Ethylenediamine Hydrochloride

Propylene glycol is described under preservatives (Sect.N.II). ym. Ethylenediamine Hydrochloride 

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Theory Folic acid (I) undergoes cleavage by reduction with Zn-Hg in acidic medium to yield p-aminobenzoylglutamic acid (II). The primary aromatic amino group present in the latter is subsequently diazotized in the usual manner and coupled in acidic solution with N-(l-naphthyl)-ethylenediamine hydrochloride in the absence of light (caution). The colour thus produced has a maximum absorption at 550 nm and the extinction (E) is consequently compared with a calibration curve obtained from / -aminobcnzoic acid (PABA) that has been duly diazotized and coupled exactly in the same fashion as the/ -aminobcnzoylglutamic acid. 

N 37.82% colorless crysts, mp 192—94° soi in boiling water. It was first prepd in 1861 by Volhard (Refs 1 2) by interaction of AgCN with ethylenediamine hydrochloride. The compd was also prepd by Davis Blanchard (Ref 3) and then later by Bachmann et al (Ref 4). They refluxed for 3 hours urea with 60% aqueous ethylenediamine, obtg the crude product of 188c in 89% yield recrystallization from aqueous ale.raised its mp to 192—93°... 

To a mixture of 100 ml of liquid ammonia and about 80 mg of black iron oxide was added 0.78 g (0.02 atom) of potassium. When all of the potassium had reacted, 3.3 g of N,N-dimethyl-N -(2-pyridyl)ethylenediamine was added. After the addition of 75 ml of dry toluene the ammonia was removed on the steam bath. To the cooled and stirred mixture was added 4.26 g of p-chlorobenzyl chloride, and the reaction mixture was stirred on the steam bath for 11 hours. It was then filtered and concentrated to an oil. This concentrate was taken up in ether, and the ethereal solution was washed with water, dried over sodium sulfate, and concentrated. Distillation gave 2.96 g of yellow liquid. Treatment of this distillate with an equivalent quantity of hydrogen chloride in absolute alcohol and precipitation by the addition of anhydrous ether gave 2.33 g of the N,N-dimethyl-N -(4-chlorobenzyl)-N -(2-pyridyl)ethylenediamine hydrochloride. 

N,N -ETHYLENEDIAMINEDIACETIC ACID TETR. SODIUM SALT see EIVOOO ETHYLENEDIAMINE HYDROCHLORIDE see EIWOOO ETHYLENEDIAXDNE (OSR. ) see EEA500 ETHYLENEDIAXONETETRAACETATE see EIXOOO... 

Fisher AA. Safety of ethylenediamine tetraacetate in the treatment of lead poisoning in persons sensitive to ethylenediamine hydrochloride. Cutis 1991 48(2) 105-6. 

It may be prepared by the interaction of (4- er -butyl-2, 6-dimethyl-phenyl) acetonitrile with ethylenediamine hydrochloride at an elevated temperature with the loss of a mole of ammonia. 

Unless the sensitized patient is informed how to avoid ethylenediamine hydrochloride and related chemicals, the ethylenediamine-sensitive individual is not only doomed to repeated attacks of dermatitis (Provost and Jillson 1967), but also to drug eruptions from the systemic administration of aminophylline and eth-ylenediamine-related antihistamines and from topical exposure to antihistamines derived from ethylenediamine (Rajka and Pallin 1964). 

The following facts must be taken into consideration by the practitioner should an asthmatic patient become sensitized to ethylenediamine hydrochloride ... 

Ethylenediamine hydrochloride is used in topical preparations and is a common sensitizer (Epstein and Maibach 1968). Sensitive patients can react with dermatitis when the ethylenediamine is taken systemically (Provost and Jillson 1967). It may cross-react with ethylenediamine tetraacetate (EDTA) which is used as a preservative in eyedrops and in the cosmetic industry (Raymond and Gross 1969). EDTA is also used as a sequestrant in food systems it acts synergistically to several antioxidants and may be present in fats, oils, salad dressings, meat, seafood, vegetables, beverages, and dairy products (Furia 1972). 

