Diethylhydroxylamine

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Diethylhydroxylamine
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Template:Longitem 1731349
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MeSH N,N-diethylhydroxylamine
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UN number 1993
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Template:Longitem Template:Chembox Elements/molecular formula
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Appearance Colorless liquid
Odor Ammoniacal
Density 867 mg mL−1
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Vapor pressure 500 Pa (at 0 °C)
Acidity (pKa) 5.67 (est) [1]
Template:Longitem 370.8 J K−1 mol−1
Template:Longitem −175.47–−174.03 kJ mol−1
Template:Longitem −2.97201–−2.97069 MJ mol−1
Explosive limits 1.9–10%
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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.

Applications

DEHA is largely used as an oxygen scavenger in water treatment.

It is a volatile oxygen scavenger[2][3] 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. The reduction of toxic heavy metals, such as hexavalent chromium to their more environmentally-friendly counterparts like trivalent chromium, is also performed using aqueous solutions containing DEHA.

Several other applications include its use as:

  1. Polymerisation inhibitor
  2. Color stabilizer (photographics)
  3. Corrosion inhibitor
  4. Discoloration inhibitor (phenolics)
  5. Antiozonant
  6. Radical scavenger[4]

References

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  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/
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