Diethylamine

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|Verifiedfields = changed
|Watchedfields = changed
|verifiedrevid = 407845259
|Reference =
|ImageFile = Et2NH. svg
|ImageFile Ref =
|ImageSize = 230
|ImageAlt = Skeletal formula of diethylamine
|ImageFile2 = Diethylamine 3D ball. png
|ImageFile2 Ref =
|ImageSize2 = 160
|ImageAlt2 = Ball and stick model of the diethylamine molecule
|PIN = N Ethylethanamine
|OtherNames = (Diethyl)amineDiethylamine (deprecated)
|Section1=
|Section2=
|Section3=
|Section4=Chembox Hazards
|ExternalSDS = hazard. com
|GHSPictograms =
|GHSSignalWord = DANGER
|HPhrases =
|PPhrases =
|NFPA H = 3
|NFPA F = 3
|NFPA R = 1
|FlashPtC = 23
|AutoignitionPtC = 312
|ExploLimits = 1.8–10.1%
|PEL = TWA 25 ppm (75 mg/m3)
|REL = TWA 10 ppm (30 mg/m3) ST 25 ppm (75 mg/m3)
|LD50 = 540 mg/kg (rat, oral)500 mg/kg (mouse, oral)

Diethylamine is used in the production of corrosion inhibitor N,N diethylaminoethanol, by reaction with ethylene oxide. It is also a precursor to a wide variety of other commercial products. It is also sometimes used in the illicit production of LSD.

As the most abundantly available secondary amine that is liquid at room temperature, diethylamine has been extensively deployed in chemical synthesis. Its reactions illustrate the pattern seen for many other dialkylamines. It participates in Mannich reactions involving the installation of diethylaminomethyl substituents. Alkylation gives the tertiary amine. With trimethylsilyl chloride, it reacts to give the silylamide.

Diethylamine is the smallest and simplest molecule that features a supramolecular helix as its lowest energy aggregate. Other similarly sized hydrogen bonding molecules favor cyclic structures.

Diethylamine has low toxicity, but the vapor causes transient impairment of vision.