Sodium Cone

I. Methyl salicylate test. Heat i ml. of methanol with 0 5 g. of sodium sdicylate (or free salicylic acid) and a few drops of cone. H2SO4 gently for i minute. Cool, pour into a few ml. of cold water in a boiling-tube, and shake. Note the odour of methyl salicylate (oil of wintergreen). 

Azo-dye formation. Dissolve 2-3 drops of aniline in 1 ml. of cone. HCl and add 3 ml. of water. Shaike to dissolve any hydrochloride which may have separated and cool in ice. Add a few drops of 20% sodium nitrite solution. Add this cold diazonium solution to a cold solution of the phenol in an excess of aqueous NaOH solution. Solutions or precipitates of azo-dyes ranging in colour from orange through scarlet to dark red, according to the phenol used, are obtained. Note in particular that i-naphthol gives a brownish-red, 2-naphthol a scarlet precipitate. Catechol decomposes. 

Ltebermann Reaction To 1 minute crystal of sodium nitrite in a clean dry test-tube add 0 5 g. of phenol and heat very gently for about 20 seconds allow to cool and add twice the volume of cone. H2S04. On rotating the tube slowly in order to mix the contents, a deep green or deep blue coloration develops (some times only after i 2 minutes). Dilute cautiously with water the solution turns red. Now add an excess of NaOH solution the green or blue coloration reappears. 

Action of sodium hydroxide, (a) Warm 1 ml. of acetaldehyde with a few ml. of cone, (c.g., 30%) NaOH solution. A yellow resin, having a characteristic odour of bad apples, is formed. Paraldehyde slowly gives a yellow resin. 

Oxidation to acids. Varm together in a small conical flask on a water-bath for lo minutes a mixture of 0 5 ml. of benzaldehyde or salicylaldehyde, 15 ml. of saturated KMn04 solution, and 0-5 g. of NajCOj. Then acidify with cone. HCl, and add 25% sodium sulphite solution until the precipitated manganese dioxide has redissolved. On cooling, benzoic or salicylic acid crystallises out. 

Action of sodium hydroxide. Does not undergo the Cannizzaro reaction. It dissolves in dil. NaOH solution, giving a yellow solution from which the aldehyde is precipitated unchanged on acidification. If heated with cone. NaOH solution, salicylaldehyde slowly undergoes atmospheric oxidation to salicylic acid. 

Dissolve 15-0 g. of A.R. barium nitrate and 130 g. of A.R. cupric nitrate trihydrate in 450 ml. of water at 80°. Prepare a solution of sodium chromate by dissolving 89 g. of recrystallised sodium dichromate dihydrate in 200 ml. of water and adding 112 5 ml. of cone, ammonia solution (sp. gr. 0-90). Add the warm solution (80°) of nitrates in a thin stream, with stirring, to the sodium chromate solution (at 25°). Collect the orange precipitate by suction Bltration, wash it with two 50 ml. portions of 5fiter, drain well, and dry at 75-80° for 12 hours powder finely. 

Diethyl oxalate (29.2 g, 0.20mol) and 4-bromo-2-nitrotoluene (21.6 g, O.lOmol) were added to a cooled solution of sodium cthoxide prepared from sodium (4.6 g, 0.20 mol) and ethanol (90 ml). The mixture was stirred overnight and then refluxed for 10 min. Water (30 ml) was added and the solution refluxed for 2h to effect hydrolysis of the pyruvate ester. The solution was cooled and concentrated in vacuo. The precipitate was washed with ether and dried. The salt was dissolved in water (300 ml) and acidified with cone. HCl. The precipitate was collected, washed with water, dried and recrystallizcd from hexane-EtOAc to give 15.2 g of product. 

The reaction mixture is then transferred to a 2-I. round-bottom flask with wide neck, and to this is added all at once 300 g. of cracked ice, and the mixture is rapidly agitated by a rotary motion until the decomposition is complete (Note 7). Sufficient 30 per cent sulfuric acid is added to dissolve the magnesium hydroxide, and the mixture is then steam-distilled until oil no longer collects on the surface of the distillate. The distillate, which amounts to 1500-2500 cc., is saturated with sodium chloride and the upper layer separated. The aqueous layer is extracted with two loo-cc. portions of ether and the ether extract added to the alcohol layer. The ether solution is dried over anhydrous potassium carbonate, filtered, and heated carefully on the steam cone until all the ether is distilled. The crude alcohol is warmed one-half hour with about 5 g. of freshly dehydrated lime (Note 8). After filtering again and washing the lime with a little ether, the ether is distilled and the alcohol is distilled in vacuo from a Claisen flask (Note g). The carbinol distils at 88-93 /18 mm. (practically all distilling at 91°). The yield is 70-74 g. (61-65 P r cent of the theoretical amount) (Note 10). 

Bicyclohexyl [92-51-3] M 166.3, b 238 (cis-cis), 217-219 (trans-trans). Shaken repeatedly with aqueous KMn04 and with cone H2SO4, washed with water, dried, first from CaCl2 then from sodium, and distd. [Mackenzie J Am Chem Soc 77 2214 7955.]... 

Dried with Linde type 5A molecular sieves, BaO or sodium, and fractionally distd. The distillate (200g) was heated with benzene (500mL) and cone HCl (150mL) in a Dean and Stark apparatus on a water bath until water no longer separated, and the temperature just below the liquid reached 80°. When cold, the supernatant benzene was decanted and the 2,4-lutidine hydrochloride, after washing with a little benzene, was dissolved in water (350mL). After removing any benzene by steam distn, an aqueous soln of NaOH (80g) was added, and the free... 

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