Chloroformate properties

In addition to chloroform, many other compounds containing the trichloro-methyl group, CI3C-, show marked physiological action. Thus trichloro-acetaldehyde or chloral hydrate, Cl3C CH(OH) (p. 342), and trichloro-tertiary-butanol or chloretone, CUC CfCHaliOH, are both hypnotics. Similarly, tribromo-ethanol or avertin, BraC-CHjOH, has strong anaesthetic properties. 

Physical Properties. All heavier than, and insoluble in water. All liquids, except iodoform, CHI3, which is a yellow crystalline solid with a characteristic odour. The remainder are colourless liquids when pure ethyl iodide, CjHjI, and iodobenzene, CjHgl, are, however, usually yellow or even brown in colour. Methyl iodide, CH3I, ethyl bromide, CgH Br, ethyl iodide, chloroform, CHCI3, and carbon tetrachloride, CCI4, have sweetish odours, that of chloroform being particularly characteristic. 

Iodine is a bluish-black, lustrous solid, volatizing at ordinary temperatures into a blue-violet gas with an irritating odor it forms compounds with many elements, but is less active than the other halogens, which displace it from iodides. Iodine exhibits some metallic-like properties. It dissolves readily in chloroform, carbon tetrachloride, or carbon disulfide to form beautiful purple solutions. It is only slightly soluble in water. 

Chloroform - a very common solvent which has a rather unpleasant smell. Try not to get too close to this stuff as it has anaesthetic properties which you don t really want to find out about. 

The preparation and spectroscopic properties (infrared, ultraviolet, NMR) of iV-alkoxycarbonyl-N -(2-thiazolyl)thioureas (268) have been studied by the Nagano group (78, 264). These compounds react with bromine in acetic acid or chloroform to give 2--alkoxycarbonylimino-thiazolo[3,2-h]thiadiazolines (Scheme 162), whose structures were established by mass spectroscopy, infrared, NMR, and reactivity patterns (481). 

Physical properties of A-4-thiazoline-2-one and derivatives have received less attention than those of A-4-thiazoline-2-thiones. For the protomeric equilibrium, data obtained by infrared spectroscopy favors fbrm 51a in chloroform (55, 96, 887) and in the solid state (36. 97. 98) (Scheme 23). The same structural preference is suggested by the ultraviolet spectroscopy studies of Sheinker (98), despite the fact that previous studie.s in methanol (36) suggested the presence of both 51a and... 

Ben2onitri1e [100-47-0] C H CN, is a colorless Hquid with a characteristic almondlike odor. Its physical properties are Hsted in Table 10. It is miscible with acetone, ben2ene, chloroform, ethyl acetate, ethylene chloride, and other common organic solvents but is immiscible with water at ambient temperatures and soluble to ca 1 wt% at 100°C. It distills at atmospheric pressure without decomposition, but slowly discolors in the presence of light. 

At room temperature phenol is a white, crystalline mass. Phenol gradually turns pink if it contains impurities or is exposed to heat or light. It has a distinctive sweet, tarry odor, and burning taste. Phenol has limited solubiUty in water between 0 and 65°C. Above 65.3°C phenol and water are miscible in all proportions. It is very soluble in alcohol, ben2ene, chloroform, ether, and partially disassociated organics in general. It is less soluble in paraffinic hydrocarbons. The important physical properties of phenol are Hsted in Table 1. 

Properties. Hydroxyhydroquiaone forms platelets or prisms (mp 140.5°C). The compound is easily soluble ia water, ethanol, diethyl ether, and ethyl acetate and is very spariagly soluble ia chloroform, carbon disulfide, benzene, and ligroin. 

BiaxiaHy orieated PPS film is transpareat and nearly colorless. It has low permeability to water vapor, carbon dioxide, and oxygen. PPS film has a low coefficient of hygroscopic expansion and a low dissipation factor, making it a candidate material for information storage devices and for thin-film capacitors. Chemical and thermal stability of PPS film derives from inherent resia properties. PPS films exposed to tolueae or chloroform for 8 weeks retaia 75% of theh original streagth. The UL temperature iadex rating of PPS film is 160°C for mechanical appHcatioas and 180°C for electrical appHcations. Table 9 summarizes the properties of PPS film. 

Reaction of aHyl chloroformate and diethylene glycol in the presence of alkaU with cooling is another method of preparing the diallyl carbonate ester DADC. The properties of diallyl carbonate monomers are given in Table 1. 

Pyrrole is a colorless, slightly hygroscopic Hquid which, if fresh, emits an odor like that of chloroform. However, it darkens on exposure to air and eventually produces a dark brown resin. It can be preserved by excluding air from the storage container, preferably by displacement with ammonia to prevent acid-catalyzed polymerization. A review of the physical and theoretical aspects of pyrrole is found in Reference 4. Some physical properties of pyrrole are Hsted in Table 1. 

Pyrrohdinone (2-pyrrohdone, butyrolactam or 2-Pyrol) (27) was first reported in 1889 as a product of the dehydration of 4-aminobutanoic acid (49). The synthesis used for commercial manufacture, ie, condensation of butyrolactone with ammonia at high temperatures, was first described in 1936 (50). Other synthetic routes include carbon monoxide insertion into allylamine (51,52), hydrolytic hydrogenation of succinonitnle (53,54), and hydrogenation of ammoniacal solutions of maleic or succinic acids (55—57). Properties of 2-pyrrohdinone are Hsted in Table 2. 2-Pyrrohdinone is completely miscible with water, lower alcohols, lower ketones, ether, ethyl acetate, chloroform, and benzene. It is soluble to ca 1 wt % in aUphatic hydrocarbons. 

