Acetone dibutyl acetal

A mixture of 312 g. (3 moles) of acetone dimethyl acetal (Note 1), 489 g. (6.6 moles) of butanol, 1.0 1. of benzene, and 0.2 g. of / -toluenesulfonic acid is placed in a 3-1. flask. The flask is connected to a packed fractionating column and the solution distilled until the azeotrope of benzene and methanol, boiling at 58°, is completely removed (Note 2). The contents of the boiler are then cooled below the boiling point and a solution of 0.5 g. of sodium methoxide in 20 ml. of methanol (Note 3) is added all at once with stirring. The flask is replaced for further distillation, and most of the remaining benzene is distilled at atmospheric pressure. The pressure is then reduced, and the remaining benzene and imreacted butanol are removed (Note 4). Finally, the pressure is reduced to 20 mm., the last traces of low-boiling materials are taken to the cold trap, and the product is distilled. After a small fore-run, acetone dibutyl acetal is collected at 88-90°/20 mm. The yield is 421-453 g. (74.6-80.3%), 1.4105, df 0.8315. 

Acetone dibutyl acetal has been prepared from isopropenyl acetate and butanol, from butanol and isopropenyl butyl ether obtained from the reaction of butanol with propyne, and by orthoformic ester synthesis. ... 

Specific surface area (m2/g) Ethanol Toluene Butyl acetate Acetone Dibutyl phthalate... 

At a concentration of 5 to 25 wt %, increased the effective kill-life of the lindane spray up to 10 times. May have been used in chlordane and BHC insecticide formulations and in melt coatings for paper and cloth. In various nitrocellulose lacquers to impart weather resistance, luster, adhesion, and decreased burning rate. These lacquers may also contain dibutyl phthalate and/or tricresyl phosphate. A typical paper lacquer may contain acetone, isobutyl acetate, ethanol, toluene and up to 20 wt % PCB-1260 (Monsanto, 1960). 

Cellulose acetate-butyrate, as 19% soln in acetone Dibutyl Phthalate Dye(soluble in organic solvents)... 

Hexane, CCI4, toluene, C H , THF, chlorobenzene, diloroform, didiloromethane, acetone, acetonitrile, acetic add, dibutyl phthalate. 

Amyl, butyl, and iso-propyl acetates are all made from acetic acid and the appropriate alcohols. All are useful lacquer solvents and their slow rate of evaporation (compared to acetone or ethyl acetate) prevents the surface of the drying lacquer from falling below the dew point, which would cause condensation on the film and a mottled surface appearance (blushing). Other esters of importance are used in perfumery and in plasticizers and include methyl salicylate, methyl anthranilate, diethyl-phthalate, dibutyl-phthalate, and di-2-ethylhexyl-phthalate. 

Crystals from ether + hexane, mp 156-158. [ ] +93. uv max (ethanol) 227.5 nm (log e 4.10). Solvates easily and when crystallized from dilute acetone yields 1 cm long crystals of the acetone solvate. Soluble in alcohol, acetone, chloroform, benzene, ethyl acetate, ether. Slightly so] in water, dibutyl ether. Practically insol in hexane, aliphatic hydrocarbons. Compare also Picromycin. 

Shiny rectangular platelets from dibutyl ether, mp ]90° (hot stage). Mi +3] 0" (c = 1.6 in benzene). Neutral reaction Practically insol in water. Freely sol in petr ether, ether, benzene, chloroform, glacial acetic, butyl acetate, acetone. Active in vitro against Mycobacterium lubercubsis. 

Class III. Acetone, alkyl alcohols, methyl ethyl ketone, butyl acetate, dibutyl ether, diethyl ether, diisopropyl ether, dimethyl ether, ethyl acetate, ethylene glycol, diacetone alcohol, methyl isobutyl ketone, A-methylpyrrolidone, paraffin hydrocarbons (except methane), pinenes. 

CAS 109-46-6 EINECS/ELINCS 203-674-6 Synonyms DBTU 1,3-Dibutyl-2-thiourea 1,3-Di-n-butyl-2-thiourea Di-n-butylthiourea N,N -Dibutylthiourea Empincal C9H20N2S Formula C4H9NHCSNHC4H9 Properties Wh. to It. tan powd. odorless sol. in methanol, ether, acetone, benzene, ethyl acetate, oxygenated soivs. si. sol. in water insol. in gasoline, aliphatic soivs. m.w. 188.34 dens. 1.0 kg/l m.p. 59-69 C... 

Mesityl oxide Methyl benzoate Nitroethane Propyl alcohol Propylene dichloride Tetrahydrofurfuryl alcohol Trichloroethylene solvent, cellulose ethers Acetone oxime Acetophenone Butyl benzoate Butyl formate Cyclohexane Cyclohexyl acetate Dibutyl tartrate Diethyl oxalate Epichlorohydrin Ethyl butyrate Ethylene glycol diacetate Ethyl-(S)-lactate Ethyl propionate Isopropyl butyrate Mesityl oxide... 

Acetone Amyl formate Benzaldehyde Benzene Benzonitrile Benzyl acetate Bromodichloromethane 2-Butanol Butoxyethanol acetate 1-Butoxyethoxy-2-propanol Butyl alcohol p-t-Butyl toluene Cyclohexane Cyclohexyl acetate Decahydronaphthalene Dibutyl phthalate cis-1,2-Dichloroethylene Diethyl carbonate Diethylene glycol phenyl ether Diethylenetriamine Diethyl oxalaU Diethyl tartrate Diethyl toluamide Dimethyl acetamide Dimethyl adipate... 

Dibutyl formal (0.2 mole) with a 5% excess of decamethylene glycol and 0.1 gm of ferric chloride gives a fairly rapid reaction at 165°C (bath). The temperature is raised to 200°C during 2 hr and heating continued for 1 j hr in a good vacuum. The distillate is of the theoretical yield calculated as butyl alcohol the yield of residual a-polymer is 103%. When cold the latter is a light brown, rather hard wax. When dissolved in hot ethyl acetate (150 ml for 17.5 gm), it separates in the form of a microcrystalline powder that is soluble in chloroform, benzene, carbon tetrachloride, and xylene, and insoluble in alcohol, ether, petoleum, hydrocarbons, and acetone. 

Acetone Aniline Benzene Carbon Tetrachloride Dibutyl Sebacate Diethyl Ether Dimethyl Formamide Ethyl Acetate Ethyl Alcohol 95... 

Acetone, aniline, ammonia (30%), amyl alcohol, butyl carbitol (diethylene glycol monobutyl ether), castor oil, cellosolve, dibutyl phthalate, acetic acid (glacial acetic ice), ethanol, ethylene diamine, formaldehyde, glycerin, potassium dichromate (5%), linseed oil, sodium hydroxide (20%), sodium hypochlorite (aqueous, 6% active chlorine), sodium peroxide (5%), sodium thiosulfate (95%), nitropropane, olive oil, phenol (5% water), phosphoric acid (85%), nitric acid (10%), hydrochloric acid (37%), sulfuric acid (10%), hydrogen peroxide (5%)... 

Spectra classified uranyl ,nitrate in water, acetone-water, dioxane-water, n-propanol-watdr, ethanol, chloroform + 0.7 ethanol, pyridine, acetic acid, ethylacetate, tetraethylene glycol dibutyl ether, nitroethane, methyl isobutyl ketone, cyclohexanone uranyl perchlorate in methyl isobutyl ketone. 

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