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酮类化合物

酮类化合物 定义与结构

酮类化合物是一类有机化合物,其分子中至少含有一个羰基(C=O),并且这个羰基被两个碳原子所包围。通式为R1-C(=O)-R2,其中R1和R2可以是任何烷基或芳基等碳基团。酮的命名通常以烷基作为前缀,并按照取代基的顺序进行排列。

物理性质

酮类化合物具有较低的沸点,这是因为它们的分子间相互作用力相对较弱。例如,丙酮(CH3COCH3)的沸点约为56℃,而乙醇(C2H5OH)的沸点为78.4℃。

化学性质 酮的亲核加成反应
  • 羟醛缩合:酮可以参与与烯烃或醛的羟醛缩合反应。
羰基的还原
  • 氢化:在一定条件下,如在钯催化剂的作用下,酮可以被还原为醇。

  • 硼氢化:使用硼烷衍生物(如LiBH4)作为还原剂,可将酮转化为伯醇。

脱水反应

在高温或酸性条件下,酮可以发生分子内脱水生成α,β-不饱和羰基化合物。这一过程也称为Wittig反应的一种特例。

应用领域
  • 医药:许多药物含有酮结构。

  • 香料与调味剂:多种芳香物质为酮类化合物,例如肉桂醛、茴香脑等。

  • 溶剂:丙酮广泛用于各种化学合成和工业过程中作为溶剂。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 6319-06-8 C9H9NO2
(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
—— 2-bromo-1-(3-fluoro-4-pyridinyl)-ethanone hydrobromide 845538-59-2 BrH*C7H5BrFNO
2-bromo-1-(3-fluoro-4-pyridinyl)-ethanone hydrobromide
—— (R)-2-(benzyloxy)pentan-3-one 132489-34-0 C12H16O2
(R)-2-(benzyloxy)pentan-3-one
—— 3-(4-bromophenyl)-3-methylbutan-2-one 107046-98-0 C11H13BrO
3-(4-bromophenyl)-3-methylbutan-2-one
—— bis((Z)-4-oxopent-2-en-2-yloxy)cadmium 14689-45-3 C10H16CdO4
bis((Z)-4-oxopent-2-en-2-yloxy)cadmium
—— 3-cyclobutyl-5-hydroxymethyl-oxazolidin-2-one 1612881-66-9 C8H13NO3
3-cyclobutyl-5-hydroxymethyl-oxazolidin-2-one
—— 3-cyclopentyl-5-hydroxymethyloxazolidin-2-one 1612881-67-0 C9H15NO3
3-cyclopentyl-5-hydroxymethyloxazolidin-2-one
—— 3-cyclopropyl-5-hydroxymethyl-oxazolidin-2-one 1612881-70-5 C7H11NO3
3-cyclopropyl-5-hydroxymethyl-oxazolidin-2-one
—— (E)-1-(thiophen-3-yl)but-2-en-1-one 1308249-57-1 C8H8OS
(E)-1-(thiophen-3-yl)but-2-en-1-one
—— (E)-1-(thiophen-2-yl)but-2-en-1-one 13196-29-7 C8H8OS
(E)-1-(thiophen-2-yl)but-2-en-1-one
—— 7-methoxy-2,2-dimethyl-5-vinyl-4H-benzo[d][1,3]dioxin-4-one 1005348-03-7 C13H14O4
7-methoxy-2,2-dimethyl-5-vinyl-4H-benzo[d][1,3]dioxin-4-one
—— (R)-4-benzyl-3-(4-(2,4-difluorophenyl)pent-4-enoyl)oxazolidin-2-one 165115-74-2 C21H19F2NO3
(R)-4-benzyl-3-(4-(2,4-difluorophenyl)pent-4-enoyl)oxazolidin-2-one
—— Azodicarbonsaeure-dimorpholid 10465-82-4 C10H16N4O4
Azodicarbonsaeure-dimorpholid
—— 1-(3-chlorophenyl)prop-2-en-1-one 160388-09-0 C9H7ClO
1-(3-chlorophenyl)prop-2-en-1-one
—— 9-(diethylamino)-5-hydroxybenzo[a]phenoxazin-2-one 188712-75-6 C20H18N2O3
9-(diethylamino)-5-hydroxybenzo[a]phenoxazin-2-one
—— 1,3,3a,4,6,6a-hexahydropentalene-2,5-dione 51716-63-3 C8H10O2
1,3,3a,4,6,6a-hexahydropentalene-2,5-dione
—— 3-methyl-1-(2-fluorophenyl)butan-1-one 626219-78-1 C11H13FO
3-methyl-1-(2-fluorophenyl)butan-1-one
—— 1-aminohexan-2-one 790144-92-2 C6H13NO
1-aminohexan-2-one
—— 1-(5-bromo-2-fluorophenyl)-2-fluoroethanone 1600511-51-0 C8H5BrF2O
1-(5-bromo-2-fluorophenyl)-2-fluoroethanone
—— bicyclo[3.1.0]hexan-3-one 1755-04-0 C6H8O
bicyclo[3.1.0]hexan-3-one
—— (4R)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide 1050477-30-9 C21H22N4O3
(4R)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide
—— 1-methoxy-butan-2-one 50741-70-3 C5H10O2
1-methoxy-butan-2-one
