Ethylene oxide chlorination

Several other changes that are supposed to slow down the reaction can cause runaway. In the case of ethylene oxidation, chlorinated hydrocarbons are used as inhibitors. These slow down both the total and the epoxidation, although the latter somewhat less. When the reaction is running too high and the inhibitor feed is suddenly increased in an attempt to control it, a runaway may occur. The reason is similar to that for the feed temperature cut situation. Here the inhibitor that is in the ppm region reacts with the front of the catalytic bed and slowly moves down stream. The unconverted reactants reach the hotter zone before the increased inhibitor concentration does. 

OSHA PEL TWA 1 mg(Fe)/m3 ACGIH TLV TWA 1 mg(Fe)/m3 DOT CLASSIFICATION 8 Label Corrosive SAFETY PROFILE Poison by ingestion and intravenous routes. Experimental reproductive effects. Corrosive. Probably an eye, skin, and mucous membrane irritant. Mutation data reported. Reacts with water to produce toxic and corrosive fumes. Catalyzes potentially explosive polymerization of ethylene oxide, chlorine + monomers (e.g., styrene). Forms shock-sensitive explosive mixtures with some metals (e.g., potassium, sodium). Violent reaction with allyl chloride. When heated to decomposition it emits highly toxic fumes of HCl. 

Other hazardous reactions may occur with carbon (e.g., soot, graphite, activated charcoal), dimethyl sulfoxide, ethylene oxide, chlorine, bromine vapor, hydrogen bromide, potassium iodide + magnesium bromide, chloride or iodide, maleic anhydride, mercury, copper(II) oxide, mercury(II) oxide, tin(IV) oxide, molybdenum(III) oxide, bismuth trioxide, phosphoms trichloride, sulfur dioxide, chromium trioxide. 

Precaution DOT Corrosive catalyzes potentially explosive polymerization of ethylene oxide, chlorine + monomers violent reaction with allyl chloride reacts violently with water to form toxic and corrosive fumes reacts with moisture in air to form pungent hydrogen chloride... 

Alkali metals Moisture, acetylene, metal halides, ammonium salts, oxygen and oxidizing agents, halogens, carbon tetrachloride, carbon, carbon dioxide, carbon disul-flde, chloroform, chlorinated hydrocarbons, ethylene oxide, boric acid, sulfur, tellurium... 

Ammonia, anhydrous Mercury, halogens, hypochlorites, chlorites, chlorine(I) oxide, hydrofluoric acid (anhydrous), hydrogen peroxide, chromium(VI) oxide, nitrogen dioxide, chromyl(VI) chloride, sulflnyl chloride, magnesium perchlorate, peroxodisul-fates, phosphorus pentoxide, acetaldehyde, ethylene oxide, acrolein, gold(III) chloride... 

Copper Acetylene and alkynes, ammonium nitrate, azides, bromates, chlorates, iodates, chlorine, ethylene oxide, fluorine, peroxides, hydrogen sulflde, hydrazinium nitrate... 

Lead(ll) oxide Chlorinated rubber, chlorine, ethylene, fluorine, glycerol, metal acetylides, perchloric acid... 

Mercury Acetylenic compounds, chlorine, fulminic acid, ammonia, ethylene oxide, metals, methyl azide, oxidants, tetracarbonylnickel... 

This hquid contains 27% chlorine and 12% phosphoms. It is made from ethylene oxide, diethylene glycol, and phosphoms oxychloride (80). It is available ia the United States and Japan from Daihachi. 

Another attractive commercial route to MEK is via direct oxidation of / -butenes (34—39) in a reaction analogous to the Wacker-Hoechst process for acetaldehyde production via ethylene oxidation. In the Wacker-Hoechst process the oxidation of olefins is conducted in an aqueous solution containing palladium and copper chlorides. However, unlike acetaldehyde production, / -butene oxidation has not proved commercially successflil because chlorinated butanones and butyraldehyde by-products form which both reduce yields and compHcate product purification, and also because titanium-lined equipment is required to withstand chloride corrosion. 

