. "1097445962"^^ . . "\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u3068\u306F\u3001\u30CF\u30ED\u30B2\u30F3\u5316\u30A2\u30EB\u30AD\u30EB\u3068\u30AB\u30EB\u30DC\u30CB\u30EB\u57FA\u306E\u9593\u3067\u304A\u3053\u308B\u6709\u6A5F\u53CD\u5FDC\u3067\u3042\u308B\u3002\u4E3B\u8981\u306A\u53CD\u5FDC\u751F\u6210\u7269\u306F\u7B2C\u4E8C\u7D1A\u3082\u3057\u304F\u306F\u7B2C\u4E09\u7D1A\u30A2\u30EB\u30B3\u30FC\u30EB\u3002\u30AB\u30EB\u30DC\u30CB\u30EB\u57FA\u306F\u30DE\u30B0\u30CD\u30B7\u30A6\u30E0\u3001\u30A2\u30EB\u30DF\u30CB\u30A6\u30E0\u3001\u4E9C\u925B\u3001\u30A4\u30F3\u30B8\u30A6\u30E0\u3001\u30B9\u30BA\u3082\u3057\u304F\u306F\u305D\u306E\u5869\u985E\u306E\u5B58\u5728\u4E0B\u3067\u306F\u6C42\u96FB\u5B50\u5264\u3068\u3057\u3066\u50CD\u304F\u3002\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306F\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u53CD\u5FDC\u3068\u985E\u4F3C\u3057\u3066\u3044\u308B\u304C\u3001\u91CD\u8981\u306A\u9055\u3044\u3068\u3057\u3066\u306F\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306F\u30EF\u30F3\u30DD\u30C3\u30C8\u5408\u6210\u3067\u3042\u308B\u304C\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u53CD\u5FDC\u306F\u30AB\u30EB\u30DC\u30CB\u30EB\u5316\u5408\u7269\u3092\u52A0\u3048\u308B\u524D\u306B\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u8A66\u85AC\u3092\u5225\u9014\u5408\u6210\u3059\u308B\u5FC5\u8981\u304C\u3042\u308B\u3068\u3044\u3046\u70B9\u304C\u6319\u3052\u3089\u308C\u308B\u3002\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306F\u901A\u5E38\u3001\u76F8\u5BFE\u7684\u306B\u5B89\u4FA1\u3067\u6C34\u3068\u53CD\u5FDC\u3057\u306A\u3044\u91D1\u5C5E\u3082\u3057\u304F\u306F\u91D1\u5C5E\u5316\u5408\u7269\u306B\u3088\u3063\u3066\u5F15\u304D\u8D77\u3053\u3055\u308C\u308B\u6C42\u6838\u4ED8\u52A0\u53CD\u5FDC\u3067\u3042\u308A\u3001\u305D\u308C\u306F\u6C34\u306B\u654F\u611F\u3067\u6271\u3044\u306E\u96E3\u3057\u3044\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u8A66\u85AC\u3084\u30A2\u30EB\u30AD\u30EB\u30EA\u30C1\u30A6\u30E0\u3092\u7528\u3044\u308B\u53CD\u5FDC\u3068\u306F\u5BFE\u7167\u7684\u3067\u3042\u308B\u3002\u305D\u306E\u305F\u3081\u3001\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306F\u591A\u304F\u306E\u5834\u5408\u306B\u304A\u3044\u3066\u30B0\u30EA\u30FC\u30F3\u30B1\u30DF\u30B9\u30C8\u30EA\u30FC\u306E\u8981\u4EF6\u306E\u4E00\u3064\u3068\u306A\u308B\u6C34\u6EB6\u5A92\u4E2D\u3067\u306E\u53CD\u5FDC\u306E\u9032\u884C\u3092\u3055\u305B\u308B\u3053\u3068\u304C\u3067\u304D\u308B\u3002\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306E\u540D\u306F\u30F4\u30A3\u30AF\u30C8\u30EB\u30FB\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u306E\u6307\u5C0E\u6559\u6388\u3067\u3042\u3063\u305F\u30D5\u30A3\u30EA\u30C3\u30D7\u30FB\u30D0\u30EB\u30D3\u30A8\u30FC\u30EB\u306B\u7531\u6765\u3059\u308B\u3002"@ja . . . "La reacci\u00F3n de Barbier es una de las m\u00E1s reconocidas reacciones en qu\u00EDmica org\u00E1nica. Se