1-Phenyl Propyl Alcohol

Phenyl-propyl alcohol, CgH. CHj. CH.2. CHj. OH, is the next highest homologue of phenyl-ethyl alcohol, and is also known as hydro-cinnamyl alcohol. Like the last described bodies it has been known for many years, its first preparation being described in the Aivnalen (188, 202). It occurs as a cinnamic acid ester in storax, and as an acetic ester in cassia oil. It is prepared synthetically by the reduction of cinnamyl alcohol with sodium amalgam and water, or by the reduction of cinnamic or benzyl acetic esters with sodium and absolute alcohol. It has the following characters —... 

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°. 

The main constituent to which the odour of this oil, and of oil of dnnamon, is chiefly due, is cinnamic aldehyde. Small quantities of cinnamic add, its oxidation product, are naturally found in the oil, the amount varying according to its age. A terpene, and the acetic esters of cinnamyl and phenyl-propyl alcohols, also exist in very small quantities. A stearoptene was also found in this oil in 1850 by Eochleder. Acoordi to this chemist its formula is Cj HmO. But a recent investigation by Bertram and Eursten shows that it is ortko-methyl-ooumaric aldehyde C,H.(OCHj)(CH CH. COH). 

Phenyl-2-propenoic acid, e279 3-Phenyl-2-propen-l-ol, c282 3-Phenyl-2-propenoyl chloride, c280 3-Phenylpropyl alcohol, pi46 Phenyl propyl ketone, b619... 

Pentanone Petroleum distillates Phenyl ether vapor Phenyl glycidyl ether n-Propyl acetate Propyl alcohol n-Propyl nitrate Propylene dichloride Propylene oxide Pyridine... 

Pentachloroethane Phenyl ether n-Propyl alcohol Tetrachloroethane Trichloroethylene Water... 

Fig. 9. The independence of the heats of exchange on the temperature (a) alcohols on oxide catalyst SB), Reading from left to right allyl, w-propyl, ethyl, i-propyl, i-amyl, n-butyl, phenyl ethyl alcohols, (b) Curve 1—isopropyl alcohol with acetone, curve 2—isopropyl alcohol with hydrogen on MnO (SB).

The catalyst solution was prepared by adding ruthenium dichloride((S)-(6,6 -dimethoxybiphenyl-2,2 -di-yl)bis[bis(3,5-diisopropyl-phenyl)phosphine])[(R,R)-2-diphenylethylenediamine)] (0.050 mmol) to 20 ml iso-propyl alcohol and the mixture stirred 20 minutes at ambient temperature and stored. 

Addition of nitrosyl chloride also does not give single products.30 However, it seems to be of practical use for esters of unsaturated alcohols for instance, Pfleger and Landauer31 obtained 65% of 3-chloro-2-(hydroxyimino)-3-phenyl-propyl acetate in this way from cinnamyl acetate ... 

Phenyl propionate Copper chromium oxide 250 2,200 Propyl alcohol and cyclohexanoi 4... 

A solution of 3.0 g 2-hydroxy-3-(y-phenyl)propyl-6-bromo-l,4-naphthoquinone in the required amount of benzene was stirred in 600 mL hot 1% NaOH solution, and the red solution was cooled to 0°C and treated with 189 mL 1% KMn04 also at 0°C. The solution becoming practically colorless (spot test) and then reaching a maximum intensity of red in 1 to 2 h. The yield of precipitated, nearly pure material was 36%. Crystallization from alcohol containing acetic acid afforded 3-hydroxy-2-(y3-phenyl)ethyl-6-bromo-1,4-naphthoquinone as golden yellow needles, m.p. 173-175°C. 

Nonylphenoxy)-3,6,9,12,15-pentaoxaheptadecan-1-ol, dihydrogen phosphate. See Nonoxynol-6 phosphate 14-(Nonylphenoxy)-3,6,9,12-tetraoxatetradecan-1-ol. See Nonoxynol-5 Nonylphenyl phosphite (3 1). SeeTris (nonylphenyl) phosphite Nonyl phenyl polyethylene glycol Nonyl phenyl polyethylene glycol ether. SeeNonoxynol Nordhausen acid. See Sulfuric acid Normal hexane. See Hexane Normal lead acetate. See Lead acetate Normal propyl alcohol. See Propyl alcohol... 

Definition From acetaldehyde with a mixture of propyl and p-phenyl ethyl alcohols Empirical C13H20O2... 

Cinnamic acid, 3-phenyl propyl ester. See 3-Phenylpropyl cinnamate Cinnamic alcohol. SeeCinnamyl alcohol, Cinnamic aldehyde. See Cinnamal Cinnamic aldehyde ethylene glycol acetal. See Cinnamaldehyde ethylene glycol acetal Cinnamic chloride. See Cinnamoyl chloride Cinnamol. See Styrene Cinnamomum camphora. See Camphor Cinnamomum camphora oil. See Camphor (Cinnamomum camphora) oii Cinnamomum cassia. See Cinnamon (Cinnamomum cassia) extract Cinnamon (Cinnamomum cassia) Cinnamon (Cinnamomum cassia) oii... 

