• Title/Summary/Keyword: Ketone group

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C-C Bond Cleavage of 8-Quinolinyl Alkyl Ketone by $\sigma,\eta^{3-}$-Allyl Rhodium(III) Complex

  • 이대윤;임영권;전철호
    • Bulletin of the Korean Chemical Society
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    • v.18 no.8
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    • pp.824-827
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    • 1997
  • Bis(ethylene)rhodium(Ⅰ) chloride dimer reacted with vinylcyclopropane to give σ,η3-allylrhodium(Ⅲ) complex 3. Complex 3 underwent C-C bond cleavage of 8-quinolinyl ethyl ketone 11, to form η3-1,3-dimethylallylrhodium(Ⅲ) complex 8, which was reductively eliminated by trimethyl phosphite to give 8-quinolinyl-1-methylbut-2-enyl ketone (10). More sterically hindered 8-quinolinyl alkyl ketones were allowed to react with complex 3 to afford corresponding alkenes as well as a mixture of complex 8 and η3-1-ethylallyl rhodium(Ⅲ) complex 19, identified as 10 and 8-quinolinyl-pent-2-enyl ketone (20) after reductive elimination. 8-Quinolinyl alkyl ketone bearing a sterically hindered alkyl group showed less reactivity for C-C bond cleavage and higher 20/10 ratio compared with those having a less sterically hindered alkyl group, such as 8-quinolinyl ethyl ketone (11).

Synthesis and Exploratory Photochemistry of ${\beta},\;{\gamma}$-unsaturated Carboxylic Acid, Carboxamide and Nitrile Derivatives (${\beta},\;{\gamma}$-불포화카르복시산, 카르복시아미드와 니트릴 유도체의 합성과 이들의 광화학적 반응에 관한 연구)

  • Givens Richard S.;Woo Ki Chae
    • Journal of the Korean Chemical Society
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    • v.26 no.2
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    • pp.99-106
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    • 1982
  • The ketone chromophore of 1-Acetyl-1-methyl-2-cyclopentene (1) was replaced by nitrile, carboxylic acid and acetamide group, and their photochemical reactions were investigated. While the ${\beta},\;{\gamma}$-unsaturated ketone 1 afforded 1,2 ar 1,3-Acyl shift product, these replaced chromophores did not afford any monomeric rearranged products. 1-Cyano-1-methyl-2-cyclohexene also afforded no product anology of the 1,2-acyl shift reaction. The replacement of the ketone chromophore by nitrile, carboxylic acid and carboxamide has greatly altered the photochemistry of ${\beta},\;{\gamma}$-unsaturated ketones.

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Synthesis of Quinazoline 4-one Drvivatives from 2-Aminobenzamide(II) - Reaction with $\gamma$-Lactone and Diketone (2-Aminobenzamide로부터 Quinazoline 4-one 유도체의 합성 (II) - $\gamma$-락톤과 디케톤과의 반응)

  • 서명은
    • YAKHAK HOEJI
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    • v.30 no.5
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    • pp.203-207
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    • 1986
  • 2-Aminobenzamide reacts with not only keton radical but also carbonyl group in carboxylic acid, to form easily -N-C-N-novel ring cyclization as a result I and V. In addition, it reacts with 1, 2-cyclohexadione or benzil, whitch are both 1, 2-diketone compounds, at the both ketone radical sites to give V or VII respectively. On the reaction with dimethone, however, which has 1, 3-diketone radical, it reacted with only one carbanyl group and VI was produced. We investigated the reaction with cr-ketoester such as ethyl pyruvate and diethyl rnesoxalate. In the reaction with ethylpyruvate, amine group in 2-aminobenzamide reacted not with ketone radical but carbonyl group in ester (product VIII). On the other hand, diethyl measoxalate reacted at the ketone radical site rather than the ester site (product IX).

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Adsorption Mechanism of Alkyl Ketones on Cation Supported by Layer Silicate. Link Formation of Hydroxyl Group (Layer Silicate에 지지된 양이온상에서 일어나는 Alkyl Ketones의 흡착기구. 水酸基의 Link 形成理論)

  • Jong Taik Kim;Jong Rack Sohn
    • Journal of the Korean Chemical Society
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    • v.17 no.4
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    • pp.247-255
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    • 1973
  • The self supported film specimen of Wyoming montmorillonite as a layer silicate saturated by cations,$Li^{+},\;Na^{+},\;K^{+},\;Ca^{2+},\;Ni^{2+},\;Al^{3+}$and$F^{3+}$ were allowed to contact acetone, methyl-ethyl ketone and diethyl ketone within the heatable gas cell. The i.r. spectra between $4000{\sim}1200cm^{-1}$ at different pressures of adsorbates indicated bond formation through carbonyl oxygen. Two types of carbonyl bond shift with maxima at $1713cm^{-1}$ and $1690cm^{-1}$ are attributed as coordinate bond formation of carbonyl with either surface hydroxyl or cationic hydroxyl group. The intensity of the vOH was analyzed and resonance form of cationic hydroxyl was proposed as an adsorption site. The tendency to form coordinate bond was in good agreement with calculated formal charge of carbonyl oxygen in an increasing order, acetone < methyl-ethyl ketone < diethyl ketone. As an additional mechanism of adsorption, weak hydrogen bonding of methyl hydrogen with surface oxygen was observed.

