Phenyl-methyl alcohol

Synonyms AI3-01680 Benzal alcohol Benzene carbinol Benzene methanol Benzoyl alcohol Benzylicum BRN 0878307 Caswell No. 081F CCRIS 2081 EINECS 202-859-9 EPA pesticide chemical code 009502 Elydroxymethylbenzene a-Elydroxytoluene NC1-C06111 NSC 8044 Phenol carbinol Phenyl carbinol Phenyl methanol Phenyl methyl alcohol a-Toluenol UN 2810. 

Phenyl hydrate, see Phenol Phenyl hydride, see Benzene Phenyl hydroxide, see Phenol Phenylic acid, see Phenol Phenylic alcohol, see Phenol Phenylmethane, see Toluene Phenyl methanol, see Benzyl alcohol Phenyl methyl alcohol, see Benzyl alcohol iV-Phenylmethylamine, see Methylaniline... 

Alcohols.—The side chain hydroxyl compounds take the class name of alcohols for they are true aromatic alcohols in formation, reaction and properties. They are neutral not acid, and are formed by methods analogous to those by which the aliphatic alcohols are prepared. They may be looked upon as benzene derivatives of aliphatic alcohols, e.g. CeHs—CH2OH, benzyl alcohol or phenyl methyl alcohol. 

Benzyl alcohol or phenyl methyl alcohol given above can, of course, exist only as a primary alcohol there being only one carbon group in the side chain. Like the aliphatic alcohols, the primary yield aldehydes and then acids on oxidation, the secondary yield ketones and the tertiary break down. 

In detergent perfumes, the stabiUty of vanillin is not always certain. It depends on the association made with other raw materials, eg, with patchouli, frankincense, cloves, most of the animal notes, and such chemicals as amyl saUcylate, methyl ionones, heflotropin, gamma undecalactone, linalool, methyl anthrarulate, benzyl acetate, phenyl ethyl alcohol, cedar wood derivatives, oak mosses, coumarin, benzoin. Pern balsam, and cistus derivatives. In some cases, these mixtures can cause discoloration effects. 

There is an isomeric and closely associated alcohol, phenyl-methyl carbinol, CgH5CH OH)CHg, known to chemists. This is a liquid of different odour, but which is not used very much in synthetic perfumery. It is an oil boiling at 203°, and forms an acetate which is found naturally in essential oil of gardenia. This ester is of use in blending perfumes of this type of flower. 

There exist three isomers of phenyl-propyl alcohol, all of which have been prepared and described, and, although not yet introduced into commerce, may eventually be so. These are as follows Benzyl-methyl-carbinol, CgHj. CHj. CH(OH)CHg, boiling at 215° phenyl-ethyl-carbinol, CgHg. CH(OH)CH2. CHg, boiling at 221° and benzyl-dimethyl-carbinol, C Hg. C(OH)(CHg)2, melting at 21° and boiling at 225°. 

Shuric acid, yields phenyl-acetic acid or a-toluic acid. This is con-ansed with methyl alcohol, forming the methyl ester of the formula. COOCH3. It has a powerful honey odour, and is very useful in scent bases of this type. 

The nitrile may best be saponified with methyl alcoholic potash while heating to 190° to 200°C with application of pressure. After the methyl alcohol has evaporated the salt is introduced into water and by the addition of dilute mineral acid until the alkaline reaction to phenolphthalein has just disappeared, the amphoteric 1-methyl-4-phenyl-piperidine-4-carbOxylic acid is precipitated while hot in the form of a colorless, coarsely crystalline powder. When dried On the water bath the acid still contains 1 mol of crystal water which is lost only at a raised temperature. The acid melts at 299°C. Reaction with ethanol yields the ester melting at 30°C and subsequent reaction with HCI gives the hydrochloride melting at 187° to 188°C. 

In the course of this study, the authors determined /Lvalues for dibenzyl, methyl phenyl, methyl p-nitrophenyl, di-p-tolyl, di-isopropyl and tetramethylene sulphoxides and for diethyl, dipropyl and dibutyl sulphites. The /Lscales are applied to the various reactions or the spectral measurements. The /Lscales have been divided into either family-dependent (FD) types, which means two or more compounds can share the same /Lscale, family-independent (FI) types. Consequently, a variety of /Lscales are now available for various families of the bases, including 29 aldehydes and ketones, 17 carboxylic amides and ureas, 14 carboxylic acids esters, 4 acyl halides, 5 nitriles, 10 ethers, 16 phosphine oxides, 12 sulphinyl compounds, 15 pyridines and pyrimidines, 16 sp3 hybridized amines and 10 alcohols. The enthalpies of formation of the hydrogen bond of 4-fluorophenol with both sulphoxides and phosphine oxides and related derivatives fit the empirical equation 18, where the standard deviation is y = 0.983. Several averaged scales are shown in Table 1588. 

