• Title/Summary/Keyword: aromatic alcohols

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Catecholalane (1,3,2-Benzodioxaluminole) as a Selective Reducing Agent

  • 차진순;장석원;이지은;김종미;권오운;이형수;송한철
    • Bulletin of the Korean Chemical Society
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    • v.17 no.8
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    • pp.720-724
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    • 1996
  • Catecholalane (1,3,2-Benzodioxaluminole, CA) prepared from catechol and aluminum hydride in tetrahydrofuran (THF) is found to be a selective reducing agent. The systematic study in order to characterize the reducing properties of the reagent under practical conditions (THF, 0 or 25 ℃, the quantitative amount of reagent to compound) has been done. The reagent reduces aldehydes, ketones, esters and acid chlorides to the corresponding alcohols, and primary amides to the corresponding amines. Especially noteworthy is that the reagent can convert both aromatic and aliphatic nitriles to the corresponding aldehydes in very high yields.

Synthesis and Physical Properties of Hyperbranched Aromatic Polyamide (고차가지구조 방향족 폴리아미드의 합성 및 물성)

  • Ok Chang-Yul;Kim Jang-Yup;Huh Wansoo;Lee Sang-Won
    • Polymer(Korea)
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    • v.29 no.6
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    • pp.571-574
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    • 2005
  • The aromatic hyperbranched polyamide was synthesized from 5-aminoisophthalic acid by direct polycondensation with triphenylphosphite (TPP) catalyst as a condensing agent. The modification of end-groups in the resulting hyperbranched polymer (HBP) with various alkyl alcohols were conducted. The modification of end-groups of HBP by alkyl groups resulted in an improved solubility in the THF comparing to that of the carboxylic acid-terminated aromatic HBP, Also, 10 wt$\%$ weight loss temperature decreased by increasing the length of alkyl group.

Effect of Additives on the Cloud Point of Polyethylene Glycols

  • Han, Suk-Kyu;Jhun, Byung-Hak
    • Archives of Pharmacal Research
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    • v.7 no.1
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    • pp.1-9
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    • 1984
  • Polyethylene glycol 20, 000 and 6, 000 were found to have an upper consolute temperature, called "cloud point", and the effects of various additives on the polythylene glycols were investigated in this study. Electrolytes lowered the cloud point in proportion to their concentrations through dehydration and electrostriction. It was found that anions played a more important role than cations and the effects of both the cations and the anions clearly followed the classical Hofmeister series. However, the Schultze Hardy rule holds for the effect of anions, and fails for the effect of cations. Salts of large polarizable anions such as iodide and thiocynate rather raised the cloud point, and their effects were ascribed to the fact that they break the water structure and weaken hydrophobic bonding of the polyxyethylene moiety. Nitrates of polyvalent cations also raised the cloud point. This was ascribed to the complex formation between the polyvalent cations and ether oxygens of the polyoxyethylenes. This explained the failure 'of the Schultz-Hardy rule for cations. Uncharged aromatic compounds drastically lowered the clound point, while aliphatic alcohols slightly lowered the cloud point, This result suggests that there might be some interaction between ether oxygens and aromatic nucleus.c nucleus.

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Synthesis of Mannich Bases Using Substitued Aromatic Alcohols with Secondary Amines: Relative Reactivity and Regioselectivity Depending on Substrates (치환된 방향족 알코올과 이차아민을 사용한 Mannich염기의 합성:기질에 따른 상대적인 반응성과 위치선택성)

  • Chi, Ki Whan;Ahn, Yoon Soo;Park, Tae Ho;Ahn, Jeong Soo;Kim, Hyun Ah;Park, Joo Yeon
    • Journal of the Korean Chemical Society
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    • v.45 no.1
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    • pp.51-60
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    • 2001
  • One-pot Mannich reaction of substituted hydroxy aromatic compounds with secondary amines in an aprotic solvent has been studied. The results demonstrate that the relative reactivity and regioselectivity of the Mannich reaction depend on the steric hindrance of amines as well as the nucleophilicity of hydroxy aromatic rings.

