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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
—— 1,8-dimethyl-1,2,3,4-tetrahydro-5H-pyrido[2,3-e][1,4]diazepin-5-one 59937-19-8 C10H13N3O
1,8-dimethyl-1,2,3,4-tetrahydro-5H-pyrido[2,3-e][1,4]diazepin-5-one
—— (E)-N′-(1-(2,4-dimethoxyphenyl)ethylidene)-4-methylbenzenesulfonohydrazide 1417652-28-8 C17H20N2O4S
(E)-N′-(1-(2,4-dimethoxyphenyl)ethylidene)-4-methylbenzenesulfonohydrazide
—— 7-Chlor-6-hydroxyindanon-(1) 90273-28-2 C9H7ClO2
7-Chlor-6-hydroxyindanon-(1)
—— 6-Bromo-1-chloro-isoquinolin-3-ol 55086-30-1 C9H5BrClNO
6-Bromo-1-chloro-isoquinolin-3-ol
—— (+)-(2R)-2-hydroxy-3-pinanone 1845-25-6 C10H16O2
(+)-(2R)-2-hydroxy-3-pinanone
—— 1-[3-(Difluoromethyl)-2-pyridinyl]ethanone 1256833-75-6 C8H7F2NO
1-[3-(Difluoromethyl)-2-pyridinyl]ethanone
—— 3-[3-(2,3-Dichlorophenyl)prop-2-enoyl]-2-hydroxycyclohepta-2,4,6-trien-1-one 491870-86-1 C16H10Cl2O3
3-[3-(2,3-Dichlorophenyl)prop-2-enoyl]-2-hydroxycyclohepta-2,4,6-trien-1-one
—— 3-(bromoacetyl)tropolone 123771-08-4 C9H7BrO3
3-(bromoacetyl)tropolone
—— 1-(4-(chloromethyl)phenyl)-2-tosylethan-1-one 1391608-71-1 C16H15ClO3S
1-(4-(chloromethyl)phenyl)-2-tosylethan-1-one
—— spiro(cyclopropane-1,3-indolin)-2-one-5-boronic acid pinacol ester 1613639-40-9 C16H20BNO3
spiro(cyclopropane-1,3-indolin)-2-one-5-boronic acid pinacol ester
—— Bicyclo<3.2.1>octan-2-on 5019-82-9 C8H12O
Bicyclo<3.2.1>octan-2-on
—— 3,6-Dimethylcarbostyril 71568-50-8 C11H11NO
3,6-Dimethylcarbostyril
—— 4-Cl-6-Dehydroretroprogesteron 4203-00-3 C21H27ClO2
4-Cl-6-Dehydroretroprogesteron
—— Ru(<sup>t</sup>Bu<sub>2</sub>acac)<sub>2</sub>(cod) 329735-79-7 C30H50O4Ru
Ru(<sup>t</sup>Bu<sub>2</sub>acac)<sub>2</sub>(cod)
—— (tetraglyme)bis(2,2,6,6-tetramethylheptane-3,5-dionato)barium 136629-60-2 C32H60BaO9
(tetraglyme)bis(2,2,6,6-tetramethylheptane-3,5-dionato)barium
—— 4-Dimethylamino-3-methyl-2-phenyl-butyronitrile 132858-46-9 C13H18N2
4-Dimethylamino-3-methyl-2-phenyl-butyronitrile
—— 2-anilino-5-cyclohexylamino-1,4-benzoquinone 68054-78-4 C18H20N2O2
2-anilino-5-cyclohexylamino-1,4-benzoquinone
—— 2,6-di(CF3)-cyclohexanone 131880-21-2 C8H8F6O
2,6-di(CF3)-cyclohexanone
—— (1S,5R)-5-Methyl-3-(toluene-4-sulfonyl)-3-aza-bicyclo[3.2.0]heptan-6-one 122081-02-1 C14H17NO3S
(1S,5R)-5-Methyl-3-(toluene-4-sulfonyl)-3-aza-bicyclo[3.2.0]heptan-6-one
—— 3,6,9,12,15,18-Hexaoxabicyclo<18.3.1>tetracosa-1(24)-20,22-trien-2,19-dion 65930-71-4 C18H24O8
3,6,9,12,15,18-Hexaoxabicyclo<18.3.1>tetracosa-1(24)-20,22-trien-2,19-dion
—— 3-(3-methoxycynnamoyl)tropolone 77632-99-6 C17H14O4
3-(3-methoxycynnamoyl)tropolone
—— 5-iodo-1, 3-dimethyl-3-((phenylsulfonyl)methyl)indolin-2-one 1588429-77-9 C17H16INO3S
5-iodo-1, 3-dimethyl-3-((phenylsulfonyl)methyl)indolin-2-one
—— 2,2-dioxo-1,2,3,5(7)-tetrahydro-2λ<sup>6</sup>-imidazo[4,5-<i>c</i>][1,2,6]thiadiazin-4-one 67095-44-7 C4H4N4O3S
2,2-dioxo-1,2,3,5(7)-tetrahydro-2λ<sup>6</sup>-imidazo[4,5-<i>c</i>][1,2,6]thiadiazin-4-one
—— Menthone 1,2-glycerol ketal 67785-70-0 C13H24O3
Menthone 1,2-glycerol ketal
—— 1-benzyl-3-methyl-3-(2-oxo-2-phenylethyl)indolin-2-one 1470365-00-4 C24H21NO2
