1 -Nitro-2- ethylene

The chloro-nitro-ethylene polymer explds when heated over an open flame Emits dangerous fumes on decompn Refs 1) Beil 1, [166] 2) Sax (1968), 961... 

Dibromo-1-Nitro-Ethene ( ) (ftfl-Dibromo-a Nitro-Ethylene). CH(N02) CBr2, mw 230.85,... 

Chlor-1-Nitro-Ethylene and Polymer. Sfee in this Vol. under Nitropolymers ... 

Nitrile oxides are generated by photolysis of 1,2-diaryl-substituted nitro-ethylenes through the formation of an oxazetine 2-oxide and its fragmentation (Scheme 1.7) (89). 

Methylmethacrylate CH2 = C(CH3)COOCH3 a-methyl styrene CH2 = C(CH3)C6H5 Styrene CH2 = CHC6H5 Nitro ethylene CH2 = CHN02 p-nitro styrene CH2 = CHC6H4N02 Tetrafluoro ethylene F2C = CF2 Vinyl acetate CH2 = CHOCOCH2 Vinyl carbazole CH2 = CH(C12H8N)... 

Nitro ethylene (NEt) HaC CH.NCfc mw 73.05, N19.17JS It yel-green liq with lachrymatory props and sharp penetrating odor ... 

In related asymmetric Michael-additions of enamine (206) and 2-aryl- 1-nitro-ethylenes, only one of the four possible enantiomerically pure diastereomers was formed 204). Hydrolysis of the crude primary products furnished a-alkylated cyclohexanones of > 90 % enantiomeric excess 204). 

The 2-nitroethanol obtained by this procedure is quite satisfactory for synthetic purposes, such as the preparation of nitro-ethylene. The small amount of light petroleum ether dissolved in the 2-nitroethanol can easily be removed under reduced pressure. Most of the remaining diphenyl ether can be removed by one redistillation under vacuum, since the fore-run is relatively rich in diphenyl ether. The main fraction has n-u 1.4425-1.4431. Although vacuum redistillation of 2-nitroethanol which has been freed by the present procedure from higher condensation products of formaldehyde with nitromethane is relatively safe, it is recommended that the procedure be carried out behind a safety shield or a barricade. 

Monomers with electron withdrawing groups are polymerized by phosphines (acrylic and methacrylic esters, acrolein, methyl vinyl ketone, /J-nitrostyrene, nitro-ethylene, acrylonitrile), whereas the phosphines have no effect on monomers more susceptible to acid catalysts (isobutylene, styrene). 

A recent study of the radiation-induced polymerization of nitro-ethylene (38) indicates that the predominant propagating species in this monomer is an anion. This is based on scavenger studies utilizing HBr, substantiated by a study of the electron-trapping capabilities of this monomer in irradiated 2-methyltetrahydrofuran glass (38). 

Diazo Alkanes, Polynitro. They are prepd by acidifying the appropriate amine with HNO to form compds useful as ezpls. Thus the compd bis(l, l,l-trinitroethyl-2-N-nitro-ethylene-imine)-dinitromethane,... 

For the treatment of the internal rotation of a non-axially symmetric top an angle-dependent reduced moment of inertia must be introduced. In this way nitro-ethylene was studied by Bauder et al.32 and butadiene by Carreira33. An angle-dependent reduced moment of inertia has also been introduced in the study of methyl group internal rotation to account for structural relaxation34,3S. ... 

The first synthesis of polyzonimine (119) was a synthesis of the racemate carried out by Smolanoff and co-workers in 1975 at the time of its isolation and structure elucidation (111). Oxidation of 3,3-dimethylcyclohexene (368) with meto-perchlorobenzoic acid followed by treatment of the epoxide with lithium bromide and HMPA in refluxing benzene gave the carboxal-dehyde 369. The morpholino enamine 370 was then subjected to Michael addition with nitro-ethylene, generated from 2-acetoxy-nitroethane, to afford a nitro aldehyde 37L Ketalization and reduction with Raney nickel then afforded ( )-119 in overall yield for the five steps of 22% (Scheme 45) (111). 

Scheme 2.6 Conjugate additions of a-substituted p-keto esters to nitro-ethylene with a preformed dinuclear nickel catalyst.

A fairly general route to y-keto-esters consists of a coupling reaction between nitro-ethylenes and O-silyl ester enolates (Scheme 18) under well-established conditions [TiCl4-Ti(OPr 4)-CH2Cl2, -78 Yields are good with simpler... 

