• 제목/요약/키워드: aromatic esters

검색결과 85건 처리시간 0.034초

Reaction of Dipyrrolidinoaluminum Hydride in Tetrahydrofuran with Selected Organic Compounds Containing Representative Functional Groups

  • Jin Soon Cha;Oh Oun Kwon;Jong Mi Kim;Jae Cheol Lee
    • Bulletin of the Korean Chemical Society
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    • 제15권8호
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    • pp.644-649
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    • 1994
  • The approximate rates and stoichiometry of reaction of excess dipyrrolinoaluminum hydride (DPAH) with selected organic compounds containing representative functional groups under standardized conditions (tetrahydrofuran, 0, reagent : compound=4 : 1) were examined in order to define the characteristics of the reagent for selective reductions. The reducing ability of DPAH was also compared with that of bis(diethylamino)aluminum hydride (BEAH). The reagent appears to be stronger than BEAH, but weaker than the parent reagent in reducing strength. DPAH shows a unique reducing characteristics. Thus, the reagent reduces aldehydes, ketones, esters, acid chlorides, epoxides, and nitriles readily. In addition to that, ${\alpha},\;{\beta}$-unsaturated aldehyde is reduced to the saturated alcohol. Quinone are reduced cleanly to the corresponding 1,4-reduction products. The examination for possibility of achieving a partial reduction to aldehydes was also performed. Both primary and tertiary aromatic carboxamides are converted to aldehydes with a limiting amount of DPAH. Finally, disulfides and sulfoxides are readily reduced to thiols and sulfides, respectively.

Transformation of Carboxylic Acids and Their Derivatives into Aldehydes by Lithium Tris(dialkylamino)aluminum Hydrides

  • Cha Jin Soon
    • Bulletin of the Korean Chemical Society
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    • 제13권6호
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    • pp.670-676
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    • 1992
  • A systematic study of the partial reduction of carboxylic acids and their derivatives to the corresponding aldehydes with lithium tris(dialkylamino)aluminum hydrides under practical conditions has been carried out. The diethylaminosubstituted derivative of lithium aluminum hydride, lithium tris(diethylamino)aluminum hydride (LTDEA), shows quite general applicability in the conversion of carboxylic acids, carboxylic esters, and primary carboxamides to the corresponding aldehydes. Lithium tripiperidinoaluminum hydride (LTPDA) also appears to be a reagent of choice for such partial transformation of primary carboxamides. In additioin, both LTDEA and LTPDA reduce tertiary carboxyamides to aldehydes in high yields. Finally, lithium tris(dihexylamino)aluminum hydride (LTDHA) is capable of achieving the chemoselective reduction of aromatic nitriles to aldehydes in the presence of aliphatic nitriles under practical conditions.

간장박의 휘발성 향기성분에 관한 연구 (Studies on Volatile Flavor Compounds of Soy Sauce Residue)

  • 차용준;왕문봉;차하람
    • 한국식품영양과학회지
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    • 제45권12호
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    • pp.1755-1761
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    • 2016
  • 간장박 및 그 산가수분해물의 휘발성 향기성분을 SPME/GC/MSD 분석법으로 분석한 결과 총 79종의 화합물이 간장박(66종)과 산가수분해물(60종)에서 동정되었다. 에스테르 및 알코올류가 각각 15종으로 가장 많았고, 알데히드류 11종, 산류 9종, 방향족 화합물류 8종, 퓨란류 8종, 케톤류 7종 및 기타 화합물류 6종이었다. 함량 면에서는 간장박에서 알코올 함량(433.37 ng/g)이 가장 많았으며, 다음으로 알데히드류(273.01 ng/g), 에스테르류(236.80 ng/g) 및 방향족 화합물류(180.66 ng/g) 순이었다. 산가수분해물에서는 퓨란류가 249.27 ng/g으로 가장 많았으며(P<0.05), 알코올을 제외한 나머지 화합물류는 15 ng/g 미만이었다. 간장박에서는 4종의 에스테르류, 3-methylbutyl acetate(바나나/배향), ethyl 3-methyl butanoate(익은 과일향), ethylbenzene acetate(와인향), ethyl 3-methyl butanoate(사과향), 3종의 알코올류, 3-methyl-1-butanol(과일/위스키향), 2-phenylethanol(꽃/달콤한향), 1-octen-3-ol(버섯향), 4종의 알데히드류, (E)-2-phenyl-2-butenal(초코렛향), benzaldehyde(알몬드향), 3-methylbutanal(엿기름향), 2-phenylacetaldehyde(꽃향), 4종의 방향족 화합물류, 4-ethyl-2-methoxyphenol(연기향/간장향), 4-ethylphenol(약품향), 4-vinyl-2-methoxyphenol(나무향), phenol(나무향) 및 2종의 퓨란류, fufural(알몬드향), 4-hydroxy-2,5-dimethyl-3(2H)-furanone(카라멜향)이 지배적이었다. 반면에 산가수분해물에서는 furfural, 5-methylfurfural(알몬드향), 3-methyl-1-butanol, 2-phenylethanol, 4-ethyl-2-methoxyphenol, 3-methylbutanal, benzaldehyde 등의 화합물이 지배적이었다.