1-benzyl-3-methyl-3-(2-oxo-2-phenylethyl)indolin-2-one
—— 1-Ethyl-4-(2-((2-hydroxyethyl)amino)ethyl)-3,3-diphenylpyrrolidin-2-one hydrochloride 100106-91-0 C22H29ClN2O2
1-Ethyl-4-(2-((2-hydroxyethyl)amino)ethyl)-3,3-diphenylpyrrolidin-2-one hydrochloride
—— zerumbone 471-05-6 C15H22O
zerumbone
—— 5-bromo-1, 3-dimethyl-3-((phenylsulfonyl)methyl)indolin-2-one 1588429-76-8 C17H16BrNO3S
5-bromo-1, 3-dimethyl-3-((phenylsulfonyl)methyl)indolin-2-one
—— 5-fluoro-1,3-dimethyl-3-((phenylsulfonyl)methyl)indolin-2-one 1588429-74-6 C17H16FNO3S
5-fluoro-1,3-dimethyl-3-((phenylsulfonyl)methyl)indolin-2-one
—— 3-benzoyl-6-iodo-coumarin 101081-02-1 C16H9IO3
3-benzoyl-6-iodo-coumarin
—— 4-fluoro-3-hydroxy-1-indanone 1261059-96-4 C9H7FO2
4-fluoro-3-hydroxy-1-indanone
—— 2-fluoro-5,11-dihydro-6H-indolo[3,2-c]quinolin-6-one 1198086-26-8 C15H9FN2O
2-fluoro-5,11-dihydro-6H-indolo[3,2-c]quinolin-6-one
—— 3-acetyl-7-iodotropolone 111505-16-9 C9H7IO3
3-acetyl-7-iodotropolone
—— 1-phenyl-2-(4-propylcyclohexyl)ethanone 78531-61-0 C17H24O
1-phenyl-2-(4-propylcyclohexyl)ethanone
—— [Ag2(ClO4)2{1,3-(Ph2PC(O))2(C6H4)}] 1448813-88-4 C32H24Au2Cl2O2P2
[Ag2(ClO4)2{1,3-(Ph2PC(O))2(C6H4)}]
—— 4-chloro-6,6-dimethyl-8<i>H</i>-pyrimido[5,4-<i>b</i>][1,4]oxazin-7-one 60262-20-6 C8H8ClN3O2
4-chloro-6,6-dimethyl-8<i>H</i>-pyrimido[5,4-<i>b</i>][1,4]oxazin-7-one
—— 1-(3-fluoropropyl)-1H-pyrrole-2,5-dione 1445698-29-2 C7H8FNO2
1-(3-fluoropropyl)-1H-pyrrole-2,5-dione
—— 1-[4-[(4-Ethenylphenyl)methoxy]phenyl]ethanone 722493-50-7 C17H16O2
1-[4-[(4-Ethenylphenyl)methoxy]phenyl]ethanone
—— 3-(2-(4-methoxyphenyl)-2-oxoethyl)-1,3-dimethylindolin-2-one 75116-29-9 C19H19NO3
3-(2-(4-methoxyphenyl)-2-oxoethyl)-1,3-dimethylindolin-2-one
—— 3-(5-methylisoxazol-3-yl)-4H-[1,2,3]-triazolo[1,5-a]quinazolin-5-one 345310-94-3 C13H9N5O2
3-(5-methylisoxazol-3-yl)-4H-[1,2,3]-triazolo[1,5-a]quinazolin-5-one
—— 2-cyclopropyl-3,5,6,7-tetrahydro-1,3-benzothiazol-4-one 1314243-59-8 C10H11NOS
2-cyclopropyl-3,5,6,7-tetrahydro-1,3-benzothiazol-4-one
—— 2-(1-fluoroethyl)pyrimidine-4,6-diol 1313546-74-5 C6H7FN2O2
2-(1-fluoroethyl)pyrimidine-4,6-diol
—— 2-phenyl-4,9-dihydrocyclohepta[b]pyran-4,9-dione 80541-35-1 C16H10O3
2-phenyl-4,9-dihydrocyclohepta[b]pyran-4,9-dione
—— 3β,7α,15α-Trihydroxy-androst-5-en-17-on 2963-69-1 C19H28O4
3β,7α,15α-Trihydroxy-androst-5-en-17-on
—— 4-(4-Methylphenyl)-1,2,3,4-tetrahydroquinoxalin-2-one 1500670-27-8 C15H14N2O
4-(4-Methylphenyl)-1,2,3,4-tetrahydroquinoxalin-2-one
—— 4-fluoro-3-methoxy-6-nitro-3,4-dihydro-2H-isoquinolin-1-one 1508295-21-3 C10H9FN2O4
4-fluoro-3-methoxy-6-nitro-3,4-dihydro-2H-isoquinolin-1-one
—— 5,5-Dimethyl-2-benzyl-2-<naphthyl-(1)-methyl>-cyclohexandion-(1,3) 1853-08-3 C26H26O2
5,5-Dimethyl-2-benzyl-2-<naphthyl-(1)-methyl>-cyclohexandion-(1,3)
—— echinenone 432-68-8 C40H54O
echinenone
—— 1-(2-fluorophenyl)-4-methylpentane-1,3-dione 1343235-55-1 C12H13FO2
1-(2-fluorophenyl)-4-methylpentane-1,3-dione
—— 6-bromo-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one 3306-41-0 C9H11BrN2O2
6-bromo-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one