2- Diethylaminoethanol

Anticorrosive agent chemical intermediate for the production of emulsifiers, detergents, solubilizers, cosmetics, drugs, and textile finishing agents 

Toxieology. 2-Diethyl aminoethanol (DEAE) is an irritant of the eyes, mucous membranes, and skin in animals. 

An attempt by a laboratory worker to remove animals from an inhalation chamber containing approximately 100 ppm resulted in nausea and vomiting within 5 minutes after a fleeting exposure no irritation of the eyes or throat was noted during this brief exposure. Other persons in the same room also complained of a nauseating odor but showed no ill effects. 

Through a leak in the steam heating system, DEAE was released into the air of a large office building, and irritative symptoms of 

Rats exposed to 500 ppm 6 hours daily for 5 days exhibited marked eye and nasal irritation, and a number of animals had corneal opacity by the end of the third day the mortality rate was 20%, and at autopsy, findings were acute purulent bronchiolitis and bronchopneumonia. Exposure to 25 ppm for 14 days caused respiratory tract epithelial hyperplasia, squamous metaplasia, and clinical rales.  

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Benzyl cyanide is first reacted with 2-butylbromide in the presence of sodium amide to give 2-phenyl-3-methylvaleronitrile which is hydrolyzed by sulfuric acid to give 3-methyl-2-phenyl-pentanoic acid. 24 g of 2-phenyl-3-methyl-pentanoic acid are heated for one hour at 175° to 185°C with 30 g of 2-diethylaminoethanol and 0.5 g of sodium methylate. The excess diethyl-aminoethanol is removed in vacuo, the residue is dissolved in 300 cc of 2 N-acetic acid, the acid solution is shaken with ether and made alkaline with concentrated potassium carbonate solution and ice. The ether solution Is washed with water, dried with sodium sulfate and evaporated. The residue is distilled under high vacuum, yielding 20 to 21 g of the basic ester (60% of the theoretical) is obtained, the ester boiling at 98° to 100°C at a pressure of 0.03 mm. The hydrochloride of the ester melts at 112° to 113°C and the methobromide at 100° to 101°C. 

Diethylene dioxide, see 1.4-Dioxane Diethylene ether, see 1.4-Dioxane Diethylene oxide, see 1.4-Dioxane. Tetrahydrofuran Diethylene oximide. see Morpholine Diethyleneimid oxide, see Morpholine Diethyleneimide oxide, see Morpholine Diethylenimide oxide, see Morpholine IV.lV-Diethylethanamine. see Triethylamine Diethylethanolamine. see 2-Diethylaminoethanol IV.lV-Diethylethanolamine. see 2-Diethylaminoethanol Diethyl ether, see Ethyl ether Di(2-ethylhexyl) orthophthalate. see Bis(2-ethylhexyl) phthalate... 

Di(2-ethylhexyl) phthalate. see Bis(2-ethylhexyl) phthalate Diethyl-(2-hydroxyethyl)amine. see 2-Diethylaminoethanol lV,lV-Diethyl-yV-(p-hydroxyethyl)amine. see 2-Diethyl-aminoethanol... 

Hydroxytolnene, see 4-Methylphenol o-Hydroxytolnene, see 2-Methylphenol p-Hydroxytolnene, see 4-Methylphenol a-Hydrox34olnene, see Benzyl alcohol 2-Hydroxytriethylamine, see 2-Diethylaminoethanol 2-Hydroxy-l,3,5-trinitrobenzene, see Picric acid... 

The 2003 ACGIH threshold limit valuetime-weighted average (TLV-TWA) for 2-diethylaminoethanol is 2 ppm (9.6mg/m ) with a notation for skin absorption. 

Gadon ME, Melius JM, McDonald GJ, et al New-onset asthma after exposure to the steam system additive 2-diethylaminoethanol. J Occup Med 36 623-626, 1994... 

Miller FA, Scherberger RF, Tischer KS, Webber AM Determination of microgram quantities of diethanolamine, 2-methy-laminoethanol, and 2-diethylaminoethanol in air. Am Ind Hyg Assoc J 28 330-334, 1967... 

Procaine Procaine, the 2-diethylaminoethyl ester of 4-aminobenzoic acid (2.1.1), better known as novocaine, is synthesized in two ways. The first way consists of the direct reaction of the 4-aminobenzoic acid ethyl ester with 2-diethylaminoethanol in the presence of sodium ethoxide. The second way of synthesis is by reacting 4-nitrobenzoic acid with thionyl chloride, which gives the acid chloride (2.1.2), which is then esterified with iV,Ar-diethylaminoethanol. Subsequent reduction of the nitro group by hydrogenation of the resulting ester (2.1.3) into an amino group takes place in the presence of Raney nickel [ 1 ]. 

The second method for the synthesis of dicyclomine is started from cyanocyclohexane, which undergoes alkylation by cyclohexylbromide, forming 1-cyanobicyclohexane (14.1.33). This undergoes alcoholysis, forming the ethyl ester of 1-bicyclohexanecar-boxylic acid (14.1.34), which undergoes transesterification by 2-diethylaminoethanol in the presence of sodium [25]. 

Another method entails the esterification of -aminobenzoic acid with 2-diethylaminoethanol using concentrated sulfuric acid as a catalyst. 

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