IQF 굴(Crassostrea gigas) 복합엑스분을 이용한 굴 소스의 가열향기 성분 (Volatile Flavor Constituents of Cooked Oyster Sauce Prepared from Individually Quick-frozen Oyster Crassostrea gigas Extract)

  • 황영숙;김상현;신태선;조준현;이인석;오광수
    • 한국수산과학회지
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    • 제48권5호
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    • pp.668-673
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    • 2015
  • The pacific oyster Crassostrea gigas has a desirable taste and flavor that differs from those of other fish and shellfish. In order to develop a high value-added product from individually quick-frozen oyster extract (IQFOE), we prepared an oyster sauce from IQFOE and characterized its volatile compounds using vacuum simultaneous steam distillationsolvent extraction / gas chromatography / mass spectrometry. The moisture, crude protein, crude ash, salinity, pH and volatile basic nitrogen contents of the oyster sauce were 60.6%, 8.2%, 9.2%, 9.3%, 5.7 and 21.0 mg/100 g, respectively. Seventy-six volatile compounds were detected in the cooked odor of the oyster sauce. These volatile compounds included 14 esters, including ethyl acetate, 13 nitrogen- containing compounds, including 2,4,6-trimethyl pyridine, 13 acids, including hexadecanoic acid, 12 alcohols, including ethyl alcohol and 6-methyl heptanol, 6 alkanes, 5 aldehydes, including benzaldehyde, 5 ketones, including 1-(2-furanyl)-ethanone, 4 furans, including 2-furancarboxaldehyde and 2-furanmethanol, 3 aromatic compounds, including d-limonene, and 1 miscellaneous compound. Esters, acids and nitrogen-containing compounds, and alcohols were the most abundant compounds in the odor of the cooked oyster sauce, with some aldehydes, ketones, and furans.

전통 수산발효식품의 향기성분에 관한 연구 (Studies on the Flavor Compounds in Traditional Salt-Fermented Fishes)

  • 차용준;김진현;심진하;유대웅
    • 한국수산과학회지
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    • 제53권3호
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    • pp.259-272
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    • 2020
  • Nowadays, two types, Yumhae and Sikhae methods, remained as traditional seafood fermentation methods in Korea. In this study, flavor compounds in two types of salt-fermented fishes made by Yumhae method such as anchovy Engraulidae sp., shrimp Caridea sp., squid Decapodiformes sp., big eyed herring Clupea sp., gizzard shad Dorosoma sp. and hairtail Trichiurus sp., and made by Sikhae method such as Alaska pollack Gadus Chalcogrammus and squid. Volatile compounds detected in all salt-fermented fishes were composed mainly of aldehydes (45), ketones (39), alcohols (45), acids (12), esters (47), N-containing compounds (43), aromatic hydrocarbons (37), S-containing compounds (26), furans (10), and miscellaneous compounds (40) in salt-fermented fishes made by Yumhae method. Meanwhile, alcohols (47), terpenes (38), S-containing compounds (22), carbonyl compounds (19 aldehydes, 18 ketones), esters (13), and acids (14). Aroma-active compounds were identified by Gas chromatography/mass spectrometry/olfactometry and aroma extract dilution analysis in salt-fermented anchovy, shrimp and tuna (Thunnini sp.) sauce. Ethyl 2-methylbutanoate (candy/sweet) and 2-ethyl-3,5-dimethylpyrazine (nutty/baked potato-like) were predominant odorants in salt-fermented anchovy, whereas dimethyl trisulfide (cooked cabbage/soy sauce-like), 2-ethyl-3,5-dimethylpyrazine, and (E,E)-2,4-heptadienal (fatty/grainy) in salt-fermented shrimp, and dimethyl trisulfide, 3-methylbutanal (dark chocolate-like), and 3-methylthiopropanal (baked potato-like) in tuna sauce.

