1-Phenylpropan-l-one

For evaluating the influence of CD on the photoinitiated polymerization process, the polymerization of a water soluble monomer, AMsopropylacrylamide (NIPAAM), using complex of Me-P-CD and 2-hydroxy-2-methyl-1-phenylpropan-l-one (13) as... 

A noteworthy difference is observed in the condensation of thiosemicarbazide with aromatic a-halocarbonyl compounds in comparison to aliphatic a-halocarbonyl compounds. It has been found26 that the reaction of phenacyl bromide with thiosemicarbazide furnishes 5-phenyl-1,3,4-thiadiazin-2-amine together with a small amount of 5-phenylthiazolc-2-hydrazine, Similarly, the reactions of thiosemicarbazide with 2-bromo-l,2-diphenylethan-l-one,7 8,41 2-bro-mo-l-phenylpropan-l-one,10,41 and 2-bromo-l-phenylbutan-l-one 10,41 in ethanolic solution give 1,3,4-thiadizines. However, the main products are the thiazole-2-hydrazine derivatives (cf. Houben-Weyl, Vol. E8b, p 72ff). The addition of an equimolar amount of 48% hydro-bromic acid results in the exclusive formation of the 1,3,4-thiadiazines 2 a, c, and d. When the condensations of thiosemicarbazide with 2-bromo-l,2-diphenylethan-l-one, 2-bromo-1-phenylpropan-l-one or 2-bromo-l-phenylbutan-l-one are performed in ethanol at room temperature, the S-(oxoalkyl)-isothiosemicarbazide hydrobromides are formed as open-chain intermediates and also undergo cyclization in ethanol upon addition of an equimolar amount of 48% hydrobromic acid to furnish 2 a, c, and d. 

If you dissolve a simple carbonyl compound (for example, 1-phenylpropan-l-one, propiophe-none ) in D2O and run a series of NMR spectra over a period of time, the signal for protons next to the carbonyl group very slowly disappears. If the compound is isolated from the solution afterwards, the mass spectrum shows that those hydrogen atoms have heen replaced by deuterium atoms there is a peak at (M + 1) or (M + Zy instead of at Af ... 

His6-tagged protdns synthesis of (R)-benzoin, (R)-2-hydroxy-1-phenylpropan-l-one, and 6-O-acetyl-D-glucal in a flow-through mode... 

Ruiz and co-workers [2] used differential photocalorimetry to estimate the degree of cure of photocurable coatings based on a compound containing 63% of an aliphatic urethane acrylate (Ebecryl 270), 34% of 1,6-hexanediol diacrylate and 3% of 2-hydroxy 2-methyl 1-phenylpropan-l-one (Darocur 1173) initiator. It was shown that results obtained by the DPC technique were more sensitive than those obtained by DSC. 

Example Synthesis of (/7)-2-Hydroxy-3, 3-dimethoxy-1-phenylpropan-l-one, (Table 10.4, entry S] = Ph,... 

If , if , 4 )- (lf , 3S, 4 )-4-Acetoxy-3-3-hydroxy-2-oxocyclochexyl acetate (1,2,4)-4-Acetyl-1 -methylcyclohexane-1,2-diol 3-Azido-2-hydroxy-l-phenylpropan-l-one -t3-Azido-2-hydroxy-l-phenylpropan-2-one... 

A suspension of 2,3-dibromo-l-(4-nitrophenyl)-3-phenylpropan-l-one 1 (5 g, 12.2 mmol) in 50 ml of 95% ethanol and 12-15 ml of concentrated ammonium hydroxide was stirred for 6.5 h and filtered (Scheme A.3). nms-2-Phenyl-3-(4-nitrobenzoyl)aziridine 2 was recrystallized from ethanol. Melting point 122-122.5°C. 

Phcnylprop-l-ync (2.5 mL, 20 mmol) was dissolved in a mixture of CFClj (5 mL) and EtjO (5mL). NaF (2.0 g. 48 mmol) was added and the entire mixture was thoroughly degassed. OFj (20 mmol) was passed into the reactor and workup began at 50% OF, consumption. This required 70 min at - 78" C. The excess OFj was removed and the sodium fluoride was separated by filtration. The solvent was fractionated away and the pale yellow, unstable oil was analyzed by (iC. The major product (81 % yield) was assigned the structure 2.2-difluoro-l-phenylpropan-l-one and was accompanied by benzoyl fluoride (18%). 

Phenyl- and 5-aryl-2-benzyl-6//-l,3,4-thiadiazincs 8 (R3 = Ph, Bn) are prepared by condensation of thiobenzohydrazide or phenylthioacetic acid hydrazide with a-halocarbonyl compounds.10, 50 Under appropriate conditions it is also possible to isolate the primarily formed 4,5-dihydro-6//-1,3,4-thiadiazin-5-ol intermediates 7a-h. For this purpose, the thiohydrazide is added to an equimolar amount of sodium ethoxide solution, then at — 25 °C an ethanolic solution of the respective phenacyl bromide, 2-bromo-l,2-diphenylethan-l-one, 2-bromo-l-phenylpropan-l-one, or 2-bromo-l-phenylbutan-l-one is added. The 4,5-dihydro-6//-l,3,4-thiadiazin-5-ols 7 separate as colorless precipitates. They undergo partial dehydration at room temperature to the 2-phenyl- or 2-benzyl-6//-l, 3,4-thiadiazines 8 on heating for about 5-7 minutes in ethanol or chloroform, the dehydration is complete. 