Ethylenediamine dihydrochloride CAS 333-18-6 EINECS/ELINCS 206-369-6 Synonyms Chlor-ethamine 1,2-Diaminoethane dihydrochloride 1,2-Ethanediamine, dihydrochloride Ethylenediamine hydrochloride Ethylenediammonium chloride Classification Nonaromatic amine Empirical C2H8N2 2HCI Formula H2NCH2CH2NH2 2HCI Properties Prisms sol. in water insol. in alcohol and ether m.w. 133.02 m.p. > 300 C sublimes Toxicology LD50 (oral, mouse) 1620 mg/kg, (IM, rat) 150 mg/kg harmful solid poison by IM route mod. toxic by ing. irritant sensitizer experimental teratogen and reproductive effects TSCA listed... 

Ethylenediamine hydrochloride. See Ethylenediamine dihydrochloride Ethylenediamine, N-(1-naphthyl)-, dihydrochloride. See N-(1-Naphthyl) ethylenediamine dihydrochloride Ethylene diamine phosphate CAS 14852-17-6 EINECS/ELINCS 238-914-9 Synonyms EDAP 1,2-Ethanediamine, phosphate Ethylene diamine acid phosphate Empiricai C2H8N2 H3PO4 Formuia H2NCH2CH2NH2H3PO4 Properties Wh. powd. sol. 5% in water m.w. 158.1 m.p. 246 C (dec.)... 

Cobalt chloride, 1% petrolatum Ethylenediamine hydrochloride, 1% petrolatum (solvent in brass cleaner, Arens et al. 1998) 2-Mercaptobenzothiazole, 1% petrolatum (rubber chemical)... 

Cross phenothiazines, ethylenediamine hydrochloride, para compounds, chlorpromazine hydrochloride, tripelennamine. May produce erythema-multiforme-like eruptions. PA. ICU. PL A... 

N-DNP-N -Z-ethylenediamine. A solution of 2.4 g (10 mmoles) of N-Z-ethylenediamine hydrochloride in 15 ml of water is treated with 2.72 g of 2,4-fluorodinitrobenzene (15 mmoles) in 15 ml of ethanol in the presence of an excess of NaHCO ,. The reaction mixture is stirred for 2 hr at room temperature, and the precipitate formed is filtered and washed sequentially with water, 50% ethanol, and diethyl ether. The compound is recrystallized from ethyl acetate. Yield, 3 g (83%) m.p. 133°. 

Teramoto et al describe in Chapter 17 the separation of carbon dioxide from methane with aqueous solutions of amines, such as monoethanolamine, diethanolamine, and ethylenediamine hydrochloride, in a supported liquid membrane system. The experimentally observed permeation rates for carbon dioxide can be simulated by a facilitated transport theory. 

In this study, experiments on the simultaneous permeation of CO2 and CH4 through aqueous MEA, DEA and ethylenediamine hydrochloride (EDAHCl) membranes are performed and the permeation rates of CO2 are quantitatively discussed on the basis of the approximate solution of facilitated transport (77). A method is also proposed for applying the facilitated transport theory developed for a liquid membrane consisting of a liquid membrane phase alone to the analysis of facilitated transport through a supported liquid membrane prepared by impregnating a microporous polymer support having tortuous pore structure with a carrier solution. 

Experiments on the separation of CO2 from CH4 by the supported liquid membranes containing aqueous amines such as monoethanolamine, diethanolamine and ethylenediamine hydrochloride were performed, and tfie data were discussed quantitatively on the basis of facilitated transport theory. The effects of the chemical properties of amines such as the reaction rate constant and chemical equilibrium constant and also the effect of the CO2 partid pressure on the permeation rate of CO2 could be interpreted by the proposed theory. It was propos to use L as the effective diffusional path length in the calculation of the facilitation factor, where L is the membrane thickness and x is the tortuosity factor of the microporous support membrane. The permeation rates of CH4 was found to provide useful information for evaluating the solubilities of CO2 in the reactive membrane solutions. 

