P-Methylphenyl Acetate

SYNS ACETIC ACID-4-METHYLPHENYL ESTER p-ACETOXYTOLUENE 4-ACETOXYTOLUENE p-CRESOL ACETATE p-CRESYL ACETATE (FCQ FEMA No. 3073 4-METHYLBENZOIC ACID METHYL ESTER p-METHYLPHENYL ACETATE NARCEOL PARACRESYL ACETATE O p-TOLYL ACETATE p-TOLYL ETHANOATE... 

Beilstein Handbook Reference) Acetic acid, 4-methylphenyl ester Acetic acid, p-tolyl ester 4-Aoetoxytoluene p-Acetoxytoluene AI3-01266 BRN 1908125 p-Cresol acetate p-Cresyl acetate Cresyl acetate Cresyl acetate, p- Cresylic xetate, P- EINECS 205-413-1 FEMA No. 3073 4-Methylbenzoic acid methyi ester 4-Methylphenyl acetate p-Methylphenyl acetate Narceol NSC 43244 Paracresyl acetate p-Tolyl acetate 4-Tolyl acetate p-Tolyl ethanoate. A synthetic perfume. Liquid bp = 212.5° d = 1.0512 Xm = 265, 271 nm (e = 446, 406, MeOH) slightly soluble in H2O, soluble in EtOH, EtzO, CCI4, CHCI3. 

Synonyms Acetic acid-4-methylphenyl ester 4-Acetoxytoluene p-Acetoxytoluene Acetyl p-cresol p-Cresol acetate p-Cresylic acetate 4-Methylbenzoic acid methyl ester 4-Methyl phenyl acetate p-Methylphenyl acetate Paracresyl acetate p-Tolyl acetate p-Tolyl ethanoate Classification Aromatic ester Empirical C9H10O2 Formula CH3CO2C6H4CH3 Properties Colorless liq., anise sweet fragrant odor sol. in fixed oils, propylene glycol misc. with alcohol, ether insol. in water, glycerin m.w. 150.18 dens. 1.047 b.p. 210-211 C dec. 360 C flash pt. 90 C ref. index 1.5010 Toxicology LD50 (oral, rat) 1900 mg/kg, (skin, rabbit) 2100 mg/kg mod. toxic by ing. and skin contact irritant TSCA listed Precaution Combustible Hazardous Decomp. Prods. Heated to decomp.. 

Methylphenyl acetate. See o-Cresyl acetate p-Methylphenyl acetate. See p-Cresyl acetate Methyl N-phenylacetyl-N-2,6-xylyl-DL-alaninate. 

AA = acetanilide p-APT = N-(p-methylphenyl) acetamide m-AABA = m-acetamino benzoic acid m-AAl = m-acetamino phenylmetha-nol m-AAe = o-acetaminophenylmethyl acetate o-AABA = o-acetaminobenzoic acid o-AAl = o-acetaminophenylmethanol o-AAe = o-acetaminophenylmethyl acetate. 

Reaction of organotellurium compounds with quinones (typical procedure, 2-benzyl-l, 4-benzoquinone) A solution of benzyl p-methylphenyl telluride (111 mg, 0.36 mmol) and 1,4-benzoquinone (78.0 mg, 0.72 mmol) in benzene (0.6 mL) in a Pyrex tube was irradiated with a 200 W high-pressure mercury lamp at 100°C for 1 h. After the solvent was removed under reduced pressure, the crude mixture was purified by flash chromatography (silica gel 6.4 g elution with 5% ethyl acetate in hexane) to give the product in 57% yield. 

Acetic acid, 4-methylphenyl ester p-tolyl acetate 172a, 174b, 1053, 3266, 3370 ... 

Acetic acid-4-methylphenyl ester. See p-Cresyl acetate... 

Synonyms Acetic acid, 2-methyl phenyl ester Acetic acid, o-tolyl ester o-Acetoxytoluene Acetyl o-cresol o-Cresol acetate o-Cresylic acetate 2-Methylphenyl acetate o-Methylphenyl acetate 2-Methylphenyl ester of acetic acid o-Tolyl acetate Empirical C9H10O2 Formula CH3COOC6H4CH3 Properties Liq. sol. in hot water, org. soivs., oils nearly insol. in cold water m.w. 150.18 dens. 1.05 b.p. 208 C ref. index 1.4998 Precaution Combustible Uses Synthetic flavoring agent in foods and pharmaceuticals cosmetics ingred. 