It has also been shown that dimethylsilyl enolates can be activated by diisopropylamine and water and exhibit a high reactivity toward iV-tosyl imines to give Mannich-type reaction products in the absence of a Fewis acid or a Bronsted acid.51 For example, the reaction of [(1-cyclohexen-l-yl)oxy]dimethylsilane with 4-methyl-A -(phenylmethylene)benzene sulfonamide gave re/-4-methyl-N- (f )-[(15)-(2-oxocyclohexyl)phenyl-methyl] benzenesulfonamide (anti-isomer) in 91% yield stereoselectively (99 1 anti syn) (Eq. 11.30). On the other hand, Fi and co-workers reported a ruthenium-catalyzed tandem olefin migration/aldol and Mannich-type reactions by reacting allyl alcohol and imine in protic solvents.52... 

The acyclic version of Larock s heteroannulation was successfully applied to the synthesis of highly substituted pyridines [166]. The annulation of rert-butylimine 210 with phenyl propargyl alcohol produced pyridine 211 regioselectively in excellent yield. The regiochemistry obtained was governed by steric effects. Furthermore, the choice of imines was crucial to the success of the heteroannulations. terr-Butylimine was the substrate of choice, since all other imines including methyl, isopropyl, allyl and benzyl imines failed completely to produce the desired heterocyclic products. 

Ethyloestrenol Glass column (1.0 M x 4 mm) packed with acid-washed silanised diatomaceous support (80 to 100 mesh) coated with 3% w/w of phenyl methyl silicone fluid (50% phenyl) maintained at 200 °C. OV-17 is also suitable. (1) 0.2 w/v of ethyloestrenol BPCRS and 0.1% w/v of arachidic alcohol (internal standard) (2) 0.2% w/v of sample (3) 0.2% of sample plus 0.1% w/v of Ihe internal standard. Calculate the content of C20H32O using the declared content of C20H32O ethyloestrenol BPCRS. 

Methylamine Methyl alcohol Morpholine Nitrobenzene p-Nitrochlorobenzene Nitrotoluene Phenyl ester-biphenyl vapor mix... 

Diethyl(trifluoromethyl)amine (19) and [difluoro(phenyl)methyl](dimethyl)amine (21) are mild reagents which can fluorinate alcohols to their corresponding fluorides. They can also fluorinate carboxylic acids to their corresponding fluorides however, good yields are only obtained when the product is sufficiently volatile to be distilled off during the course of the reaction. 

The hydrolysis of esters (and amides) by chymotrypsin satisfies these criteria. The hydrolysis of, say, acetyl-L-tryptophan p-i itrophenyl ester forms an acylen-/yme that reacts with various amines such as hydroxylamine, alaninamide, hydrazine, etc., and also with alcohols such as methanol, to give the hydroxamic acid, dipeptide, hydrazide, and methyl ester, respectively, of acetyl-L-tryptophan. The same acylenzyme is generated in the hydrolysis of the phenyl, methyl, ethyl, etc., esters of the amino acid (and also during the hydrolysis of amides). 

Phenyl methyl selenium di-iodide, (C6H5)(CH3)SeI2, occurs when the corresponding dibromide is triturated at 40° C. with a concentrated solution of potassium iodide. It crystallises from alcohol in glistening, purple, short prisms, M.pt. 69° to 71° C. 

Phenyl methyl selenium bromo-iodide, (C6H5)(CH3)SeIBr, is obtained when the dibromide is triturated with a cold solution of potassium iodide of the same concentration. The yield is quantitative, and the product separates from alcohol as red, ill-defined, compact crystals, M.pt. 85° C. with decomposition. Heating at 100° C. causes quantitative decomposition to methyl iodide and bromoselenobenzene, the reaction being represented as follows r... 

Treatment of the hydronitrates in aqueous solution with sodium carbonate causes evolution of carbon dioxide. Evaporation to dryness, followed by extraction with alcohol or benzene, then yields oils which are probably the selenoxides. These oils with concentrated hydrochloric acid are converted into white solids, crystallisable from benzene, xylene, alcohol or dry ether. These solids are the dichlorides of the original selenides, and when prepared by this method their melting-points are as follows Phenyl methyl selenium dichloride, M.pt. 122° C. phenyl ethyl selenium dichloride, M.pt. 64° to 65° C. diphenyl selenium dichloride, M.pt. 142° C. 

Di-p-tolyl tellurium dichloride, (CH3.C6H4)2TeCl2,1 is obtained in a similar way to the phenyl compound. It separates from absolute alcohol as small needles or plates of the triclinic system, M.pt. 160° to 167° C., soluble in chloroform, benzene, toluene, xylene or ligroin, sparingly soluble in methyl alcohol. 

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