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Headspace GC-MS Analysis of Spring Blossom Fragrance at Chungnam National University Daedeok Campus

  • Choi, Yeonwoo;Lee, Sanghyun;Kim, Young-Mi;Nguyen, Huu-Quang;Kim, Jeongkwon;Lee, Jaebeom
    • Mass Spectrometry Letters
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    • v.13 no.4
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    • pp.125-132
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    • 2022
  • There are many types of spring blossoms on the Daedeok campus of Chungnam National University (CNU) at the area of 1,600,000 square meters. As an assignment for the class of Analytical Chemistry I for second-year undergraduate students, 2021, flower petals collected from various floral groups (Korean azalea, Korean forsythia, Dilatata lilac, Lilytree, Lily magnolia, and Prunus yedoensis) were analyzed using headspace extraction coupled to gas chromatography-mass spectrometry (HS-GC-MS) to study the aromatic profiles and fragrance compounds of each sample group. Various types of compounds associated with the aroma profiles were detected, including saturated alcohols and aldehydes (ethanol, 1-hexanol, and nonanal), terpenes (limonene, pinene, and ocimene), and aromatic compounds (benzyl alcohol, benzaldehyde). The different contribution of these compounds for each floral type was visualized using statistical tools and classification models based on principal component analysis with high reliability (R2 = 0.824, Q2 = 0.616). These results showed that HS-GC-MS with statistical analysis is a powerful method to characterize the volatile aromatic profile of biological specimens.

Reaction of Diisobutylaluminum Hydride-Dimethyl Sulfide Complex with Selected Organic Compounds Containing Representative Functional Groups. Comparison of the Reducing Characteristics of Diisobutylaluminum Hydride and Its Dimethyl Sulfide Complex

  • Cha, Jin-Soon;Jeong, Min-Kyu;Kwon, Oh-Oun;Lee, Keung-Dong;Lee, Hyung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.15 no.10
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    • pp.873-881
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    • 1994
  • The approximate rate and stoichiometry of the reaction of excess diisobutylaluminum hydride-dimethyl sulfide complex($DIBAH-SMe_2$) with organic compounds containing representative functional group under standardized conditions (toluene, $0{\circ}C$) were examined in order to define the reducing characterstics of the reagent and to compare the reducing power with DIBAH itself. In general, the reducing action of the complex is similar to that of DIBAH. However, the reducing power of the complex is weaker than that of DIBAH. All of the active hydrogen compounds including alcohols, amines, and thiols evolve hydrogen slowly. Aldehydes and ketones are reduced readily and quantitatively to give the corresponding alcohols. However, $DIBAH-SMe_2$ reduces carboxylic acids at a faster rate than DIBAH alone to the corresponding alcohols with a partial evolution of hydrogen. Similarly, acid chlorides, esters, and epoxides are readily reduced to the corresponding alcohols, but the reduction rate is much slower than that of DIBAH alone. Both primary aliphatic and aromatic amides examined evolve 1 equiv of hydrogen rapidly and are reduced slowly to the amines. Tertiary amides readily utilize 2 equiv of hydride for reduction. Nitriles consume 1 equiv of hydride rapidly but further hydride uptake is quite slow. Nitro compounds, azobenzene, and azoxybenzene are reduced moderately. Cyclohexanone oxime liberates ca. 0.8 equiv of hydrogen rapidly and is reduced to the N-hydroxylamine stage. Phenyl isocyanate is rapidly reduced to the imine stage, but further hydride uptake is quite sluggish. Pyridine reacts at a moderate rate with an uptake of one hydride in 48 h, while pyridine N-oxide reacts rapidly with consumption of 2 equiv of hydride for reduction in 6h. Similarly, disulfides and sulfoxide are readily reduced, whereas sulfide, sulfone, and sulfonic acid are inert to this reagent under these reaction conditions.

Volatile Flavor Compounds in Commercial Vinegar Beverages Derived from Fruits (과일유래 시판 식초음료류의 휘발성 향기성분)

  • Jeong, Eun-Jeong;Jeon, Seon-Young;Baek, Jeong-Hwa;Cha, Yong-Jun
    • Journal of Life Science
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    • v.21 no.2
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    • pp.292-299
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    • 2011
  • This study compared volatile flavor profiles of 4 commercial vinegar beverages (Italian vinegar beverage (IVB), Japanese vinegar beverage (JVB), Japanese Yuzu-Ponz (JYP), and Korean white wine vinegar beverage (KWVB)). Flavor components of vinegar beverages (VBs) were determined using SPME/GC/MSD. The profiles of VBs were as follows; IVB (11 acids, 17 esters, 10 alcohols, 8 aldehydes, 3 terpenes, 4 aromatic hydrocarbons, 9 ketones), JVB (7 acids, 8 esters, 9 alcohols, 7 aldehydes, 13 terpenes, 7 aromatic hydrocarbons, 1 ketones, 3 miscellaneous compounds), JYP (3 acids, 12 esters, 8 alcohols, 7 aldehydes, 63 terpenes, 6 aromatic hydrocarbons, 2 ketones, 5 miscellaneous compounds), KWVB (10 acids, 10 esters, 9 alcohols, 8 aldehydes, 2 terpenes, 5 aromatic hydrocarbons, 4 ketones, 2 miscellaneous compounds). IVB and JVB showed similar flavor compositions (acids, ketones and esters in particular), whereas major components in JYP and KWVB were terpenes (79.6%) and acids (81.0%), respectively. Five compounds including 2-phenylethyl acetate (floral, fruity, sweet odor), 2-phenylethanol (floral, rose odor), vitispirane (fruity odor), geranylacetone (fragrant odor) and acetic acid were identified as major components in balsamic vinegar beverages.

