Propionic 3-phenyl-3-

SYNS FEMA No. 2301 3-PHENYL-2-PROPENYL PROPIONATE 3-PHENYL-2-PROPENM-YL PROPIONATE PROPIONIC ACID, CINNAMYL ESTER... 

Synonyms 3-Phenylallyl propionate y-Phenylallyl propionate 3-Phenyl-2-propenyl propanoate 3-Phenyl-2-propen-1 -yl propionate Propionic acid, cinnamyl ester... 

Phenyl propyl 2-methyl propanoate 3-Phenylpropyl 2-methylpropionate. See 3-Phenyl propyl isobutyrate 3-Phenyl propyl 3-phenyl-2-propenoate. See 3-Phenylpropyl cinnamate 3-Phenyl propyl propanoate Phenylpropyl propionate. See 3-Phenyl propyl propionate 3-Phenyl propyl propionate CAS 122-74-7 EINECS/ELINCS 204-571-9 FEMA 2897... 

Synonyms Benzenepropanol, propanoate Hydrocinnamyl propionate 3-Phenyl propyl propanoate Phenylpropyl propionate p-Phenylpropyl propionate Empirical C12H16O2 Properties M.w. 192.28 Toxicology LD50 (oral, rat) > 5 g/kg, (skin, rabbit) > 5 g/kg low toxicity by ing. and skin contact skin irritant TSCA listed Hazardous Decomp. Prods. Heated to decomp., emits acrid smoke and irritating fumes Uses Synthetic flavoring agent in foods and pharmaceuticals cosmetics ingred. 

Methyl Phenyl-propionate,—Phenyl-propionic acid, also known as hydrocinnamic acid, forms a methyl ester of the formula... 

Musk ambrette Styrallyl propionate Phenyl ethyl cinnamate... 

Phenylmercuri propionate Phenylmercury propionate Phenyl (propanoato-0) mercury Phenyl (propionyloxy) mercury Propionic acid, phenylmercury salt Classification Organometallic compd. 

Pentaer hrityl tetrakis [3-(3, 5 -di-t-butyl-4-hydroxyphenyl) propionate] Phenyl-a-naphthylamine Styrenated diphenylamine 4,4 -Thiobis-6-(t-butyl-m-cresol) 1,3,5-... 

The Reformatsky Reaction consists of the interaction of an ester of an a-halogeno-acid with an aldehyde, a ketone or another ester in the presence of zinc. For example, if a mixture of ethyl bromoacetate and benzaldehyde is heated with zinc, the latter undoubtedly first combines with the ethyl bromoacetate to form a Grignard-like reagent (reaction A), which then adds on to the benzaldehyde Just as a Grignard reagent would do (reaction B). The complex so formed, on acidification gives ethyl p-phenyl-p-hydroxy-propionate (reaction C). Note that reaction A could not satisfactorily be carried out using... 

Successful results have been obtained (Renfrew and Chaney, 1946) with ethyl formate methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec.-butyl and iso-amyl acetat ethyleneglycol diacetate ethyl monochloro- and trichloro-acetates methyl, n-propyl, n-octyl and n-dodecyl propionates ethyl butyrate n-butyl and n-amyl valerates ethyl laurate ethyl lactate ethyl acetoacetate diethyl carbonate dimethyl and diethyl oxalates diethyl malonate diethyl adipate di-n-butyl tartrate ethyl phenylacetate methyl and ethyl benzoates methyl and ethyl salicylates diethyl and di-n-butyl phthalates. The method fails for vinyl acetate, ieri.-butyl acetate, n-octadecyl propionate, ethyl and >i-butyl stearate, phenyl, benzyl- and guaicol-acetate, methyl and ethyl cinnamate, diethyl sulphate and ethyl p-aminobenzoate. 

The ester and catalj st are usually employed in equimoleciilar amounts. With R =CjHs (phenyl propionate), the products are o- and p-propiophenol with R = CH3 (phenyl acetate), o- and p-hydroxyacetophenone are formed. The nature of the product is influenced by the structure of the ester, by the temperature, the solvent and the amount of aluminium chloride used generally, low reaction temperatures favour the formation of p-hydroxy ketones. It is usually possible to separate the two hydroxy ketones by fractional distillation under diminished pressure through an efficient fractionating column or by steam distillation the ortho compounds, being chelated, are more volatile in steam It may be mentioned that Clemmensen reduction (compare Section IV,6) of the hj droxy ketones affords an excellent route to the substituted phenols. 

The phenyl propionate may be prepared by slowly adding 196 g. (120 ml.) of redistilled thionyl chloride to a mixture of I50g. of pure phenol and 132 g. (133 ml.) of propionic acid (compare Fig. 111,31, 1), warming to drive all the sulphur dioxide and hydrogen chloride, and distilling 190 g. of phenyl propionate, b.p. 202-212° (the pure substance boils at 211°) are obtained. 

Ethyl p-phenylethyl ketone. Use 100 g. of pure hydrocinnamic acid and 200 g. (201 -5 ml.) of pure propionic acid. Fractionation of the distillate yields 70 g. of diethyl ketone (b.p. 100-102°), 72 g. of ethyl p-phenyl-ethyl ketone (b.p. 245-249° the pure ketone boils at 248°), and 18 g, of crude di-p-phenylethyl ketone (high b.p. residue). 

Triethylene glycol-bis[3-(3-tert-butyl-5-methyl-4-hydroxy-phenyl)propionate] [36443-68-2]... 