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Characterization on the Ozone Oxidation of Raw Natural Rubber Thin Film using Image and FT-IR Analysis

  • Kim, Ik-Sik;Lee, DooYoul;Sohn, Kyung-Suk;Lee, Jung-Hun;Bae, JoongWoo
    • Elastomers and Composites
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    • v.54 no.2
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    • pp.110-117
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    • 2019
  • The characterization of the ozone oxidation for raw natural rubber (NR) was investigated under controlled conditions through image and fourier transform infrared (FT-IR) analysis. The ozone oxidation was performed on a transparent thin film of raw NR coated on a KBr window in a dark chamber at $40^{\circ}C$ under low humidity conditions to completely exclude thermal, moisture, or light oxidation. The ozone concentration was set at 40 parts per hundred million (pphm). Before or after exposure to ozone, the image of the thin film for raw NR was observed at a right or tilted angle. FT-IR absorption spectra were measured in the transmission mode according to ozone exposure time. The ozone oxidation of NR was determined by the changes in the absorption peaks at 1736, 1715, 1697, and $833cm^{-1}$, which were assigned to an aldehyde group (-CHO), a ketone group (-COR), an inter-hydrogen bond between carbonyl group (-C=O) from an aldehyde or a ketone and an amide group (-CONH-) of protein, and a cis-methine group ($is-CCH_3=CH-$, respectively. During ozone exposure period, the results indicated that the formation of the carbonyl group of aldehyde or ketone was directly related to the decrement of the double bond of cis-1,4-polyisoprene. Only carbonyl compounds such as aldehydes or ketones seemed to be formed through chain scission by ozone. Long thin cracks with one orientation at regular intervals, which resulted in consecutive chain scission, were observed by image analysis. Therefore, one possible two-step mechanism for the formation of aldehyde and ketone was suggested.

The Study on Organic Hardners for Gelatin of Photographic Emulsion (사진유제용 Gelatin의 유기경화제에 관한 연구 (I))

  • 청진쑹
    • Journal of the Korean Graphic Arts Communication Society
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    • v.1 no.1
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    • pp.69-75
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    • 1983
  • Among the gelatin hardness for photographic emulsion, the formal dehyde , dialdehydes, n-Methylol compounds, ketonea, carbonylic acid and carbamic acid derivatives, and s-Triazine derivatives were studied. The greater purts of hardeners formed cross-link by the reaction with ${\varepsilon}$-Amino group in the lysine and OH group in the hydroxylysine. Glutaraldehyde produced most stable cross-link due to the formation of pyridinum ion. 2.5 hexanedione and 3-hexone-2.5-dione possible to use as the ketone hardner . The sodium salt of 2.4-dichloro-6-hydroxy-S-Triazine was newly developed as the olefinic hardners for emulsion.lsion.

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Effects of Low-carbohydrate and High-fat Diet Supplemented with Ketogenic Drink on Cognitive Function and Physical Performance in the Elderly at High Risk for Dementia (케톤음료를 보충한 저탄수화물·고지방식이 섭취가 치매고위험 노인의 인지기능 및 신체활동 능력 변화에 미치는 영향)

  • Kim, Eun-Ji;Park, Jung-Sik;Choi, Won-Sun;Park, Yoo Kyoung
    • Korean Journal of Community Nutrition
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    • v.24 no.6
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    • pp.525-534
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    • 2019
  • Objectives: Reduced glucose utilization in the main parts of the brain involved in memory is a major cause of Alzheimer's disease, in which ketone bodies are used as the only and effective alternative energy source of glucose. This study examined the effects of a low-carbohydrate and high-fat (LCHF) diet supplemented with a ketogenic nutrition drink on cognitive function and physical activity in the elderly at high risk for dementia. Methods: The participants of this study were 28 healthy elderly aged 60-91 years showing a high risk factor of dementia or whose Korean Mini-Mental State Examination (K-MMSE) score was less than 24 points. Over 3 weeks, the case group was given an LCHF diet with nutrition drinks consisting of a ketone/non-ketone ratio of 1.73:1, whereas the control group consumed well-balanced nutrition drinks while maintaining a normal diet. After 3 weeks, K-MMSE, body composition, urine ketone bodies, and physical ability were all evaluated. Results: Urine ketone bodies of all case group subjects were positive, and K-MMSE score was significantly elevated in the case group only (p=0.021). Weight and BMI were elevated in the control group only (p<0.05). Grip strength was elevated in all subjects (p<0.01), and measurements of gait speed and one leg balance were improved only in the case group (p<0.05). Conclusions: We suggest that adherence to the LCHF diet supplemented with a ketogenic drink could possibly influence cognitive and physical function in the elderly with a high risk factor for dementia. Further, we confirmed the applicability of this dietary intervention in the elderly based on its lack of any side effects or changes in nutritional status.