Methylbenzoic acid methyl ester. See p-Cresyl acetate Methyl p-toluate Methyl benzoin. See Benzoin methyl ether Methylbenzol. See Toluene 2-Methyl benzophenone CAS 131-58-8 EINECS/ELINCS 205-032-0 Synonyms 2-Benzophenone, methyl- (2-Methylphenyl) phenylmethanone Phenyl tolyl ketone Phenyl-o-tolyl-methanone Classification Aromatic ketone Empirical C14H12O... 

Solubility soluble in many organic solvents (dimethylsulfox-ide, dimethylformamide, ethyl acetate, chloroform, dichloro-methane, benzene) slightly soluble in THE, methyl ferf-butyl ether, diethyl ether, and EtOH almost insoluble in water. Preparative Methods CPTTOH and a number of closely related derivatives thereof, such as 4-(/ -methox3q)henyl)-,4-(p-methylphenyl)-, 4-phenyl-, and 4-(/ -nitrophenyl)-substituted 7V-hydroxythiazole-2(3i thione, A-hydroxy-4-methylthia-zole-2(3//) thione (commercially available), and TV-hydroxy-4-methyl-5-(/>-methox) henyl)thiazole-2(377) thione are prepared from the corresponding a-haloketones in three synthetic... 

Also obtained (poor yield) by photo-Fries rearrangement of 2-methoxy-4-meth-ylphenyl benzoate (creosol baizoate) in benzene or ethanol for 4 h (6-7%) [620]. As an historical curiosity, this compound has also been obtained by Fries rearrangement of p-tolyl benzoate with aluminium chloride in the presence of another aromatic compounds, at 150° for 15 min [580] mesitol (83%) 2,6-dimethylphenyl acetate (53%) 2-chloro-4-methylphenyl acetate (20-34%) mesityl acetate (18%). 

Obtained by reaction of aluminium chloride on a mixture of 2,4,6-trimethylphenyl acetate or 4-methylphenyl acetate and 2-chloro-4-methylphenyl benzoate without solvent at 150° (67% yield and small amounts, respectively) [2535]. m.p. 91° [2151,2535] pKJ2516],... 

Also obtained by UV light irradiation of 3-methylphenyl acetate, in ethanol (36%) [2192] or in ethanol in the presence of P-cyclodextrin (42%) [2192]. 

Preparation by Fries rearrangement of 4-bromo-3,5-di-methylphenyl acetate (b.p., 5110°) with aluminium chloride at 120° [2910],... 

Methylphenyl Tellurium lYichloridc5 A 250 ml flask is fitted with a reflux condenser carrying a calcium chloride drying tube and charged with 21.5 g (0.08 mol) of tellurium tetrachloride, 13.5 g (0.08 mol) of 4-methylphenyltrimethylsilane, and 60 ml of dry toluene. The mixture is healed under reflux whereupon the tellurium tetrachloride dissolves. After 10 min, the aryl tellurium trichloride begins to precipitate. The mixture is cooled, the precipitate is filtered off, washed with hexane, and dried yield 20.4 g (79%) m.p. 196-198° (glacial acetic acid). 

Methylphenyl)-telluraxanthene3 1.93 g (4 mmol) of 9-(4-methylphenyl)-telluraxanthylium perchlorate are added to a stirred suspension of 0.5 g (13 mmol) of lithium aluminum hydride and 3.0 g (23 mmol) of aluminum trichloride in 50 ml of absolute diethyl ether at 20°, the mixture is heated under reflux for 1 h, cooled, and 50 ml of ethyl acetate are slowly added. The resultant mixture is poured into 100 ml of 20% aqueous sulfuric acid, the organic layer is separated, the aqueous layer is extracted with two 50 ml portions of diethyl ether, and the combined organic phases are dried with anhydrous sodium sulfate, filtered, and the filtrate is evaporated yield 1.23 g (80%) m.p. 163° (from heptane/benzene). 

OLEFINS N,N-Dimethylformamide dimethyl acetal. Iron pentacarbonyl. 0-4-Methylphenyl chlorothioformate. Naphthalene-Sodium. Potassium hexachloro-tungstate. Sodium methylsulflnylmetbyl-ide. Sodium sulfide. p-Tolucnesulfonyl-hydrazine. Trimethyl phosphite. Ttiphen-ylphosphine. 

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