Changes in Volatile Flavor Compounds in Red Snow Crab Chionoecetes japonicus Cooker Effluent during Concentration (붉은 대게 가공부산물 농축중의 휘발성 향기성분 변화)

  • Ahn, Jun-Suck;Cho, Woo-Jin;Jeong, Eun-Jeong;Cha, Yong-Jun
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.39 no.6
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    • pp.437-440
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    • 2006
  • To develop natural crab-like flavorants from red snow crab Chionoecetes japonicus cooker effluent (RSCCE), the flavor was analyzed during the concentration of RSCCE up to $40^{\circ}Brix$. Using solid phase microextraction (SPME)/gas chromatography (GC)/mass selective detection (MSD), 30 volatile flavor compounds were detected in four RSCCE samples (10, 20, 30, and $40^{\circ}Brix$). These comprised 12 aromatic compounds, 5 N-containing compounds, 2 5-containing compounds, 2 alcohols, 2 aldehydes, and 7 miscellaneous compounds. The amounts of all volatiles except alcohols and aldehydes increased significantly with the concentration (p<0.05). Of the volatiles detected, the most abundant was a dimethyl trisulfide with an odor like onion/cooked cabbage. Of the N-containing compounds (nutty, roasted peanut-like odor), 2-ethyl-5-methylpyrazine was the most abundant, followed by 2,5-dimethylpyrazine and 2-methyl-5-isopropylpyrazine in that order (p<0.05). The N- and S-containing compounds with characteristic odors detected in this experiment are thought to play a positive role in RSCCE during concentration.

Effects of Microbial Transglutaminase on Physicochemical, Microbial and Sensorial Properties of Kefir Produced by Using Mixture Cow's and Soymilk

  • Temiz, Hasan;Dagyildiz, Kubra
    • Food Science of Animal Resources
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    • v.37 no.4
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    • pp.606-616
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    • 2017
  • The objective of this research was to investigate the effects microbial transglutaminase (mTGs) on the physicochemical, microbial and sensory properties of kefir produced by using mix cow and soymilk. Kefir batches were prepared using 0, 0.5, 1 and 1.5 Units m-TGs for per g of milk protein. Adding m-TGs to milk caused an increase in the pH and viscosity and caused a decrease in titratable acidity and syneresis in the kefir samples. Total bacteria, lactobacilli and streptococci counts decreased, while yeast counts increased in all the samples during storage. Alcohols and acids compounds have increased in all the samples except in the control samples, while carbonyl compounds have decreased in all the samples during storage (1-30 d). The differences in the percentage of alcohols, carbonyl compounds and acids in total volatiles on the 1st and the 30th d of storage were observed at 8.47-23.52%, 6.94-25.46% and 59.64-63.69%, respectively. The consumer evaluation of the kefir samples showed that greater levels of acceptability were found for samples which had been added 1.5 U m-TGs for per g of milk protein.

Flavor Compounds in Commercial Toha-jeot (시판 토하젓의 향기성분)

  • Lee, Jung-Suck;Joo, Dong-Sik;Kim, Hun;Jang, Sung-Min;Choi, Heung-Gil;Cho, Soon-Yeong;Cha, Yong-Jun;Lee, Eung-Ho
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.26 no.2
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    • pp.222-228
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    • 1997
  • Toha-jeot, a traditional salt-fermented seafood in Korea, was purchased on the market in order to analyze the flavor compounds. Volatile flavor compounds in unfermented and fermented Toha-jeot were compared by vacuum simultaneous steam distillation-solvent extraction/gas chromatography/mass spectrometry. A total of 104 volatile flavor compounds were detected in both samples. Of these, 66 were positively identified, composed of aldehydes(14), ketones(8), alcohols(30), terpenes(20), sulfur-containing compounds(10), aromatic compounds (6), esters(12) and miscellaneous compounds(8). Levels of several other compounds such as aldehydes, terpenes, sulfur-containing compounds and esters decreased with fermentation time, whereas alcohols, ketone and aromatic compounds increased. Particularly, levels of alcohols in fermented Toha-jeot was 21 times higher than those of unfermented one. Major volatile flavor compounds in both samples were composed of terpenes, sulfur-containing compounds, esters and ethanol.

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