Ethylenediamine, hydrochloride - 682 Ethylenediamine tetra acetic acid (see EDTA) -192, 193, 682... 

A colorimetric method for the determination of materials containing a primary aromatic amine (such as benzocaine) is based upon diazotisation and coupling with iV-(l-naphthyl)ethylenediamine hydrochloride. It has been adapted for assay of benzocaine, procaine hydrochloride, butacaine... 

To a prepared solution containing approximately 100 jwg of benzo-caine in 01N hydrochloric acid add 1 ml of freshly prepared 0 5 per cent sodium nitrite solution, mix and allow to stand for three minutes. Add T5 ml of a 1 per cent solution of sulphamic acid in water, stopper the flask and shake well. Add 2 5 ml of a 0-2 per cent solution of iV-(l-naphthyl)ethylenediamine hydrochloride in 0 1 N hydrochloric acid and make up to 50 ml with O-IN hydrochloric acid. 

Other by-products are triethylenetetramine, tetraethylenepentamine, pentaethylenehex-amine, and polyethylene polyamines. A low reaction temperature and low pressure are more selective for EDA, but conversion is low. High temperature and high pressure, on the other hand, increase conversions, but with less selectivity for EDA. The reaction system is noncatalytic. In a typical EDA process, ethylene dichloride reacts with excess aqueous ammonia at about 100 to 200°C and at 10 to 20 atmospheres. The crude product is an aqueous solution of ammonia, ammonium chloride, ethylenediamine hydrochloride, and higher amine hydrochlorides. Caustic is added to neutralize the crude product and free the ethylenediamine, the higher amines, and the ammonia from the amine hydrochloride and ammonium chloride. The chloride salts must be disposed of. The crude product is refined by fractionation, in which the unreacted ammonia is recycled and the amines are purified. The EDA yield is estimated to be between 45 and 70 percent. ... 

Synonyms Chlor-ethamine 1,2-Diaminoethane dihydrochloride 1,2-Ethanediamine, dihydrochloride Ethylenediamine hydrochloride Ethylenediammonium chloride... 

Regulatory FDA approved for topicals Canada DSL ManufJIMrib. AK Sdentific Aldrich Chemos GmbH Sciencelab Sigma-Aldrich Chemie GmbH/Fluka Sigma Spectmm Chems. Lab. Prods. TCI Europe Ethylenediamine hydrochloride. See Ethylenediamine dihydrochloride Ethylenediamine propoxylatefethoxylate. See EO/PO ethylenediamine block copolymer... 

Electrodialysis was proposed by Bodamer [30] for the production of free ethylenediamine from an aqueous solution of its hydrochloride. A 40% solution of ethylenediamine hydrochloride was placed in the cathode compartment which was separated from the anode compartment by an anion-exchange membrane made from Amberlite IRA-400 (70%) and polyethylene (30%). A diagram of the electrodialyzer is shown in Fig. 6. The anolyte was a 0.1 N sulfuric acid solution, and the electrodes were platinum. The products from the cathodic and anodic electrochemical reactions were hydrogen and oxygen respectively. 

Edetic acid and ethylenediamine, both used as additives and stabilizers in the pharmaceutical and food industry, are known as sensitizers which cross-react with each other and with antihistamines. In the Finsen Institute, Copenhagen, sensitization to ethylenediamine hydrochloride, edetic acid, diethyl-enetriamide, triethylenetetramine and promethazine hydrochloride was tested in 1111 patients with eczema. 23 patients had a positive reaction to ethylenediamine with crossreactions to edetic acid in 3 cases (14 ). Nasal irritation was observed in 4 out of 20 patients, when treated with a placebo spray containing EDTA (4 ). 

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