• Title/Summary/Keyword: Acetophenone

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S$_H$2 Reaction on Silicon-Carbon Bond in the Photoreactions of 2, 3-Benzo-1, 1-diphenyl(or dimethyl)-1-sila-2-cyclobutene with Carbonyl Compounds

  • Kang, Kyung-Tai;Okazaki, Renji;Inamoto, Naoki
    • Bulletin of the Korean Chemical Society
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    • v.5 no.1
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    • pp.32-37
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    • 1984
  • The photoreaction of 2, 3-benzo-1, 1-diphenyl (or dimethyl)-1-sila-2-cyclobutene (9 or 10) with an aldehyde or ketone results in 1:1 cycloadduct of [4 + 2] type. In the reactions of 2, 3-benzo-1, 1-dimethyl-1-sila-2-cyclobutene (10) with acetone and butanone, another 1:1 adducts (13) were also formed, respectively. The following facts indicate that the formation of adduct involves an attack of a triplet carbonyl compound on the silicon of the benzosilacyclobutene, an $S_H2$ process. (1) Even when the reaction of 9 with acetophenone was carried out under conditions such that more than 99% of incident light was absorbed only by acetophenone using the filter solution of aq. cupric sulfate, the same adduct was still formed. (2) When the reaction of 9 with acetone was carried out under oxygen atmosphere, only trace amount of adduct was formed.

1,2,4-Triazole Fused Heterocycles; Part 3. Preparation of 1-(1-Phenylethenyl)-5-(N-substituted amino)-1,2,4-triazoles and 4H-1,2,4-Triazolo[1,5-c][1,3,5]oxadiazines

  • 이기정;이유석;송동혁
    • Bulletin of the Korean Chemical Society
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    • v.16 no.11
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    • pp.1037-1042
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    • 1995
  • The reaction of acetophenone 1-ureidoethylidenehydrazones 6 with a mixture of triphenylphosphine, carbon tetrachloride, and triethylamine in dichloromethane provides a general route to 1-(1-phenylethenyl)-5-(N-substituted amino)-1,2,4-triazoles 11 via the electrocyclization of the expected azino carbodiimide intermediates 9 to give the resonance stabilized azomethine imine 10a followed by a proton abstraction from the methyl group by amide anion. However, the same reaction of benzaldehyde 1-ureidoethylidenehydrazones 5 was unsuccessful. Under the same conditions, the reactions of benzaldehyde 1-N-acylureidoethylidenehydrazones 7 or acetophenone 1-N-acylureidoethylidenehydrazones 8 afforded 4H-1,2,4-triazolo[1,5-c][1,3,5]oxadiazines 16 or 17 via the zwitterionic species 15, or a [4+2] intramolecular cycloaddition from the carbodiimide intermediates 14, respectively.

Photocyclization of α-(o-Ethylphenyl)acetophenone in Zeolites

  • 노태희;최경인;권혁순;장동조;박봉서
    • Bulletin of the Korean Chemical Society
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    • v.20 no.5
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    • pp.539-542
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    • 1999
  • The diastereoselectivity in the photocyclization of α-(o-ethylphenyl)acetophenone(1) to 1-methyl-2-phenyl-2-indanol was studied in zeolites X and Y, and compared with that in isotropic solvents. The yields of E-diastereomer at the irradiation of 1 in protic solvents were higher than those in aprotic solvents. The ratios of E-diastereomer to Z-diastereomer in zeolites X and Y were much higher than those in isotropic solvents. The E/Z ratios at the irradiation of 1 in zeolites X were also found to be dependent on the cations present. As the cation size increased from Li+ to Cs+, the ratio decreased. However, any pattern in the E/Z ratios was not found in zeolites Y. The diastereoselectivity observed in the zeolites was interpreted by the conformational restriction imposed by the cavity size. An efficient oxidation of 1 in zeolites RbX and CsX was also observed.

Fragrance and Metabolite Components of Flowers from Korean Native Apocynum lancifolium Russanov

  • Kim, JoHoon;Lee, JaeMyun;Park, YeGun;Ann, SeoungWon;Baik, JungAe
    • Journal of Environmental Science International
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    • v.30 no.10
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    • pp.879-889
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    • 2021
  • This study characterizes the volatile aromatic and metabolite components of domestic native Apocynum lancifolium blossom. The accurate characterization of fragrances collected from the blossom was carried out using gas chromatography-mass. A total of 70 chemical components were identified, including ketones of acetophenone (29.22%), phenylethyl alcohol (10.54%), methyl-benzenemethanol (8.43%), benzyl alcohol (7.97%), natural bicyclic sesquiterpene types of caryophyllene (6.08%), gurjunene (6.20%), humulene (1.90%), and ocimene (1.04%). Overall, the content of ketones, alcohols, and terpenes was higher than that of others. The major metabolite components were pentanoic acid, malic acid, fructofuranoside, quinic acid, tagatose, sorbose, galactose, inositol, galactaric acid, glucopyranoside, and octadecenoic acid.

