Ethylene diacetate

In recent years vinyl acetate has been prepared in large quantities by oxidation of ethylene. If ethylene is passed into a solution of palladium chloride in acetic acid containing sodium acetate, then vinyl acetate, ethylene diacetate and acetaldehyde are produced, the vinyl acetate being obtained in good yields by the reaction shown in Figure 14.3... 

As previously discussed, solvents that dissolve cellulose by derivatization may be employed for further functionahzation, e.g., esterification. Thus, cellulose has been dissolved in paraformaldehyde/DMSO and esterified, e.g., by acetic, butyric, and phthalic anhydride, as well as by unsaturated methacrylic and maleic anhydride, in the presence of pyridine, or an acetate catalyst. DS values from 0.2 to 2.0 were obtained, being higher, 2.5 for cellulose acetate. H and NMR spectroscopy have indicated that the hydroxyl group of the methy-lol chains are preferably esterified with the anhydrides. Treatment of celliflose with this solvent system, at 90 °C, with methylene diacetate or ethylene diacetate, in the presence of potassium acetate, led to cellulose acetate with a DS of 1.5. Interestingly, the reaction with acetyl chloride or activated acid is less convenient DMAc or DMF can be substituted for DMSO [215-219]. In another set of experiments, polymer with high o -celliflose content was esterified with trimethylacetic anhydride, 1,2,4-benzenetricarboylic anhydride, trimellitic anhydride, phthalic anhydride, and a pyridine catalyst. The esters were isolated after 8h of reaction at 80-100°C, or Ih at room temperature (trimellitic anhydride). These are versatile compounds with interesting elastomeric and thermoplastic properties, and can be cast as films and membranes [220]. 

Dichlorodibenzo- -dioxin. 2-Bromo-4-chlorophenol (31 grams, 0.15 mole) and solid potassium hydroxide (8.4 grams, 0.13 mole) were dissolved in methanol and evaporated to dryness under reduced pressure. The residue was mixed with 50 ml of bEEE, 0.5 ml of ethylene diacetate, and 200 mg of copper catalyst. The turbid mixture was stirred and heated at 200°C for 15 hours. Cooling produced a thick slurry which was transferred into the 500-ml reservoir of a liquid chromatographic column (1.5 X 25 cm) packed with acetate ion exchange resin (Bio-Rad, AG1-X2, 200-400 mesh). The product was eluted from the column with 3 liters of chloroform. After evaporation, the residue was heated at 170°C/2 mm for 14 hours in a 300-cc Nestor-Faust sublimer. The identity of the sublimed product (14 grams, 74% yield) was confirmed by mass spectrometry and x-ray diffraction. Product purity was estimated at 99- -% by GLC (electron capture detector). 

Tetrachlorodiben2o- >-dioxin. Purified 2,4,5-trichlorophenol (50 grams, 0.26 mole) was converted to its potassium salt and dissolved in 100 ml of bEEE. After addition of the copper catalyst and ethylene diacetate, the mixture was transferred to the bottom of a 300-ml sub-limer with chloroform. Sublimation (200°C/2 mm) yielded 14 grams (39% yield) of 2,3,7,8-tetrachlorodibenzo-p-dioxin. Mass spectral analysis revealed trace quantities of pentachlorodibenzo-p-dioxin, tetrachloro-dibenzofuran, and several unidentified substances of similar molecular weight. The combined impurity peaks were estimated to be <1% of the total integrated GLC area. The product was further purified by recrystallizations from o-dichlorobenzene and anisole. The final product had an estimated 260 ppm of trichlorodibenzo-p-dioxin as the only detected impurity. 

Ethylene cyanohydrin, hi73 Ethylene diacetate, e22 Ethylenediamine, e21 Ethylene dibromide, d97 Ethylene dichloride, d226 Ethylene diglyme, bl86 (Ethylenedinitril)tetraacetic acid, el34 2,2 -Ethylenedioxybis(ethanol), t280... 