A Study on Dielectric Properties of Polycarbonate Film Due to Variation of Degradation Time (열화 시간 변화에 따른 폴리카보네이트 필름의 유전 특성에 관한 연구)

  • Lee, Sung Ill
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
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    • v.31 no.7
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    • pp.469-474
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    • 2018
  • In this study, the capacity and FTIR of polycarbonate film that was degraded for 2, 4, and 8 h in a thermostat at $180^{\circ}C$ was measured. The results of this study are as follows. It was found that the capacity decreased with increasing degradation time and frequency. This findings suggest that the attraction between molecules and amorphous polycarbonate increased because it contains the ketone group (-C=O-) and the chain of dioxides group (-O-R-O-). Measurement by FTIR found that the time of thermal degradation has a smaller impact because the transmutation or variation of the material does not occur. Measurement by SEM magnified 1,000 times found that a longer thermal degradation time results in thermal decomposition of the specimen's particles.

Effects of Starvation on Lipid Metabolism and Gluconeogenesis in Yak

  • Yu, Xiaoqiang;Peng, Quanhui;Luo, Xiaolin;An, Tianwu;Guan, Jiuqiang;Wang, Zhisheng
    • Asian-Australasian Journal of Animal Sciences
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    • v.29 no.11
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    • pp.1593-1600
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    • 2016
  • This research was conducted to investigate the physiological consequences of undernourished yak. Twelve Maiwa yak ($110.3{\pm}5.85kg$) were randomly divided into two groups (baseline and starvation group). The yak of baseline group were slaughtered at day 0, while the other group of yak were kept in shed without feed but allowed free access to water, salt and free movement for 9 days. Blood samples of the starvation group were collected on day 0, 1, 2, 3, 5, 7, 9 and the starved yak were slaughtered after the final blood sample collection. The liver and muscle glycogen of the starvation group decreased (p<0.01), and the lipid content also decreased while the content of moisture and ash increased (p<0.05) both in Longissimus dorsi and liver compared with the baseline group. The plasma insulin and glucose of the starved yak decreased at first and then kept stable but at a relatively lower level during the following days (p<0.01). On the contrary, the non-esterified fatty acids was increased (p<0.01). Beyond our expectation, the ketone bodies of ${\beta}$-hydroxybutyric acid and acetoacetic acid decreased with prolonged starvation (p<0.01). Furthermore, the mRNA expression of lipogenetic enzyme fatty acid synthase and lipoprotein lipase in subcutaneous adipose tissue of starved yak were down-regulated (p<0.01), whereas the mRNA expression of lipolytic enzyme carnitine palmitoyltransferase-1 and hormone sensitive lipase were up-regulated (p<0.01) after 9 days of starvation. The phosphoenolpyruvate carboxykinase and pyruvate carboxylase, responsible for hepatic gluconeogenesis were up-regulated (p<0.01). It was concluded that yak derive energy by gluconeogenesis promotion and fat storage mobilization during starvation but without ketone body accumulation in the plasma.

Effects of Acupuncture Treatment on Weight Loss and Glucose Intolerance Induced by a Ketogenic Diet (케톤식이로 발생한 체중감소 및 내당능장애에 침치료 효과)

  • Ko, Jade Heejae;Kim, Dong-Joo;Kim, Seung-Nam
    • Korean Journal of Acupuncture
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    • v.36 no.4
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    • pp.274-280
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    • 2019
  • Objectives : This preliminary study investigated the effect of acupuncture treatment on short-term ketogenic diet-induced weight loss and glucose intolerance in mice. Methods : Six-week old male C57BL/6J mice were randomly assigned to 3 groups: normal, KD, and KD+ACU. All the mice except normal group were fed with ketogenic diet formula for 7 weeks and mice in KD+ACU group received acupuncture treatment three times a week. Body weights were measured three times a week, and glucose level was measured on week 1,3,5, and 7. Ketone level was measured on week 3,5, and 7. Results : Ketogenic diet showed short-term weight loss effect, however, acupuncture treatment did not affect on the weight loss. Ketone level was increased in KD fed mice compared to normal diet fed mice and the level was decreased in KD+ACU group on week 3. However, the change was not significantly different compared to KD group on week 7. Glucose intolerance was improved in KD+ACU group compared to KD group. Conclusions : Acupuncture treatment was effective in relieving glucose intolerance, and the results suggest that combining acupuncture treatment with ketogenic diet may complement each therapeutic intervention by improving glucose intolerance but not effecting on weight loss. This study provides meaningful evidence as a preliminary study of acupuncture treatment on ketogenic diet.