distingue por ser singularmente simple desde el punto de vista pr\u00E1ctico \u2014en algunos casos\u2014 y compleja mecan\u00EDsticamente \u2014en otros\u2014. La reacci\u00F3n de es una reacci\u00F3n de adici\u00F3n nucleof\u00EDlica a carbonilo, este \u00FAltimo como electr\u00F3filo. El agente nuclef\u00EDlico es generalmente un halogenuro de alquilo, hay tambi\u00E9n muchos ejemplos con otros tipos de reactivos alquilantes halogenados. La reacci\u00F3n es promovida por metales como cinc (Zn), aluminio (Al), Indio (In), esta\u00F1o (Sn) y/o sus sales inorg\u00E1nicas."@es . . . "\u5DF4\u6BD4\u8036\u53CD\u61C9"@zh . . . "La reacci\u00F3n de Barbier es una de las m\u00E1s reconocidas reacciones en qu\u00EDmica org\u00E1nica. Se distingue por ser singularmente simple desde el punto de vista pr\u00E1ctico \u2014en algunos casos\u2014 y compleja mecan\u00EDsticamente \u2014en otros\u2014. La reacci\u00F3n de es una reacci\u00F3n de adici\u00F3n nucleof\u00EDlica a carbonilo, este \u00FAltimo como electr\u00F3filo. El agente nuclef\u00EDlico es generalmente un halogenuro de alquilo, hay tambi\u00E9n muchos ejemplos con otros tipos de reactivos alquilantes halogenados. La reacci\u00F3n es promovida por metales como cinc (Zn), aluminio (Al), Indio (In), esta\u00F1o (Sn) y/o sus sales inorg\u00E1nicas. Un ejemplo de este tipo de reacci\u00F3n es la que promueven los reactivos de Grignard. La reacci\u00F3n de Grignard es un tipo de reacci\u00F3n de Barbier, con la salvedad de que las condiciones y el metal que se utiliza son distintos. Los productos de la reacci\u00F3n tipo Barbier son alcoholes secundarios y terciarios, sin descartar la posible reacci\u00F3n con formaldeh\u00EDdo, que eventualmente podr\u00EDa dar en alcohol primario."@es . . . . . . . . . . "2322053"^^ . . . . . . . "\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u3068\u306F\u3001\u30CF\u30ED\u30B2\u30F3\u5316\u30A2\u30EB\u30AD\u30EB\u3068\u30AB\u30EB\u30DC\u30CB\u30EB\u57FA\u306E\u9593\u3067\u304A\u3053\u308B\u6709\u6A5F\u53CD\u5FDC\u3067\u3042\u308B\u3002\u4E3B\u8981\u306A\u53CD\u5FDC\u751F\u6210\u7269\u306F\u7B2C\u4E8C\u7D1A\u3082\u3057\u304F\u306F\u7B2C\u4E09\u7D1A\u30A2\u30EB\u30B3\u30FC\u30EB\u3002\u30AB\u30EB\u30DC\u30CB\u30EB\u57FA\u306F\u30DE\u30B0\u30CD\u30B7\u30A6\u30E0\u3001\u30A2\u30EB\u30DF\u30CB\u30A6\u30E0\u3001\u4E9C\u925B\u3001\u30A4\u30F3\u30B8\u30A6\u30E0\u3001\u30B9\u30BA\u3082\u3057\u304F\u306F\u305D\u306E\u5869\u985E\u306E\u5B58\u5728\u4E0B\u3067\u306F\u6C42\u96FB\u5B50\u5264\u3068\u3057\u3066\u50CD\u304F\u3002\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306F\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u53CD\u5FDC\u3068\u985E\u4F3C\u3057\u3066\u3044\u308B\u304C\u3001\u91CD\u8981\u306A\u9055\u3044\u3068\u3057\u3066\u306F\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306F\u30EF\u30F3\u30DD\u30C3\u30C8\u5408\u6210\u3067\u3042\u308B\u304C\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