The ethylenic diacetate ie now acted upon by potaasio hydrate, when it yields potassic acetate and glycol... 

ETHY LENE GLYCOL DIACETATE Ethylene Acetate, Glycol Dlacetate, Ethylene Diacetate NL 1 1 0... 

Diethylene glycol monomethyl ether Diethylenetriamine Diethylformamide Di(2-ethylhexyl)amine Diisobutyl ketone Diisopropylamine Di-n.-propyl aniline Dipropylene glycol Ethyl alcohol Ethyl benzoate Ethyl chloroacetate Ethyl cinnamate Ethylene diacetate Ethylene glycol... 

Ethyl 2-cyano-3-ethoxyacrylate, el32 A-Ethyldiisopropylamine, d418 Ethylene bromohydrin, b279 Ethylene chlorohydrin, cl03 Ethylene cyanohydrin, hl69 Ethylene diacetate, el7... 

DCDD can be synthesized by two methods. In the first method, 2-bromo-4-chlorophenol and potassium hydroxide are dissolved in methanol and evaporated to dryness. The residue is then mixed with bis(2-ethoxyethyl) ether, ethylene diacetate, and a copper catalyst and then heated, cooled, and eluted from a chromatographic column with chloroform. This residue is evaporated and then sublimed. DCDD can also be synthesized by heating the potassium salt of 2,4-dichlorophenol in the presence of copper powder in a vacuum sublimation apparatus (IARC 1977). 

The hydrocarbonylation of methyl acetate catalyzed by homogeneous Rh complexes generates 1,1-diacetoxyethane ( ethylidene diacetate ) [61] the formal addition product of acetic anhydride and acetaldehyde. Ethylene diacetate is the predominant by-product of the process. The level of ethylidene diacetate production is directly related to the hydrogen partial pressure in the reactor [62]. 

ETHYLENE DIACETATE (111-55-7) C.H, 04 Combustible liquid. Forms explosive mixture with air [explosion limits in air (vol %) 1.6 to 8.4 flash point 191°F/88°C autoignition temp 900°F/482°C Fire Rating 2]. Strong oxidizers may cause fire and explosions. Incompatible (may release flammable hydrogen gas) with alkali metals hydrides, acids, strong bases, inorganic hydroxides, caustic solutions, nitrates. On small fires, use dry chemical powder (such as Purple-K-Powder), alcohol-resistant foam, or COj extinguishers. 

ETHYLENE DIACETATE (111-55-7) Combustible liquid (flash point 191°F/88°C). Strong oxidizers may cause fire and explosions. Incompatible with nitrates. 

CfiHgO Phenol 182 C6H10O4 Ethylene diacetate 186 C8H8O2 Phenyl acetate 195.7 194.45 26.4 34.4 39.2 253... 

Ethyl acetoacetate Ethylidene diacetate Ethylene diacetate... 

Ethylene diacetate. See Ethylene glycol diacetate Ethylenediamine... 

Synonyms 1,2-Diacetoxyethane 1,2-Ethanediol diacetate Ethylene acetate Ethylene diacetate Ethylene diethanoate Ethylene glycol acetate Glycol diacetate Classification Glycol ester Empirical CsHioO,... 

Ethylene glycol diacetate CAS 111-55-7 EINECS/ELINCS 203-881-1 Synonyms 1,2-Diacetoxyethane 1,2-Ethanediol diacetate Ethylene acetate Ethylene diacetate Ethylene diethanoate Ethylene glycol acetate Glycol diacetate Classification Glycol ester Empirical C6H10O4 Formula CH3COOCH2CH2OOCCH3 Properties Colorless liq. or cryst, faint fruity odor sol. in alcohol, ether, benzene, acetone, CCU, acetic acid, CS2 mod. sol. in water (10%) insol. in petrol. m.w. 146.14 sp.gr. 1.1063 (20/20 C) f.p. -31 C b.p. 190.5 C flash pt. (OC) 96 C ref. index 1.416... 

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