Diethylhydroxylamine

Diethylhydroxylamine
Skeletal formula of diethylhydroxylamine
Ball-and-stick model of the diethylhydroxylamine molecule
Names
Preferred IUPAC name
N-Ethyl-N-hydroxyethanamine
Identifiers
3D model (JSmol)
1731349
ChemSpider
ECHA InfoCard 100.020.960 Edit this at Wikidata
EC Number
  • 223-055-4
MeSH N,N-diethylhydroxylamine
RTECS number
  • NC3500000
UNII
UN number 1993
  • InChI=1S/C4H11NO/c1-3-5(6)4-2/h6H,3-4H2,1-2H3 checkY
    Key: FVCOIAYSJZGECG-UHFFFAOYSA-N checkY
  • CCN(O)CC
Properties
C4H11NO
Molar mass 89.138 g·mol−1
Appearance Colorless liquid
Odor Ammoniacal
Density 867 mg mL−1
Melting point −26 to −25 °C (−15 to −13 °F; 247 to 248 K)
Boiling point 127.6 °C; 261.6 °F; 400.7 K
Miscible
Vapor pressure 500 Pa (at 0 °C)
Acidity (pKa) 5.67 (est) [1]
Thermochemistry
370.8 J K−1 mol−1
−175.47–−174.03 kJ mol−1
−2.97201–−2.97069 MJ mol−1
Hazards
GHS labelling:
GHS02: Flammable GHS07: Exclamation mark
Warning
H226, H312, H315, H319, H332
P280, P305+P351+P338
Explosive limits 1.9–10%
Lethal dose or concentration (LD, LC):
  • 1.3 g kg−1 (dermal, rabbit)
  • 2.19 g kg−1 (oral, rat)
Related compounds
Related alkanols
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Diethylhydroxylamine (DEHA) is an organic compound with the formula (C2H5)2NOH. Strictly, this is N,N-diethylhydroxylamine. It has an isomer, N,O-diethylhydroxylamine with the formula EtNHOEt. Pure N,N-diethylhydroxylamine is a colorless liquid, although it is usually encountered as a colourless-to-yellow solution in water with an amine-like odor.

DEHA can be synthesised from a reaction between triethylamine and a peroxide.

  1. ^ Hilal SH et al; pp. 291-353 in Quantitative Treatments of Solute/Solvent Interactions: Theoretical and Computational Chemistry Vol. 1 NY, NY: Elsevier (1994). SPARC (Software Process Automation Reaction Chemistry) Available from, as of Dec 7, 2007: http://ibmlc2.chem.uga.edu/sparc/