-Diethylaminoethyl alcohol
2-Hydroxytriethylamine
|Section1={{Chembox Identifiers
|CASNo = 100-37-8
|CASNo_Ref = {{cascite|correct|CAS}}
|UNII_Ref = {{fdacite|correct|FDA}}
|UNII = S6DL4M053U
|PubChem = 7497
|ChemSpiderID = 13842001
|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
|EINECS = 202-845-2
|UNNumber = 2686
|MeSHName = 2-diethylaminoethanol
|ChEBI = 52153
|ChEBI_Ref = {{ebicite|correct|EBI}}
|ChEMBL = 1183
|ChEMBL_Ref = {{ebicite|correct|EBI}}
|RTECS = KK5075000
|Beilstein = 741863
|SMILES = CCN(CC)CCO
|StdInChI = 1S/C6H15NO/c1-3-7(4-2)5-6-8/h8H,3-6H2,1-2H3
|StdInChI_Ref = {{stdinchicite|correct|chemspider}}
|StdInChIKey = BFSVOASYOCHEOV-UHFFFAOYSA-N
|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
|Section2={{Chembox Properties
|C=6 | H=15 | N=1 | O=1
|Appearance = Colourless liquid
|Odor = Ammoniacal and irritating
|Density = 884 mg mL−1
|MeltingPtF = -94
|MeltingPt_ref = [
|Solubility = miscible][
|BoilingPtK = 434.2
|LogP = 0.769
|VaporPressure = 100 Pa (at 20 °C)
|RefractIndex = 1.441–1.442
}}
|Section3={{Chembox Hazards
|GHSPictograms = {{gHS flame}} {{gHS corrosion}} {{gHS exclamation mark}}
|GHSSignalWord = '''DANGER'''
|HPhrases = {{h-phrases|226|302|312|314|317|332}}
|PPhrases = {{p-phrases|280|305+351+338|310}}
|FlashPtC = 50
|ExploLimits = 1.4–11.7%
|LD50 = {{unbulleted list|1.113 g kg−1 (dermal, rabbit)|1.3 g kg−1 (oral, rat)}}
|PEL = TWA 10 ppm (50 mg/m3) [skin]][{{PGCH|0210}}]
|IDLH = 100 ppm[
|REL = TWA 10 ppm (50 mg/m3) [skin]][
|LC50 = 924 ppm (rat, 4 hr)]
1027 ppm (mouse)[{{IDLH|100378|2-Diethylaminoethanol}}]
}}
|Section4={{Chembox Related
|OtherFunction_label = alkanols
|OtherFunction = {{unbulleted list|[''N''-Methylethanolamine](/source/n-Methylethanolamine)|[Dimethylethanolamine](/source/Dimethylethanolamine)|[Diethanolamine](/source/Diethanolamine)|[''N'',''N''-Diisopropylaminoethanol](/source/n%2CN-Diisopropylaminoethanol)|[Methyl diethanolamine](/source/Methyl_diethanolamine)|[Triethanolamine](/source/Triethanolamine)|[Bis-tris methane](/source/Bis-tris_methane)|[Meglumine](/source/Meglumine)}}
|OtherCompounds = [Diethylhydroxylamine](/source/Diethylhydroxylamine)
}}
}}
'''Diethylethanolamine''' ('''DEAE''') is the [organic compound](/source/organic_compound) with the molecular formula {{chem2|(C2H5)2NCH2CH2OH}}. A colorless liquid, is used as a [precursor](/source/Precursor_(chemistry)) in the production of a variety of chemical commodities such as the local anesthetic [procaine](/source/procaine).
==Applications==
Diethylethanolamine is used as a corrosion inhibitor in steam and condensate lines by neutralizing [carbonic acid](/source/carbonic_acid) and scavenging oxygen.
Diethylethanolamine reacts with [4-aminobenzoic acid](/source/4-Aminobenzoic_acid) to make procaine.
DEAE is a precursor for [DEAE-cellulose](/source/Diethylaminoethyl_cellulose) resin, which is commonly used in [ion exchange chromatography](/source/Ion_chromatography).
it can decrease the surface tension of water when the temperature is increased.[{{Cite journal|last1=Fu|first1=Dong|last2=Wang|first2=LeMeng|last3=Tian|first3=XiangFeng|title=Experiments and model for the surface tension of DEAE-PZ and DEAE-MEA aqueous solutions |journal=The Journal of Chemical Thermodynamics|year=2017|language=en|volume=105|pages=71–75|doi=10.1016/j.jct.2016.10.007}}]
Solutions of DEAE absorb [carbon dioxide](/source/carbon_dioxide) (CO2).
==Preparation==
Diethylethanolamine is prepared commercially by the reaction of [diethylamine](/source/diethylamine) and [ethylene oxide](/source/ethylene_oxide).[{{cite book |last1= Bollmeier, Jr.|first1= Allen F. |editor1-first= Jacqueline I. |editor1-last= Kroschwitz |title= Kirk-Othmer Encyclopedia of Chemical Technology|edition=4th |volume=2 |year=1999 |publisher=John Wiley & Sons|location=New York |isbn=978-0471419617|pages=1–34 |chapter=Alkanolamines}}]
:(C2H5)2NH + cyclo(CH2CH2)O → (C2H5)2NCH2CH2OH
It is also possible to prepare it by the [nucleophilic substitution](/source/nucleophilic_substitution) of diethylamine and [2-chloroethanol](/source/2-chloroethanol).[{{cite journal |author=W. W. Hartman|doi=10.15227/orgsyn.014.0028 |title=β-Diethylaminoethyl Alcohol |journal=Organic Syntheses |date=1934 |volume=14 |page=28 }}]
==Safety==
Diethylethanolamine is an irritant to the eyes, skin, and lungs. The [Occupational Safety and Health Administration](/source/Occupational_Safety_and_Health_Administration) and the [National Institute for Occupational Safety and Health](/source/National_Institute_for_Occupational_Safety_and_Health) have set occupational exposure limits for workers handling the chemical at 10 ppm (50 mg/m3) over an eight-hour workday.[{{cite web |url= https://www.cdc.gov/niosh/npg/npgd0210.html |title= NIOSH Pocket Guide to Chemical Hazards |date=2011-04-04 |publisher=CDC|access-date=2013-11-08}}]
==References==
{{Reflist}}
Category:Diethylamino compounds
Category:Hydroxyethyl compounds
---
Adapted from the Wikipedia article [Diethylethanolamine](https://en.wikipedia.org/wiki/Diethylethanolamine) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Diethylethanolamine?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.