Under these conditions, the expected 1,3,4-thiadiazines 8o, 8p, 8r, and 8s cannot be isolated from the reactions of thiobenzhydrazide or thiophenylacetic acid hydrazide with 2-bromo-l-phenylpropan-l-one and 2-bromo-l-phenylbutan-l-one because partial desulfurization to the pyrazoles occurs. However, the synthesis of these compounds is possible by dehydration of the corresponding 4,5-dihydro-6//-l,3,4-thiadiazin-5-ols. Compounds 8a, h and 8n-s can also be obtained from the respective 4,5-dihydro-6//-l,3,4-thiadiazin-5-ols (Method B). 

Hydroxy-2-methyl-l-phenylpropane-l-one gives a reaction similar to that of Equation (1.80) and produces radicals by UV irradiation ... 

DPC has in recent years been applied to studies on a range of photopolymers including DF 2000 photopolymer [5], cinnamoylphenyl methacrylate-glycidyl methacrylate copolymer [6], multiethylene glycol dimethacrylate [7], Ebecryl 270 (aliphatic urethane diacrylate) 1,6-hexanediol diacrylate (Darocur 1173 2-hydroxy-2-methyl-phenylpropan-l-one) [8], epoxy acrylates [9], epoxy vinyl ether formulations [10], polyacrylates, maleimides, and vinyl ethers [11], hydroxylated poly(imides) [12], and polystyrene-poly(n-butylacrylate) copolymers [13]. 

In a typical example of this process, acetophenone (1.2 mmol) was reacted with 3-(hydroxymethylpyridine) (1.0 mmol) in the presence of [RuCl2(p-cymene)]2 (1 mol%) combined with xantphos (1 mol% the structure is shown in Scheme 12) and f-BuOK (0.4 mmol) in t-amyl alcohol at 120 °C to give 3-(3-pyridinyl)-l-phenylpropan-l-one in 92 % yield. 

Dextroamphetamine Dextroamphetamine, D-2-amino-l-phenylpropane (8.1.2.2), is synthesized by various methods. One of them consists of uses of the Leucart reaction, in particular, the reaction between methylbenzylketone and ammonium formate, giving the formamide (8.1.2.1), which is hydrolyzed to 2-amino-1-phenylpropane (8.1.2.2) by hydrochloric acid [1]. An analogous method has been suggested using formamide instead of ammonium formate [2]. 

Aliphatic Hydroxylation. Simple aliphatic molecules such as -butane, -pentane, and n-hexane, as well as alicylcic compounds such as cyclohexane, are known to be oxidized to alcohols. Likewise alkyl side chains of aromatic compounds such as cyclohexane, are known to be oxidized to alcohols, but alkyl side chains of aromatic compounds are more readily oxidized, often at more than one position, and so provide good examples of this type of oxidation. The n-propyl side chain of n-propyl benzene can be oxidized at any one of three carbons to yield 3-phenylpropan-l-ol (C6H5CH2CH2CH2OH) by -oxidation, benzylmethyl carbinol (C6H5CH2CHOHCH3) by co-1 oxidation, and ethyl-phenylcarbinol (C6H5CHOHCH2CH3) by -oxidation. Further oxidation of these alcohols is also possible. 

Asinger s studies demonstrated that product formation is sensitive to the ratio of sulfur to ketone (1), the structure of the ketone, the replacement of ammonia by amines, the temperature and the medium. Room temperature (20-25 °C) reactions in which the ratio of sulfur to ketones is 0.5 favors the formation of 3-thiazoline, 2, as shown in Figure 1. The formation of 5-alkylidene-3-thiazolines, 3, sometimes competes with the formation of 3-thiazolines such is the case when aryl ketones such as l-phenylpropan-2-one and l-phenylbutan-2-one are employed (4). Also the additional presence of hydrogen sulfide promotes the generation of 1,2,4-trithiolanes and 1,2,4,5-tetrathiolanes from ketones ana aldehydes at the expense of 3-thiazoline formation (11-12). Increasing the S/ketone ratio to 8 favors the formation of the 3-imidazoline-5-thione (5), a product which has a greater tendency to result from aryl methyl ketones (3). 

Irradiation of l,3-bisdiazocyclohexan-2-ones in hydroxylic solvents affords cyclopentene-1-carboxylic acids and esters regiochemical control is only moderate. Although the course of the reactions could be accommodated by sequential Wolff rearrangement and [1,2] H-shift, studies on l,3-bisdiazo-l,3-di-phenylpropan-2-one indicate the formation of the cyclopropenone intermediate (106). ... 

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