분석방법에 따른 시판 게향료의 휘발성 향기성분 비교 (Comparison of Volatile Flavor Compounds in Commercial Crab-like Flavorants by Analyzing Methods)

  • 차용준;조우진;정은정
    • 생명과학회지
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    • 제16권7호
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    • pp.1243-1249
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    • 2006
  • 시판 수입 게향료 4종의 휘발성 향기성분을 SPME법과 LLCE법으로 비교 분석하였다. 동정된 86개의 휘발성 화합물 중 71개가 positive하게 동정되었으며, 이들은 함황화합물류 (13종), 알데히드류(3종), 케톤류(2종), 에스테르류(26종), 알콜류(5종), 방향족화합물류(3종), 테르펜류(8종), 산류(2종) 및 기타화합물류(9종)로 구성되었다. 인조 게향의 분석 및 동정에 있어서는 SPME법이 LLCE법에 비해 검출 감도가 매우 우수함을 알 수 있었고, 산류를 포함한 휘발성이 낮은 화합물들은 LLCE법에서만 검출되었다 제품 A-D의 특성에 따라 화합물의 조성에 차이가 있었으나 대체로 인조 게향에서는 함황 및 함질소화합물류 (dimethyl sulfide, dimethyl disulfide, depropyl disulfide, e(methylthio)propyl acetate, 3-(methylthio)propanal, 3-(methylthio)propanol, 2-methyl-3-(methylthio)pyrazine, 2-methyl-5-(methylthio)pyrazine)와 에스테르류 (styrallyl acetate, ethyl acetate, isoamyl acetate, benzyl acetate, ethyl pentanoate, butyl pentanoate, isoamyl pentanoate, furfuryl acetate) 등이 대표적인 물질로 추정되었다.

Reaction of Lithium Tris(diethylamino)aluminum Hydride in Tetrahydrofuran with Selected Organic Compounds Containing Representative Functional Groups

  • Jin Soon Cha;Jae Cheol Lee
    • Bulletin of the Korean Chemical Society
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    • 제14권4호
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    • pp.469-475
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    • 1993
  • The approximate rates and stoichiometry of the reaction of excess lithium tris(diethylamino)aluminum hydride (LTDEA) with selected organic compounds containing representative functional groups under standardized condition (tetrahydrofuran, 0$^{\circ}C$) were examined in order to define the characteristics of the reagent for selective reductions. The reducing ability of LTDEA was also compared with those of the parent lithium aluminum hydride (LAH) and lithium tris(dibutylamino)aluminum hydride (LTDBA). In general, the reactivity toward organic functionalities is in order of LAH${\gg}$LTDEA${\geq}$LTDBA. LTDEA shows a unique reducing characteristics. Thus, benzyl alcohol and phenol evolve hydrogen slowly. The rate of hydrogen evolution of primary, secondary, and tertiary alcohols is distinctive: 1-hexanol evolves hydrogen completely in 6 h, whereas 3-hexanol evolves hydrogen very slowly. However, 3-ethyl-3-pentanol does not evolve any hydrogen under these reaction conditions. Primary amine, such as n-hexylamine, evolves only 1 equivalent of hydrogen. On the other hand, thiols examined are absolutely inert to this reagent. LTDEA reduces aldehydes, ketones, esters, acid chlorides, and epoxides readily to the corresponding alcohols. Quinones, such as p-benzoquinone and anthraquinone, are reduced to the corresponding diols without hydrogen evolution. However, carboxylic acids, anhydrides, nitriles, and primary amides are reduced slowly, where as tertiary amides are readily reduced. Finally, sulfides and sulfoxides are reduced to thiols and sulfides, respectively, without evolution of hydrogen. In addition to that, the reagent appears to be an excellent partial reducing agent to convert esters, primary carboxamides, and aromatic nitriles into the corresponding aldehydes. Free carboxylic acids are also converted into aldehydes through treatment of acyloxy-9-BBN with this reagent in excellent yields.