Propylthiouracil. This compound is a white, powdery, crystalline substance of starch-like appearance with a bitter taste. It is slightly soluble in water, chloroform, and ethyl ether, sparingly soluble in ethanol, and soluble in aqueous alkaline solutions (53). An extensive compilation of its chemical, spectral, and chromatographic properties is available (43). It is assayed titrimetrically with NaOH (53). 

Fohc acid (1) is found as yellow, thin platelets which char above 250°C. The uv spectmm of L-foUc acid at pH 13 shows absorptions at A = 256 nm (e = 30, 000), 282 nm (e = 26,000), and 365 nm (e = 9800). FoHc acid has a specific rotation of [a] = +19.9 (c = 1, 0.1 NNaOH). Solutions of fohc acid are stable at room temperature and in the absence of light. It is slightly soluble in aqueous alkaU hydroxides and carbonates but is insoluble in cold water, acetone, and chloroform. Table 3 Hsts some physical properties of selected fohc acid derivatives. 

Nicotinamide is a colorless, crystalline solid. It is very soluble in water (1 g is soluble in 1 mL of water) and in 95% ethanol (1 g is soluble in 1.5 mL of solvent). The compound is soluble in butanol, amyl alcohol, ethylene glycol, acetone, and chloroform, but is only slightly soluble in ether or benzene. Physical properties are Hsted in Table 1. 

Riboflavin forms fine yellow to orange-yeUow needles with a bitter taste from 2 N acetic acid, alcohol, water, or pyridine. It melts with decomposition at 278—279°C (darkens at ca 240°C). The solubihty of riboflavin in water is 10—13 mg/100 mL at 25—27.5°C, and in absolute ethanol 4.5 mg/100 mL at 27.5°C it is slightly soluble in amyl alcohol, cyclohexanol, benzyl alcohol, amyl acetate, and phenol, but insoluble in ether, chloroform, acetone, and benzene. It is very soluble in dilute alkah, but these solutions are unstable. Various polymorphic crystalline forms of riboflavin exhibit variations in physical properties. In aqueous nicotinamide solution at pH 5, solubihty increases from 0.1 to 2.5% as the nicotinamide concentration increases from 5 to 50% (9). 

Both antimony tribromide and antimony ttiiodide are prepared by reaction of the elements. Their chemistry is similar to that of SbCl in that they readily hydroly2e, form complex haUde ions, and form a wide variety of adducts with ethers, aldehydes, mercaptans, etc. They are soluble in carbon disulfide, acetone, and chloroform. There has been considerable interest in the compounds antimony bromide sulfide [14794-85-5] antimony iodide sulfide [13868-38-1] ISSb, and antimony iodide selenide [15513-79-8] with respect to their soHd-state properties, ferroelectricity, pyroelectricity, photoconduction, and dielectric polarization. 

Production of cellulose esters from aromatic acids has not been commercialized because of unfavorable economics. These esters are usually prepared from highly reactive regenerated cellulose, and their physical properties do not differ markedly from cellulose esters prepared from the more readily available aHphatic acids. Benzoate esters have been prepared from regenerated cellulose with benzoyl chloride in pyridine—nitrobenzene (27) or benzene (28). These benzoate esters are soluble in common organic solvents such as acetone or chloroform. Benzoate esters, as well as the nitrochloro-, and methoxy-substituted benzoates, have been prepared from cellulose with the appropriate aromatic acid and chloroacetic anhydride as the impelling agent and magnesium perchlorate as the catalyst (29). 

In the presence of an alkali metal hydroxide at about 50°C, chloroform condenses with acetone to give l,l,l-trichloro-2-methyl-2-propanol, [57-15-8] ie, chlorobutanol, chloretone, or acetone—chloroform (9,10). Chlorobutanol is a white crystalline substance with a campborlike odor its sedative, anesthetic, and antiseptic properties have given the compound some importance in the pharmaceutical industry. 

The isomeric mixture is a colodess, mobile Hquid with a sweet, slightly irritating odor resembling that of chloroform. It decomposes slowly on exposure to light, air, and moisture. The mixture is soluble ia most hydrocarbons and only slightly soluble ia water. The cis—trans proportions ia a cmde mixture depend on the production conditions. The isomers have distinct physical and chemical properties and can be separated by fractional distillation. 

AHyl chloride is a colorless Hquid with a disagreeable, pungent odor. Although miscible in typical compounds such as alcohol, chloroform, ether, acetone, benzene, carbon tetrachloride, heptane, toluene, and acetone, aHyl chloride is only slightly soluble in water (21—23). Other physical properties are given in Table 1. 

Relationships connecting stmcture and properties of primary alkylamines of normal stmcture C, -C gin chloroform and other solvents with their ability to extract Rh(III) and Ru(III) HCA from chloride solutions have been studied. The out-sphere mechanism of extraction and composition of extracted associates has been ascertained by UV-VIS-, IR-, and H-NMR spectroscopy, saturation method, and analysis of organic phase. Tertiary alkylamines i.e. tri-n-octylamine, tribenzylamine do not extract Ru(III) and Rh(III) HCA. The decrease of radical volume of tertiary alkylamines by changing of two alkyl radicals to methyl make it possible to diminish steric effects and to use tertiary alkylamines with different radicals such as dimethyl-n-dodecylamine which has not been used previously for the extraction of Rh(III), Ru(III) HCA with localized charge. 

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