—— (Z)-2-benzylidene-1-azabicyclo[2.2.2]octan-3-one 24123-89-5 C14H15NO
(Z)-2-benzylidene-1-azabicyclo[2.2.2]octan-3-one
—— 10-(1-methyl-1-oxidopiperidin-1-ium-4-ylidene)-5H-benzo[1,2]cyclohepta[3,4-b]thiophen-4-one 88456-70-6 C19H19NO2S
10-(1-methyl-1-oxidopiperidin-1-ium-4-ylidene)-5H-benzo[1,2]cyclohepta[3,4-b]thiophen-4-one
—— 1,3-bis(4-bromophenyl)propan-2-one 54523-47-6 C15H12Br2O
1,3-bis(4-bromophenyl)propan-2-one
—— 2-hydroxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one 3470-51-7 C11H12O2
2-hydroxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one
—— 4-phenyl-2-oxazolidinone 86217-38-1 C9H9NO2
4-phenyl-2-oxazolidinone
—— 1,1-dimethylethyl methyl(2-oxopropyl)carbamate 532410-39-2 C9H17NO3
1,1-dimethylethyl methyl(2-oxopropyl)carbamate
—— 7-bromo-2-methylquinazolin-4(3H)-one 403850-89-5 C9H7BrN2O
7-bromo-2-methylquinazolin-4(3H)-one
—— 2-(benzoylmethyl)-1,3-dioxolane 55337-55-8 C11H12O3
2-(benzoylmethyl)-1,3-dioxolane
—— 1,5-diphenyl-1,4-pentadien-3-one 538-58-9 C17H14O
1,5-diphenyl-1,4-pentadien-3-one
—— 1-(5-bromo-2-hydroxy-4-methylphenyl)ethan-1-one 50342-17-1 C9H9BrO2
1-(5-bromo-2-hydroxy-4-methylphenyl)ethan-1-one
—— (Z,Z)-farnesyl acetone 3796-69-8 C18H30O
(Z,Z)-farnesyl acetone
—— 1-(4-(hexyloxy)phenyl)-2-phenylethanone 875816-13-0 C20H24O2
1-(4-(hexyloxy)phenyl)-2-phenylethanone
—— 2,2''-dimethoxy-1,1':4',1''-terphenyl 70017-24-2 C20H18O2
2,2''-dimethoxy-1,1':4',1''-terphenyl
—— 4'-fluorochalcone 399-10-0 C15H11FO
4'-fluorochalcone
—— 2-phenyl-4-[1-(2,4,6-trimethoxyphenyl)meth-(Z)-ylidene]-4H-oxazol-5-one 1114339-55-7 C19H17NO5
2-phenyl-4-[1-(2,4,6-trimethoxyphenyl)meth-(Z)-ylidene]-4H-oxazol-5-one
—— cis-1-acetyl-2-methylcyclohexane 5222-62-8 C9H16O
cis-1-acetyl-2-methylcyclohexane
—— (+/-)-1-(<i>trans</i>-2-methyl-cyclohexyl)-ethanone 5222-61-7 C9H16O
(+/-)-1-(<i>trans</i>-2-methyl-cyclohexyl)-ethanone
—— 1-(3′-fluoro-[1,1′-biphenyl]-2-yl)ethanone 893739-19-0 C14H11FO
1-(3′-fluoro-[1,1′-biphenyl]-2-yl)ethanone
—— O-benzilic-L-serine-NCA 3309-57-7 C11H11NO4
O-benzilic-L-serine-NCA
—— 2-(5-Bromo-2-methoxy-phenyl)-pyrimidin-4-ol 956125-10-3 C11H9BrN2O2
2-(5-Bromo-2-methoxy-phenyl)-pyrimidin-4-ol
—— 3-phenylisoxazolo[5,4-d]pyrimidin-4(5H)-one 15832-30-1 C11H7N3O2
3-phenylisoxazolo[5,4-d]pyrimidin-4(5H)-one
—— (2E,6E)-2,6-bis(4-methoxybenzylidene)cyclohexanone 6275-32-7 C22H22O3
(2E,6E)-2,6-bis(4-methoxybenzylidene)cyclohexanone
—— 4,4′-bis(diphenylamino)benzophenone 2873-76-9 C37H28N2O
4,4′-bis(diphenylamino)benzophenone
—— caprolactam sodium salt 2123-24-2 C6H10NO*Na
caprolactam sodium salt
—— 3-methylamino-4-methyl-(1H)-1, 2,4-triazolin-5-one 132534-74-8 C4H8N4O
3-methylamino-4-methyl-(1H)-1, 2,4-triazolin-5-one
—— 4-chloro-9H-xanthen-9-one 13210-16-7 C13H7ClO2
4-chloro-9H-xanthen-9-one
—— (7R)-2-chloro-7-methyl-7,8-dihydropteridin-6(5H)-one 1435462-66-0 C7H7ClN4O
(7R)-2-chloro-7-methyl-7,8-dihydropteridin-6(5H)-one
—— 1-(4-bromophenyl)prop-2-en-1-one 22731-70-0 C9H7BrO
1-(4-bromophenyl)prop-2-en-1-one