Compounds containing a double or triple bond, usually activated by additional unsaturation (carbonyl, cyano, nitro, phenyl, etc.) In the ap position, add to the I 4-positions of a conjugated (buta-1 3-diene) system with the formation of a ax-membered ring. The ethylenic or acetylenic compound is known as the dieTwphile and the second reactant as the diene the product is the adduct. The addition is generally termed the Diels-Alder reaction or the diene synthesis. The product in the case of an ethylenic dienophile is a cyctohexene and in that of an acetylenic dienophile is a cyctohexa-1 4-diene. The active unsaturated portion of the dienophile, or that of the diene, or those in both, may be involved in rings the adduct is then polycyclic. 

Halothiazoles are usually obtained from 2-aminothiazoles through the Sandmeyer reaction. Nevertheless, ammonolysis has sometimes proved useful for the preparation of 2-aminothiazole derivatives. Detweiler et al. (18) obtained 2-(u-pyridinylamino)thiazole (1) from 2-bromothiazole (Scheme 1). The reaction is easier if a nitro group occupies the 5-position of the thiazole ring (19-21). Ethylene diamine derivatives undergo this reaction with 2-haiothiazoles (22-24). 

Corrosion Inhibitors. Steel-reinforcing wire and rods embedded in concrete containing quinoline or quinoline chromate are less susceptible to corrosion (72) (see Corrosion and corrosion control). Treating the surface of metals with 8-hydroxyquinoline [148-24-3] makes them resistant to tarnishing and corrosion (73). Ethylene glycol-type antifreeze may contain quinoline, 2-chloro-, 4-amino-, 8-nitro-, or 8-hydroxyquinoline to prevent corrosion (74). 

Ethylene, /3-(dimethylamino)-nitro-in pyrrole synthesis, 4, 334 Ethylene, dithienyl-in photochromic processes, 1, 387 Ethylene, furyl-2-nitro-dipole moments, 4, 555 Ethylene, l-(3-indolyl)-2-(pyridyl)-photocyclization, 4, 285 Ethylene, l-(2-methyl-3-indolyl)-l,2-diphenyl-synthesis, 4, 232 Ethylene, (phenylthio)-photocyclization thiophenes from, 4, 880 Ethylene carbonate C NMR, 6, 754 microwave spectroscopy, 6, 751 photochemical chlorination, 6, 769 synthesis, 6, 780 Ethylene oxide as pharmaceutical, 1, 157 thiophene synthesis from, 4, 899 Ethylene sulfate — see 2,2-dioxide under 1,3,2-Dioxathiolane... 

In addition to its water solubility poly(vinyl pyrrolidone) is soluble in a very wide range of materials, including aliphatic halogenated hydrocarbons (methylene dichloride, chloroform), many monohydric and polyhdric alcohols (methanol, ethanol, ethylene glycol), some ketones (acetyl acetone) and lactones (a-butyrolactone), lower aliphatic acids (glacial acetic acid) and the nitro-paraffins. The polymer is also compatible with a wide range of other synthetic polymers, with gums and with plasticisers. 

Hydrogenation reduces the nitro group to amino which is then diazotized using sodium nitrite and tetrafluoroboric acid. The diazotized crown was not isolated but the aq. solution was treated directly with sodium acetate and bis(dibenzylideneacetone)-pal-ladium(O) in acetonitrile solution. Ethylene was then introduced to the autoclave and the solution was allowed to stir for 2 days. 4 -Vinylbenzo-15-crown-5 was isolated (30% from 4 -nitrobenzo-15-crown-5) as a colorless solid (mp 43.5—44.2°) °. The synthesis is illustrated in Eq. (3.16). 

Of greater versatility is an extension of Albert and Royer s acridine synthesis. The first successful use of this in the quinazoline series was for the removal of the chlorine atom in 2-chloro-4-phenylquin-azoline, although it had been used previously to prepare 8-nitro-6-methoxyquinazoline in very poor yield. The 4-chloroquinazoline is converted to its 4-(A -toluene-p-sulfonylhydrazino) quinazoline hydrochloride derivative which is decomposed with alkali in aqueous ethylene glycol at lOO C (Scheme 13). The yields are high (60-70%) when R is Me, Cl, OMe but low when R is NO2, and in the latter case it is preferable to use dilute sodium carbonate as the base. This reaction is unsatisfactory if the unsubstituted pyrimidine ring is unstable towards alkali, as in 1,3,8-triazanaphthalene where the pyrimi-... 

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