Propiophenone. Propiophenone [93-55-0] (ethyl phenyl ketone) is a colorless Hquid with a flowery odor. It can be prepared by the Friedel-Crafts reaction of benzene and propionyl chloride in the presence of aluminum chloride (346), or by the catalytic reaction of benzoic acid and propionic acid in the presence of water (347). Propiophenone is commercially available (348), and is sold in Japan at 2700 Y/kg (349). It is used in the production of ephedrine, as a fragrance enhancer, and as a polymerization sensitizer. 

Benzoyl-2,3-dihydro-lH-pyrrolizine-l-cai boxylic acid (ketorolac, L ) and 2-(3-benzoyl-phenyl)propionic acid (ketoprofen, L ) ai e biologically activ ligands used in medicine as non-steroidal anti-inflammatory dmgs. 

In addition to stabilisers, antioxidants and ultra-violent absorbers may also be added to PVC compounds. Amongst antioxidants, trisnonyl phenyl phosphite, mentioned previously, is interesting in that it appears to have additional functions such as a solubiliser or chelator for PVC insoluble metal chlorides formed by reaction of PVC degradation products with metal stabilisers. Since oxidation is both a degradation reaction in its own right and may also accelerate the rate of dehydrochlorination, the use of antioxidants can be beneficial. In addition to the phenyl phosphites, hindered phenols such as octadecyl 3-(3,5-di-tcrt-butyl-4-hydroxyphenyI)propionate and 2,4,6-tris (2,5-di-rcrt-butyl-4-hydroxybenzyl)-1,3,5-trimethylbenzene may be used. 

Chlorobenzene Producers Association (CPA), 270 p-Chlorobenzotrichloride, 39 Chlorobenzotrifluorides, 39 Chlorobromomethane, 39 Chlorodifluorobromomethane, 39 Chlorodifluoroethane, 39 Chlorodifluoromethane, 39 Chlorodiphenyl, 39 Chloroethanol, 39 2-Chloroethyl vinyl ether, 39 Chlorofluorocarbons, 39 Chloroform, 40 Chloromethyl anilines, 40 Chloromethyl ether, 40 Chloromethyl methyl ether, 40 2-(4-Chloro-2-methylphenoxy) propionic acid, 40 Chloromethyl phenyl isocyanate, 40... 

The pronounced influence of the phenyl group on optical activity led Fredga and Palm" to initiate an investigation on the optical activity of thiophene derivatives, in order to use this physical property for the elucidation of the aromatic character of thiophene. 2-(27) and 3-Thenylsuccinic acid (28), 2- (29) and 3-thienyl-succinic acid (30), 2- (31) and 3-thienylglycolic acid (32), 2-(33) and 3-a-methoxythienylacetie acid (34), -phenyl 2-thienyl-glycolic acid (35), -(2-thienyl)-y5-phenylpropionic acid (36), a-phenyl- -(2-thienyl) propionic acid (37), a,/ -di (2-thienyl)propionic acid (38) have been resolved into antipodes with the help of optically active bases. 

In 1909, Thiele and Landers reported the synthesis of p- (3-methoxy-isoxazol-5-yl)-propionic acid (77), from the corresponding chloride or bromide (76). In 1961, a similar reaction was reported for 3-chloro-5-arylisoxazoles, enabling the synthesis of 3-hydroxy-5-phenyl-... 

Phenyl-ethyl Propionate.—The propionic ester of phenyl-ethyl alcohol has the formula CgHj. . OOC. CH CHg. It has a pronounced... 

Phenyl-propionitrile, CgHj. CH.2. CH2. CN, is present in nssturtium oil. It is a powerfully smelling oil, boiling at 261°. On hydrolysis by alcoholic potash it yields phenyl-propionic acid, melting at 47°. 

The mixture of 7.9 g of ethyl a-(4-aminophenyl)propionate and 8.3 g of ethyl 2-chloro-methylbenzoate is refluxed under nitrogen for one hour. The residue is recrystallized from hexane, to yield the ethyl a-[4-(1-oxo-isoindolino)-phenyl]-propionate of the formula... 

The pure dimethylaminoethanol salt was dissolved in 400 ml of 50% acetic acid at 90°C and then cooled to 5°C. The solid which precipitated was collected by filtration, washed with water, cold 50% acetic acid and finally with low-boiling petroleum ether. After drying in vacuo there was obtained 24 g of hydrated dextro-/3-(3,5-diiodo-4-hydroxy)-a-phenyl-propionic acid, MP 80° to 85°C. 

C. Hydrolysis of Ethyl a, fi-Dicyano- -phenyl Propionate — The product thus obtained is hydrolyzed by boiling under a reflux condenser for four hours with 80 cc. of concentrated hydrochloric acid (sp. gr. 1.19). The substance goes into solution and this clear solution, on cooling, deposits phenylsuccinic acid in small crystals which are nearly colorless. These are filtered off, washed with cold water and dried. The yield of product melting at 164-166° is 17.6-18.4 g. (91-95 per cent of the theoretical amount based on the weight of ester used) (Notes 1 and 2). 

Phenyl(3-a -"ethylpropionate ), 4-carboxamide] -tetrazanetll. Note a-ethylpropionate (or more correctly, in the opinion of the editor, a-ethylpropionatyl) is the proper name for the radical —CH(CH3).CCfe-C2H5, derived from a-propionic acid ethyl ester. (C6H5).N N.N[CH(CH3).C02.C2H5].NH(C0.NH2), mw 279.34, N 25.08%, crysts from aq ale, mp (melts with expln ca 125°)... 

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