Solubility. Poly(ethylene oxide) is completely soluble in water at room temperature. However, at elevated temperatures (>98° C) the solubiUty decreases. It is also soluble in several organic solvents, particularly chlorinated hydrocarbons (see Water-SOLUBLE polymers). Aromatic hydrocarbons are better solvents for poly(ethylene oxide) at elevated temperatures. SolubiUty characteristics are Hsted in Table 1. 

In the chemical industry, titanium is used in heat-exchanger tubing for salt production, in the production of ethylene glycol, ethylene oxide, propylene oxide, and terephthaHc acid, and in industrial wastewater treatment. Titanium is used in environments of aqueous chloride salts, eg, ZnCl2, NH4CI, CaCl2, and MgCl2 chlorine gas chlorinated hydrocarbons and nitric acid. 

Other mechanisms, involving initial formation of ethylene oxide [75-21-8] as the possible rate-limiting step, complexation of CuC with HCl (92), and C as the chlorinating agent (93) have been suggested. 

The performance of many metal-ion catalysts can be enhanced by doping with cesium compounds. This is a result both of the low ionization potential of cesium and its abiUty to stabilize high oxidation states of transition-metal oxo anions (50). Catalyst doping is one of the principal commercial uses of cesium. Cesium is a more powerflil oxidant than potassium, which it can replace. The amount of replacement is often a matter of economic benefit. Cesium-doped catalysts are used for the production of styrene monomer from ethyl benzene at metal oxide contacts or from toluene and methanol as Cs-exchanged zeofltes ethylene oxide ammonoxidation, acrolein (methacrolein) acryflc acid (methacrylic acid) methyl methacrylate monomer methanol phthahc anhydride anthraquinone various olefins chlorinations in low pressure ammonia synthesis and in the conversion of SO2 to SO in sulfuric acid production. 

Chlorine dioxide gas generated from chlorite has been used as a chemosterilizing agent substitute for ethylene oxide in medical appHcations (174,175). Aqueous foam compositions containing chlorine dioxide have also been developed for the sanitization of hard surfaces (176). 

Elastomer ECH, % Chlorine, % Ethylene oxide, % CAS Registry Number Specific gravity ml T,°C... 

The reaction is carried out over a supported metallic silver catalyst at 250—300°C and 1—2 MPa (10—20 bar). A few parts per million (ppm) of 1,2-dichloroethane are added to the ethylene to inhibit further oxidation to carbon dioxide and water. This results ia chlorine generation, which deactivates the surface of the catalyst. Chem Systems of the United States has developed a process that produces ethylene glycol monoacetate as an iatermediate, which on thermal decomposition yields ethylene oxide [75-21-8]. 

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... 

Ethylene is currently converted to ethylene oxide with a selectivity of more than 80% under commercial conditions. Typical operating conditions are temperatures in the range 470 to 600 K with total pressures of 1 to 3 Mpa. In order to attain high selectivity to ethylene oxide (>80%), alkali promoters (e.g Rb or Cs) are added to the silver catalyst and ppm levels of chlorinated hydrocarbons (moderators) are added to the gas phase. Recently the addition of Re to the metal and of ppm levels of NOx to the gas phase has been found to further enhance the selectivity to ethylene oxide. 

Viruses that contain hpid are inactivated by organic solvents such as chloroform and ether. Those without hpid are resistant to these agents. This distinction has been used to classify virases. Many of the chemical disinfectants used against bacteria, e.g. phenols, alcohols and quaternary ammonium compounds (Chapter 10), have minimal virucidal activity. The most generally active agents are chlorine, the hypochlorites, iodine, aldehydes and ethylene oxide. 

The catalytic route, however, is simple and clean, although it does produce a small amount of CO2. Using silver, promoted by small amounts of chlorine, as the catalyst, ethylene oxide is formed directly from C2H4 and O2 at a selectivity of around 90%, with about 10% of the ethylene ending up as CO2. Nowadays all production facilities for ethylene oxide use catalysts. 

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