Diethylhydroxylamine

Diethylhydroxylamine
Skeletal formula of diethylhydroxylamine	Ball-and-stick model of the diethylhydroxylamine molecule
Names
	IUPAC name N,N-Diethylhydroxylamine[1]
	Other names N-Ethyl-N-hydroxyethanamine
Identifiers
CAS Number	3710-84-7 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1731349
ChemSpider	18340 ;
ECHA InfoCard	100.020.960
EC Number	223-055-4;
MeSH	N,N-diethylhydroxylamine
PubChem CID	19463;
RTECS number	NC3500000;
UNII	314I05EDVH ;
UN number	1993
CompTox Dashboard (EPA)	DTXSID2027543 ;
	InChI InChI=1S/C4H11NO/c1-3-5(6)4-2/h6H,3-4H2,1-2H3 Key: FVCOIAYSJZGECG-UHFFFAOYSA-N ;
	SMILES CCN(O)CC;
Properties
Chemical formula	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
Solubility in water	Miscible
Vapor pressure	500 Pa (at 0 °C)
Acidity (pKa)	5.67 (est) [2]
Thermochemistry
Heat capacity (C)	370.8 J K−1 mol−1
Std enthalpy of; formation (ΔfH⦵298)	−175.47–−174.03 kJ mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−2.97201–−2.97069 MJ mol−1
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H226, H312, H315, H319, H332
GHS precautionary statements	P280, P305+351+338
Explosive limits	1.9–10%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1.3 g kg−1 (dermal, rabbit); 2.19 g kg−1 (oral, rat);
Related compounds
Related alkanols	N-Methylethanolamine; Dimethylethanolamine; Diethylethanolamine; Diethanolamine; N,N-Diisopropylaminoethanol; Methyl diethanolamine; Triethanolamine; Bis-tris methane; Meglumine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

Diethylhydroxylamine (DEHA) is an organic compound with the formula (C₂H₅)₂NOH. It is a colorless liquid, although it is usually encountered as a solution. It is mainly used as an oxygen scavenger in water treatment.

It is a volatile oxygen scavenger[3][4] and reacts in a ratio of 2.8/1 DEHA/O2. It is employed in high pressure (>70 bar) boiler systems due to a very low rate of reaction at low temperatures and pressures. Due to its volatility, it acts as an oxygen scavenger throughout the entire boiler system due to steam carryover. DEHA also reacts with ferrous metals to form a passivized film of magnetite throughout the boiler system.

It has these other uses:

Polymerisation inhibitor
Color stabilizer (photographics)
Corrosion inhibitor
Discoloration inhibitor (phenolics)
Antiozonant
Radical scavenger[5]

References

"N,N-diethylhydroxylamine - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification. Retrieved 17 March 2012.
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/
Cáceres, T.; Lissi, E. A.; Sanhueza, E. (November 1978). "Autooxidation of diethyl hydroxylamine". International Journal of Chemical Kinetics. 10 (11): 1167–1182. doi:10.1002/kin.550101107.
Shaffer, Dean; Heicklen, Julian (August 1986). "Oxidation of diethylhydroxylamine in water solution at 25-80.degree". The Journal of Physical Chemistry. 90 (18): 4408–4413. doi:10.1021/j100409a039.
Abuin, E.; Encina, M. V.; Diaz, S.; Lissi, E. A. (July 1978). "On the reactivity of diethyl hydroxyl amine toward free radicals". International Journal of Chemical Kinetics. 10 (7): 677–686. doi:10.1002/kin.550100704.

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[1] "N,N-diethylhydroxylamine - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification. Retrieved 17 March 2012.

[2] 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/

[3] Cáceres, T.; Lissi, E. A.; Sanhueza, E. (November 1978). "Autooxidation of diethyl hydroxylamine". International Journal of Chemical Kinetics. 10 (11): 1167–1182. doi:10.1002/kin.550101107.

[4] Shaffer, Dean; Heicklen, Julian (August 1986). "Oxidation of diethylhydroxylamine in water solution at 25-80.degree". The Journal of Physical Chemistry. 90 (18): 4408–4413. doi:10.1021/j100409a039.

[5] Abuin, E.; Encina, M. V.; Diaz, S.; Lissi, E. A. (July 1978). "On the reactivity of diethyl hydroxyl amine toward free radicals". International Journal of Chemical Kinetics. 10 (7): 677–686. doi:10.1002/kin.550100704.