Diethylethanolamine

Diethylethanolamine
Names
	Preferred IUPAC name 2-(Diethylamino)ethan-1-ol
	Other names 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
Identifiers
CAS Number	100-37-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	741863
ChEBI	CHEBI:52153 ;
ChEMBL	ChEMBL1183 ;
ChemSpider	13842001 ;
ECHA InfoCard	100.002.587
EC Number	202-845-2;
MeSH	2-diethylaminoethanol
PubChem CID	7497;
RTECS number	KK5075000;
UNII	S6DL4M053U ;
UN number	2686
CompTox Dashboard (EPA)	DTXSID5021837 ;
	InChI InChI=1S/C6H15NO/c1-3-7(4-2)5-6-8/h8H,3-6H2,1-2H3 Key: BFSVOASYOCHEOV-UHFFFAOYSA-N ;
	SMILES CCN(CC)CCO;
Properties
Chemical formula	C6H15NO
Molar mass	117.192 g·mol−1
Appearance	Colourless liquid
Odor	Ammoniacal
Density	884 mg mL−1
Melting point	−70 °C; −94 °F; 203 K
Boiling point	161.1 °C; 321.9 °F; 434.2 K
Solubility in water	miscible
log P	0.769
Vapor pressure	100 Pa (at 20 °C)
Refractive index (nD)	1.441–1.442
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H312, H314, H317, H332
Precautionary statements	P280, P305+P351+P338, P310
Flash point	50 °C (122 °F; 323 K)
Explosive limits	1.4–11.7%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1.113 g kg−1 (dermal, rabbit); 1.3 g kg−1 (oral, rat);
LC50 (median concentration)	924 ppm (rat, 4 hr); 1027 ppm (mouse)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 10 ppm (50 mg/m3) [skin]
REL (Recommended)	TWA 10 ppm (50 mg/m3) [skin]
IDLH (Immediate danger)	100 ppm
Related compounds
Related alkanols	N-Methylethanolamine; Dimethylethanolamine; Diethanolamine; N,N-Diisopropylaminoethanol; Methyl diethanolamine; Triethanolamine; Bis-tris methane; Meglumine;
Related compounds	Diethylhydroxylamine
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Diethylethanolamine (DEAE) is the organic compound with the molecular formula (C₂H₅)₂NCH₂CH₂OH. A colorless liquid, is used as a precursor in the production of a variety of chemical commodities such as the local anesthetic procaine.

Applications

Diethylethanolamine is used as a corrosion inhibitor in steam and condensate lines by neutralizing carbonic acid and scavenging oxygen.

Diethylethanolamine reacts with 4-aminobenzoic acid to make procaine.

DEAE is a precursor for DEAE-cellulose resin, which is commonly used in ion exchange chromatography.

it can decrease the surface tension of water when the temperature is increased.^[3]

Solutions of DEAE absorb carbon dioxide (CO₂).

Preparation

Diethylethanolamine is prepared commercially by the reaction of diethylamine and ethylene oxide.^[4]

(C₂H₅)₂NH + cyclo(CH₂CH₂)O → (C₂H₅)₂NCH₂CH₂OH

It is also possible to prepare it by the reaction of diethylamine and ethylene chlorohydrin.^[5]

Safety

Diethylethanolamine is an irritant to the eyes, skin, and respiratory system. The Occupational Safety and Health Administration and the 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.^[6]

References

^ ^a ^b ^c ^d ^e NIOSH Pocket Guide to Chemical Hazards. "#0210". National Institute for Occupational Safety and Health (NIOSH).
^ "2-Diethylaminoethanol". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^ Fu, Dong; Wang, LeMeng; Tian, XiangFeng (2017). "Experiments and model for the surface tension of DEAE-PZ and DEAE-MEA aqueous solutions". The Journal of Chemical Thermodynamics. 105: 71–75. doi:10.1016/j.jct.2016.10.007.
^ Bollmeier, Jr., Allen F. (1999). "Alkanolamines". In Kroschwitz, Jacqueline I. (ed.). Kirk-Othmer Encyclopedia of Chemical Technology. Vol. 2 (4th ed.). New York: John Wiley & Sons. pp. 1–34. ISBN 978-0471419617.
^ W. W. Hartman (1934). "β-Diethylaminoethyl Alcohol". Organic Syntheses. 14: 28. doi:10.15227/orgsyn.014.0028.
^ "NIOSH Pocket Guide to Chemical Hazards". CDC. 2011-04-04. Retrieved 2013-11-08.

[PGCH-1] NIOSH Pocket Guide to Chemical Hazards. "#0210". National Institute for Occupational Safety and Health (NIOSH).

[2] "2-Diethylaminoethanol". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

[3] Fu, Dong; Wang, LeMeng; Tian, XiangFeng (2017). "Experiments and model for the surface tension of DEAE-PZ and DEAE-MEA aqueous solutions". The Journal of Chemical Thermodynamics. 105: 71–75. doi:10.1016/j.jct.2016.10.007.

[4] Bollmeier, Jr., Allen F. (1999). "Alkanolamines". In Kroschwitz, Jacqueline I. (ed.). Kirk-Othmer Encyclopedia of Chemical Technology. Vol. 2 (4th ed.). New York: John Wiley & Sons. pp. 1–34. ISBN 978-0471419617.

[5] W. W. Hartman (1934). "β-Diethylaminoethyl Alcohol". Organic Syntheses. 14: 28. doi:10.15227/orgsyn.014.0028.

[6] "NIOSH Pocket Guide to Chemical Hazards". CDC. 2011-04-04. Retrieved 2013-11-08.

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