Ethylphosphonic acid

Reactivity Hydrolysis products Ethyl ethylphosphonic acid, 2-(diethylamino) ethanethiol, and P,P-diethyl diethyldiphosphonate... 

Barycki,., Mastalerz, P., and Soroka, M., Simple synthesis of 2-amino-ethylphosphonic acid and related compounds, Tetrahedron Lett., 3147, 1970. 

Before 1975, peptides with C-terminal l-aminoalkylphosphonic acid residues (1-APA) or their esters 1 were essentially unknown. In 1978, the antibacterial properties of phospho-nopeptides incorporating C-terminal 1-aminoethylphosphonic and aminomethylphosphonic acids were reported1 1 and this stimulated interest in this class of compounds. Alaphosphalin [2, alaphosphin, l-(L-alanylamino)ethylphosphonic acid] is probably the first example of a rationally designed synthetic antibiotic. Alaphosphalin did not reach the market, however its discovery increased interest in the development of new synthetic methods for the synthesis of l-aminoalkylphosphonic adds as well as their esters and peptides. 

In the eleventh official proficiency test, one laboratory missed identifying ethylphosphonic acid (CAS 6779-09-5) in the water sample. Insufficient sample preparation may have been the reason, as the laboratory did not perform cation exchange for the sample before derivatization. Four laboratories successfully identified the chemical without cation... 

Figure 4. APCI (left) and ESI spectra of isopropyl ethylphosphonic acid, illustrating the lower abundance of adduct ions with APCI ions at mlz, 143 and 185 are adduct ions with MeOH mlz 175 is [M + Na]+. (Reprinted from Journal of Chromatography A, 794, R.M. Black and R.W. Read, Analysis of degradation products of organophosphorus chemical warfare agents and related compounds by liquid chromatography-mass spectrometry using electrospray and atmospheric pressure chemical ionisation, pp. 233-244 (1998), with permission from Elsevier)...

C ftH]uN04 146726-10-5) see Trovafloxacin mesilate ethyl (2K,3/ )-3-phenyl-2-oxiranccarboxylate (CU11 202 126060-73-9) see Docetaxel ethyl 4-phenylpiperidine-4-carboxvlate (Cl4H.i,N02 77-17-8) see Anileridine Diphenoxylate ethyl 2-phcnylpropionate (C, 111402 2510-99-8) see Loxoprofen ethyl phenylpyruvate 4-nitrophenylhydrazone (C 2H 7N,04 33671-11-3) see Niinetazepam 4-ethylphenyl 2-thienyl ketone (C, H,2OS 52779-81-4) see Suprofen ethylphosphonic acid bis(dimethylamide)... 

Ammonium salt, (NH4)4[(C2H5P03)2MosOi5] Ethylphosphonic acid (0.88g, 8 mmol) (Aldrich) is dissolved in 25 mL of water containing 4.83 g of sodium molybdate dihydrate (20mmol). The solution is acidified with 4mL of 6MHC1 (24 mmol) and then boiled for 15-20 min. To the reaction solution is added ammonium chloride (0.86g, 16 mmol) dissolved in 3mL of warm water. The volume is reduced to 15 to 20 mL by heating, and the resulting solution is filtered while hot. When the filtrate is allowed to crystallize in the air, chunky crystals are formed in a few days. They are collected, washed with 2mL of cold water, and air dried. Yield 3.7 g (92%). This product is recrystallized from the minimum of hot water. 

Yokomatsu, T.. Hayakawa. Y.. Suemune, K., Kihara, T., Soeda, S., Shimeno, H., and Shibuya, S., Synthesis and biological evaluation of 1, l-difluoro-2-(tetrahydro-3-furanyl)ethylphosphonic acids possessing a N -purinylmethyl functional group at the ring. A new class of inhibitors for purine nucleoside phosphorylases. Bioorg. Med. Chem. Lett., 9, 2833, 1999. 

Hammerschmidt, E, Biosynthesis of natural products with a P-C bond. Part 9. Synthesis and incorporation of (5)- and (/ )-2-hydroxy[2- Hi]ethylphosphonic acid into fosfomycin by Streptomyces fradiae, Liebigs Ann. Chem., 553, 1992. 

High-pressure chromatographic separation of phosphates such as glycerophosphates has been achieved using an ammonium formate eluent containing tetraborate. An amino-acid analyser has been used to estimate L-amino-ethylphosphonic acid. ... 

Another attractive feature of the phosphonamide route is that it can be controlled to give cis- and trans-olefins.4 Formation of the adduct is not stereospecific, but the elimination reaction is stereospecific (cis cycloelimination). The synthesis of cis- and trans-1 -phenylpropene is illustrative the former was prepared from the reaction of benzaldehyde with the a-lithio derivative of ethylphosphonic acid bis(dimethyl-amide) to give two diastereoisomeric /3-hydroxyphosphonamides (5) in the ratio of 3.5 1. The major isomer was separated by crystallization and on pyrolysis gave cis-1 -phenylpropene. The isomeric olefin was prepared by reaction of the a-lithio... 

Several studies have employed Escherichia coli, some strains of which appear to be particularly active in their ability to cause P—C bond fission, and through the use of one of these, a metabolite from ethylphosphonic acid was shown to be a-l-(ethylhydroxyphos-phinoyl)ribose (aminomethyl)phosphonic acid and its 7V-methyl, 7V,A -dimethyl and N-acetyl derivatives are converted into A -methylacetamide, A, A -dimethylacetamide, trimethylamine and 7V-methylacetamide, respectively. ... 

Methyl phosphorodichloridite Dimethyl phosphorochloridite Trimethyl phosphite Trimethyl phosphorotrithioite Hexamethylphosphorous triamide Methyl tetramethylphosphorodiamidite Dimethyl dimethylphosphoramidite Methyl diethylphosphoramidochloridite 0-Methyl S.S-diethyl phosphorodithioite Ethylphosphonous acid Ethylphosphonous dichloride Methyl ethylphosphonochloridite Dimethyl ethylphosphonite 0-Methyl S-phenyl ethylphosphonothioite Dibutyl phosphonite ... 

N -butylphosphonic acid, phenylphosphonic acid, ethyl methylphosphonic acid, ethyl methylthiophosphonic acid, isopropyl methylphosphonic acid, pinacolyl methylphosphonic acid, dimethyl phenylphosphonate in 16 min Methylphosphonic acid, ethylphosphonic acid, CZE... 

---