Naphthalene Salicylic acid

Choice of solvent for recrystallisation. Obtain small samples (about 0 5 g.) of the following compounds from the storeroom (i) salicylic acid, (Li) acetanilide, (iii) m-dinitrobenzene, (iv) naphthalene, and (v) p-toluene-sulphonamide. Use the following solvents distilled water, methylated spirit, rectified spirit, acetone, benzene and glacial acetic acid. 

Some primaries have articles devoted to them and their derivatives, ie, Benzoic ACID, Phenol, Salicylic acid, and Phthalic anhydride as a derivative of phthahc acid. The primary p-naphthol is discussed in Naphthalene derivatives. 

In a static-culture-flask screening test, naphthalene (5 and 10 mg/L) was statically incubated in the dark at 25 °C with yeast extract and settled domestic wastewater inoculum. After 7 d, 100% biodegradation with rapid adaptation was observed (Tabak et al, 1981). In freshwater sediments, naphthalene biodegraded to c/5-1,2-dihydroxy-1,2-dihydronaphthalene, 1-naphthol, salicylic acid, and catechol. 

An interesting biochemical method of manufacture is the utilization of bioengineered Pseudomonad plasmid (16) or Pseudomonas stut eri (17) in a culture medium to oxidize naphthalene or alkyl-substituted naphthalene. The metabolic oxidation products, unsubstituted or substituted salicylic acid,... 

The optically pure bis-naphthalene ortho-methoxy amide 117 cyclized to the l,4-diazepin-5-one 118 in 86% yield and with >95% ee upon refluxing in ethylenediamine for 5 h to provide the first axially chiral 1,4-diazepine derivative (Scheme 64) <2000SL1616>. This example of a type g ring closure in which the leaving group is MeOH, proceeded in lower yield with an ot/ o-hydroxy substituent, with product distribution largely redirected toward an imidazolidine derivative in which the ethylenediamine reacted solely with the ester. In the structurally simpler salicylic acid ester series, activation of the phenol as the trifluoromethanesulfonate facilitated the SnAr reaction <1995TL7595>. 

Table 5 shows the partition coefficient of some common aliphatic carboxylic acids produced from fermentation.32 Aromatic carboxylic acids are not produced from fermentation because they are rarely formed by microorganisms. One noteworthy exception is the production of salicylic acid formed by Pseudomonas aeruginosa from naphthalene through biotransformation.1 The extraction of salicylic acid with and without amine in xylene was reviewed by Schiigerl1 in detail including equipment and operational parameters. 

C13H14 2-methyt-8-ethyl naphthalene. .. 543.15 48.045 1,2 26109 C13H1603 salicylic acid 3-hexen-1-yl ester 65405-77-8 501.78 44.055 2... 

Many of the chemicals used in this course will be unfamiliar to you. Their properties can be looked up in reference books, a very useful one being the Aldrich Catalog Handbook of Fine Chemicals. It is interesting to note that 1,4-dichlorobenzene is listed as a toxic irritant and naphthalene is listed as an irritant. Both are used as moth balls. Camphor, used in vaporizers, is classified as a flammable solid irritant. Salicylic acid, which we will use to synthesize aspirin (Chapter 26) is listed as moisture-sensitive toxic. Aspirin (acetylsalicyclic acid) is classified as an irritant. Caffeine, which we will isolate from tea or cola syrup (Chapter 8), is classified as toxic. Substances not so familiar to you—1-naphthol and benzoic acid—are classified respectively as toxic irritants and irritant. To put things in some perspective, nicotine is classified as highly toxic. ... 

Naphthalene (CioHg) can be converted microbiologically to salicylic acid (CyHgOs) on a 94%, weight for weight basis, in one pass. (CO2 and H2O are also produced.)... 

Some steroid transformations, which are difficult to achieve by ordinary chemical means may also be accomplished readily by microbiological methods. Salicylic acid may be obtained in a 94% yield, on a weight for weight basis, by the action of Pseudomonas aeruginosa on naphthalene [69] (Eq. 16.25). 

T. Ishikura, H. Nishida, K. Tanno et al.,... Salicylic Acid from Naphthalene, Agric. Biol. Chem. 32, 12 (1968). 

Figure 25 Comparison of predicted liquid mole fraction X3 of different solid solutes for ternary S-L equilibrium with CO2 dissolution from PMVF of solvent in binary mixtures by Eq. (50) with experimental mole fractions of (a) naphthalene in toluene solution at 298 K (56), (b) phenanthrene in toluene solution at 298 K (56), (c) p-carotene in ethyl acetate solution at 298 K (52), (d) p-carotene in toluene solution at 298 K (50), (e) cholesterol in acetone at 308 K (53), (f) cholesterol in acetone solution at 318K (53), (g) acetaminophen in n-butanol solution at 298 K (50), (h) salicylic acid in 1-propanol solution at 303 K ( sA = 0.132), experimental (58), (i) salicylic acid in 1-propanol solution at 288 K (XsA = 0.132) (58), (j) salicylic acid in 1 -propanol solution with at 288 K (XsA = 0.144) (58).

Salicylic Acid. 2-Hydmxybenimc acid Keralyt Verrugon. C,H(03 mol wt 138.12. C 60.87%. H 4.38%. O 34.75%. Occurs in the form of esters in several plants, notably in wintergreen leaves and the bark of sweet birch. Made synthetically by heating sodium phenolate with carbon diox -ide under pressure. Large scale process details Faith et at. Industrial t hem [cats (Wiley, New York, 3rd ed.. 1965) pp 652-655. Novel method by microbial oxidation of naphthalene Zajic, Dunlap. U.S. pat. 3,274,074 (1966 to Kcrr-McGee). Toxicity data K. Sota et at. J. Pharm. Soc. Japan 89, 1392 (1969). 

The synthesis of organic compounds by microorganisms from petroleum substances — production of proteins from natural gas, salicylic acid from naphthalene, amino acids from light fractions of petroleum, and yeast nutrients from liquid n-alkanes. 

Sodium salicylic acid. See Sodium salicylate Sodium salt of crosslinked carboxymethyl ether cellulose. See Croscarmellose sodium Sodium salt of sulfonated naphthalene-formaldehyde condensate. See Sodium polynaphthalene sulfonate Sodium sarcosinate... 

After Victor Meyer had shown that salicylic acid is an o-compound (see p. 808), Baeyer and Emmerling said indole is composed of benzene and pyrrole in the same way as naphthalene from two benzene rings ... 

The sample you are given may contain one of the following combinations of solid and liquids (the solid is listed first) fluorene, methylene chloride, water triphenylmethanol, diethyl ether, water salicylic acid, methylene chloride, 1 M NaOH ethyl 4-aminobenzoate, diethyl ether, 1 M HCl naphthalene, hexane, water benzoic acid, diethyl ether, 1 M NaOH p-aminoacetophenone, methylene chloride, 1M HCl. 

Naphthalene ( C,oHa ) + Salicylic acid ( CjrliaOj ) Bugnet, 1909 Eutectic. ... 

Mercuric chloride Mercury Methanol Methyl acrylate Methyl salicylate Methylamine Naphthalene Nitric acid... 

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