CAS 10402-52-5 EINECS/ELINCS 233-871-2 Synonyms Hydrotropic acetate 1-Methyl phenethyl acetate P-Methylphenethyl acetate Phenethyl alcohol, P-methyl-, acetate 2-Phenyl propyl acetate Empirical C11H14O2... 

Hydratropyl alcohol. See 2-Phenyl propanoM Hydratropyl butyrate. See 2-Phenyl propyl butyrate... 

Hydrocinnamide 3-Phenylpropanal 3-Phenyl-1-propanal 3-Phenylpropionaldehyde p-Phenylpropionaldehyde Phenylpropionic aldehyde Phenylpropyl aldehyde 3-Phenyl propyl aldehyde Empirical C9H10O Formula C6H5CH2CH2CHO Properties Colorless to si. yel. liq., strong floral hyacinth odor misc. with alcohol, ether insol. in water m.w. 134.19 dens. 1.010-1.020 b.p. 221-224 C flash pt. 203 F ref. index 1.520-1.532 Toxicology LD50 (IV, mouse) 56 mg/kg poison by IV route human skin irritant eye irritant TSCA listed... 

Synonyms Hydrocinnamic acetate 3-Phenyl-1-propanol acetate Phenylpropyl acetate 3-Phenyl propyl acetate Empirical C11H14O2 Formula C6H5CH2CH2CH2OOCCH3 Properties Colorless liq., spicy floral odor sol. in alcohol insol. in water m.w. 178.25 dens. 1.012 flash pt. > 212 F ref. index 1.494 Toxicology LD50 (oral, rat) 4700 mg/kg mildly toxic by ing. TSCA listed Precaution Combustible liq. 

Phenylpropyl) tetrahydrofuran Phenyl salicylate a-Pinene p-Pinene Piperidine Pi peri ne d-Piperitone Piperonyl acetate Piperonyl isobutyrate Potassium acetate Propenylguaethol Propionaldehyde Propyl acetate Propyl alcohol p-Propyl anisole Propyl benzoate Propyl butyrate Propyl cinnamate Propyl disulfide Propyl formate Propyl 2-furanacrylate Propyl heptanoate Propyl hexanoate 3-Propylidenephthalide Propyl isobutyrate... 

Methoxyethanol acetate 2-Methoxy-1-propanol acetate Methyl acetate Methylcyclohexanol Methyl isobutyl ketone N-Methyl-2-pyrrolidone Morpholine Nitroethane 2-Nitropropane Paraldehyde Pentachloroethane Phenoxyethanol p-Picoline y-Picoline PPG-2 methyl ether PPG-3 methyl ether Propyl acetate Propyl alcohol Propylene dichloride Propylene glycol phenyl ether Quinoline... 

A number of human serum proteins were analyzed using a wide range of bonded phases (Cjg, phenyl, Cg, diphenyl) and either a 10/90- 70/30 or a 0/100 -> 100/0 gradient of n-propyl alcohol/water (triethylamine acetate buffer at pH 4.0). Serum characterization was complete in <60 min [478]. C g bonded phases gave (he lowest absolute recovery of proteins with Cg, phenyl, and diphenyl yielding recoveries >80% at the 10 pg total mass injected level. Recovery increased to >95% at the 100 pg level. 

Hydrocinnamyl Alcohol ( -Phenyl-n-propyl alcohol, Z phtnylpropcmohX, y-hydreaeypropyl-beruene)... 

The principal odorous constituent of the oil is styrol, or phenylethy-lene OgHj. CH. - CH, an optically inactive hydrocarbon boiling at 146. The cinnamic acid esters of ethyl, benzyl, phenyl-propyl, and cinnamyl alcohols are also present, as well as the free alcohols, and traces of vanillin. 

Kita et al. further developed PIFA-induced CDC reactions between phenyl ether derivatives and cyclic 1,3-dicarbonyl compounds as nucleophiles (Scheme 8.2). The reactions with 1 equiv. of PIFA in hexafluoro-2-propyl alcohol attach nucleophiles onto the ort/jo-position of para-substituted phenyl ethers to afford the dehydrogenative coupling products 8 in moderate yields. UV and electron spin resonance (ESR) spectroscopic studies support a reaction mechanism involving the formation of the charge-transfer complex 9 followed by the generation of the cation radical intermediate 10. This is the first example of the reaction of aromatic compounds with PIFA that involves the formation not of diatyliodonium(m) salt 11 but the cation radical intermediate 10 as a key intermediate. 

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