가열조리한 오만둥이된장찌개의 휘발성 향기성분 (Volatile Flavor Compounds in Omandungi (Styela plicata)-Doenjang (Soybean paste) Soups and stew by Cooking)

  • 정은정;조우진;차용준
    • 생명과학회지
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    • 제18권11호
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    • pp.1570-1577
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    • 2008
  • 오만둥이된장찌개의 가열조리에 따른 열유도반응물질을 규명하여 오만둥이를 이용한 가공기술의 기초자료를 제공하고자 향기성분을 분석하였다. 총 128종의 휘발성 향기성분은 에스테르류(16종), 방향족화합물류(14종), 함질소화합물류(11종), 알콜류(34종), 테르펜류(5종), 카르보닐화합물류(23종), 퓨란류(4종), 탄화수소류(13종), 산류(5종) 및 기타화합물류(3종)로 구성되어 있었다. 된장의 향기성분은 방향족화합물, 알콜류 및 산류의 순으로 많았고, 가열 반응 후 pentanoic acid (불쾌취)는 감소하였으며 열유도 화합물인 furfural을 주로 한 퓨란류가 약 2배로 증가하였다. 오만둥이의 향기성분은 decenol, 2,6-dimethylheptanol 및 octanol이 주된 성분인 알콜류, 탄화수소류 및 방향족화합물 순으로 많았다. 가열 반응 후에는 pentanol의 함량이 증가하였고, 함질소아미노산과 카르보닐화합물의 열유도화합물인 2-acetyl-2-thiazoline 및 benzothiazole과 같은 함황고리화합물이 생성되었다. 오만둥이 된장국에서는 오만둥이에서 유리되는 decenol 및 2,6-dimethylheptanol을 주로한 알콜류, 방향족화합물, 탄화수소류 및 된장가열 후 생성된 benzeneacetaldehyde가 주된 카르보닐 화합물이 많았다. 즉 오만둥이 된장국은 독특한 오만둥이향을 함유한 동시에 된장의 구수한 향미를 보유함을 알 수 있었다

[논문철회] Saccharomyces cerevisiae 와 Hanseniaspora uvarum 효모 혼합발효를 이용한 증류식 소주의 휘발성 향기성분 및 아미노산 함량 변화 ([RETRACTED] Changes in the volatile aromatic compounds and amino acid contents of distilled soju using co-fermentation by Saccharomyces cerevisiae and Hanseniaspora uvarum yeasts)

  • 최규택;박춘우;이수현;이예나;오지윤;최준수;최덕영;이새벽
    • 한국식품저장유통학회지
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    • 제30권6호
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    • pp.1029-1042
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    • 2023
  • 본 연구는 기존에 과실주 발효 시, non-Saccharomyces 효모를 혼합 발효하여 향기성분을 증가시키는 기술을 확대하여 단독 및 혼합 발효로 제조한 탁주 술덧의 향기성분을 증가시킨 후 증류 과정을 통해 주질을 향상시킬 수 있다는 이론을 검증하고자 한 연구이다. 연구를 진행하기 전, 예상한 것처럼, 혼합 발효 증류식 소주에서 과실향을 나타내는 저분자 ester 계열의 휘발성 향기성분들의 함량이 증가하는 것이 입증되었으며, H. uvarum 계열의 효모를 사용한 경우, HU SJ69 혼합 발효구는 S. cerevisiae 단독 발효구와 비슷한 아미노산 함량을 나타냈으나, HU S6 혼합 발효구의 경우, 아미노산 함량이 감소하는 것으로 나타났다. 관능검사 결과, 휘발성 향기성분이 증가한 HU S6 혼합 발효구에서 SC NY21을 사용한 다른 증류식 소주들과 비교하여 유의적으로 큰 차이를 나타내지는 않았지만, 조금 더 높은 향미 점수를 얻은 것을 통해, 향후 non-Saccharomyces 효모의 혼합 발효를 통한 증류식 소주의 품질을 향상시킬 수 있는 기초연구로써 중요한 의미를 가진다고 판단된다. 또한, H. uvarum 계열 효모의 경우에는 국내에서는 식품 원료로 등재되지 않았기 때문에, 향후 산업적 이용을 위한 안전성 검증 등의 연구가 추가되어야 할 것으로 사료된다.

수소화붕소아연에 의한 선택환원. 수소화붕소아연의 대표적 유기화합물과의 반응 (Selective Reduction with Zinc Borohydride. Reaction of Zinc Borohydride with Selected Organic Compounds Containing Representative Functional Groups)

  • 윤능민;이호준;김혜규;강재효
    • 대한화학회지
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    • 제20권1호
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    • pp.59-72
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    • 1976
  • 수소화붕소아연의 선택환원성을 조사하기 위하여 대표적 유기화합물 54종을 택하여 수소화붕소 아연과 일정한 조건 (THF 용액, 실온, 수소화이온의 농도 : 0.5M, 유기화합물의 농도 : 0.125M)하에서 반응시켜 대략의 반응속도와 정량관계를 알아보았다.

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