Excess Volumes, Speeds of Sound, Isentropic Compressibilities and Viscosities of Binary Mixtures of N-Ethyl Aniline with Some Aromatic Ketones at 303.15 K

  • Gowrisankar, M.;Sivarambabu, S.;Venkateswarlu, P.;Kumar, K. Siva
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1686-1692
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    • 2012
  • Densities (${\rho}$), Viscosities (${\eta}$) and ultrasonic speeds (u) of pure acetophenone (AP), propiophenone (PP), $p$-methyl acetophenone ($p$-MeAP), $p$-chloroacetophenone ($p$-ClAP) and those of their binary mixtures with $N$-ethyl aniline ($N$-EA) as a common component, were measured at 303.15 K over the entire composition range. These experimental data were used to calculate the excess volume $V^E$, deviation in ultrasonic speeds ${\Delta}u$, isentropic compressibility $K_s$, intermolecular free length $L_f$, acoustic impedance Z, deviations in isentropic compressibility ${\Delta}K_s$, deviation in viscosity ${\Delta}{\eta}$ and excess Gibbs free energy of activation of viscous flow ($G^{*E}$) at all mole fractions of $N$-ethyl aniline. These parameters, especially excess functions, are found to be quite sensitive towards the intermolecular interactions between component molecules. Theoretical values of viscosity of the binary mixtures were calculated using different empirical relations and theories. The relative merits of these relations and theories were discussed. The experimental results were correlated by using the polynomial proposed by Redlich-Kister equation.

Effect of Several Solvents on Low Temperature Wool Dyeing (몇 가지 용매가 양모의 저온염색에 미치는 영향)

  • Dho, Seong-Kook
    • Fashion & Textile Research Journal
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    • v.11 no.4
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    • pp.672-677
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    • 2009
  • To reduce the dependence of wool dyeing on the temperature several solvents with different properties and structures were added to the dye bath of C. I. Acid Yellow 42. Nearly the same total solubility parameters(${\delta}_t$) of solvents as those of wool fiber and hydrophobic part of the dyestuff were needed to increase disaggregation of dye molecules, loosening the wool fiber and wickabilty of dyeing solution; besides, the large surface tension(${\gamma}$) value of the solvents and the well balanced values of the three-component Hansen solubility parameters such as dispersion(${\delta}_d$), polar(${\delta}_p$), and hydrogen(${\delta}_h$) bonding parameters were required. Among the added solvents dimethyl phthalate(DMP) and acetophenone(AP) were satisfied with these conditions and worked the most successfully in the low temperature wool dyeing. Their effectiveness proven by the dyeing rate and the activation energy ($E_a$) of the dyeing was in the order of DMP > AP > DBE > CH > M >NONE. In conclusion the total solubility parameters(${\delta}_t$), the three-component Hansen parameters and the surface tension(${\gamma}$) of DMP and AP could be the guidelines to select suitable solvents for low temperature wool dyeing.

Thermophysical Properties of Acetophenone with Ethylchloroacetate at Temperatures of 303.15, 313.15 and 323.15 K

  • Saravanakumar, K.;Baskaran, R.;Kubendran, T.R.
    • Journal of the Korean Chemical Society
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    • v.56 no.4
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    • pp.424-430
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    • 2012
  • Densities, viscosities, refractive indices and speed of sounds of the binary mixtures of Acetophenone with Ethylchloroacetate were measured over the entire mole fractions at (303.15, 313.15 and 323.15) K. From these experimental results, excess molar volume $V^E$, viscosity deviation ${\Delta}{\eta}$, refractive index deviation ${\Delta}n_D$, deviations in speed of sound ${\Delta}u$, deviations in isentropic compressibility ${\Delta}k_s$ and excess intermolecular free length ${\Delta}L_f$ were calculated. The viscosity data have been correlated with the equations of Grunberg and Nissan, Hind et al., Tamura and Kurata, Katti and Chaudri, Sedgwick, Krishnan-Laddha and McAllister. The thermo physical properties under study were fit to the Jouyban-Acree model. The excess values were correlated using Redlich-Kister polynomial equation to obtain their coefficients and standard deviations. It was found that in all cases, the data obtained fitted with the values correlated by the corresponding models very well. The results are interpreted in terms of molecular interactions occurring in the solution.

Two Phase Reduction of Carbonyl Compounds with Sodium Borohydride

  • Jin Soon Chong;Nung Min Yoon
    • Journal of the Korean Chemical Society
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    • v.15 no.3
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    • pp.117-120
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    • 1971
  • Possibility of two phase reduction of carbonyl compounds to the corresponding alcohols was studied. Thus the 0.5 M ether solutions of the representative carbonyl compounds were treated with alkaline stabilized sodium borohydride aqueous solution at room temperature. Butyraldehyde was reduced rapidly within one hr., whereas other aldehydes tested; heptaldehyde, benzaldehyde, and 1-naphthaldehyde were reduced in 6-12 hr. 2-Heptanone was reduced much slowly; 87% in 48 hr., however, acetophenone was reduced moderately; 92% in 12 hr. and cycloalkanones were reduced rapidly (cyclohexanone in 0.5 hr., and cyclopentanone in 3-6 hr.).

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