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Diethylethanolamine





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(Redirected from DEAE)
 


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.

Diethylethanolamine
Skeletal formula of 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

3D model (JSmol)

Beilstein Reference

741863
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.587 Edit this at Wikidata
EC Number
  • 202-845-2
MeSH 2-diethylaminoethanol

PubChem CID

RTECS number
  • KK5075000
UNII
UN number 2686

CompTox Dashboard (EPA)

  • InChI=1S/C6H15NO/c1-3-7(4-2)5-6-8/h8H,3-6H2,1-2H3 checkY

    Key: BFSVOASYOCHEOV-UHFFFAOYSA-N checkY

  • 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[1]
Boiling point 161.1 °C; 321.9 °F; 434.2 K

Solubility in water

miscible[1]
log P 0.769
Vapor pressure 100 Pa (at 20 °C)

Refractive index (nD)

1.441–1.442
Hazards
GHS labelling:

Pictograms

GHS02: Flammable GHS05: Corrosive GHS07: Exclamation mark

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)[2]
    NIOSH (US health exposure limits):

    PEL (Permissible)

    TWA 10 ppm (50 mg/m3) [skin][1]

    REL (Recommended)

    TWA 10 ppm (50 mg/m3) [skin][1]

    IDLH (Immediate danger)

    100 ppm[1]
    Related compounds

    Related alkanols

  • 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

    Applications

    edit

    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

    edit

    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

    edit

    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

    edit
    1. ^ 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.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Diethylethanolamine&oldid=1217170432"
     



    Last edited on 4 April 2024, at 07:26  





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    This page was last edited on 4 April 2024, at 07:26 (UTC).

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