u53CD\u5FDC\u306F\u30AB\u30EB\u30DC\u30CB\u30EB\u5316\u5408\u7269\u3092\u52A0\u3048\u308B\u524D\u306B\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u8A66\u85AC\u3092\u5225\u9014\u5408\u6210\u3059\u308B\u5FC5\u8981\u304C\u3042\u308B\u3068\u3044\u3046\u70B9\u304C\u6319\u3052\u3089\u308C\u308B\u3002\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306F\u901A\u5E38\u3001\u76F8\u5BFE\u7684\u306B\u5B89\u4FA1\u3067\u6C34\u3068\u53CD\u5FDC\u3057\u306A\u3044\u91D1\u5C5E\u3082\u3057\u304F\u306F\u91D1\u5C5E\u5316\u5408\u7269\u306B\u3088\u3063\u3066\u5F15\u304D\u8D77\u3053\u3055\u308C\u308B\u6C42\u6838\u4ED8\u52A0\u53CD\u5FDC\u3067\u3042\u308A\u3001\u305D\u308C\u306F\u6C34\u306B\u654F\u611F\u3067\u6271\u3044\u306E\u96E3\u3057\u3044\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u8A66\u85AC\u3084\u30A2\u30EB\u30AD\u30EB\u30EA\u30C1\u30A6\u30E0\u3092\u7528\u3044\u308B\u53CD\u5FDC\u3068\u306F\u5BFE\u7167\u7684\u3067\u3042\u308B\u3002\u305D\u306E\u305F\u3081\u3001\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306F\u591A\u304F\u306E\u5834\u5408\u306B\u304A\u3044\u3066\u30B0\u30EA\u30FC\u30F3\u30B1\u30DF\u30B9\u30C8\u30EA\u30FC\u306E\u8981\u4EF6\u306E\u4E00\u3064\u3068\u306A\u308B\u6C34\u6EB6\u5A92\u4E2D\u3067\u306E\u53CD\u5FDC\u306E\u9032\u884C\u3092\u3055\u305B\u308B\u3053\u3068\u304C\u3067\u304D\u308B\u3002\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC\u306E\u540D\u306F\u30F4\u30A3\u30AF\u30C8\u30EB\u30FB\u30B0\u30EA\u30CB\u30E3\u30FC\u30EB\u306E\u6307\u5C0E\u6559\u6388\u3067\u3042\u3063\u305F\u30D5\u30A3\u30EA\u30C3\u30D7\u30FB\u30D0\u30EB\u30D3\u30A8\u30FC\u30EB\u306B\u7531\u6765\u3059\u308B\u3002"@ja . . "Barbier-Reaktion"@de . . "La r\u00E9action de Barbier est une r\u00E9action organique entre un halog\u00E9nure d'alkyle et un groupe carbonyle (utilis\u00E9 comme \u00E9lectrophile), en pr\u00E9sence d'un m\u00E9tal (magn\u00E9sium, aluminium, zinc, indium, \u00E9tain ou leurs sels) utilis\u00E9 pour g\u00E9n\u00E9rer l'esp\u00E8re nucl\u00E9ophile in situ. Cette r\u00E9action permet la synth\u00E8se d'alcools primaires, secondaires ou tertiaires. La r\u00E9action de Barbier est similaire \u00E0 une r\u00E9action de Grignard, \u00E0 la diff\u00E9rence que la r\u00E9action de Barbier est r\u00E9alis\u00E9e en un seul pot tandis que le r\u00E9actif de Grignard doit \u00EAtre pr\u00E9par\u00E9 s\u00E9par\u00E9ment avant l'addition du compos\u00E9 carbonyl\u00E9 Les nucl\u00E9ophiles utilis\u00E9s pour les r\u00E9actions de Barbier sont g\u00E9n\u00E9r\u00E9s \u00E0 partir de m\u00E9taux (ou leurs compos\u00E9s) relativement peu chers et peu sensibles \u00E0 l'eau, contrairement aux r\u00E9actifs de Grignard ou aux organolithiens. Pour cette raison, il est possible dans de nombreux cas d'ex\u00E9cuter la r\u00E9action dans l'eau ce qui est compatible avec les objectifs de la chimie verte. La r\u00E9action de Barbier est ainsi nomm\u00E9e d'apr\u00E8s Philippe Barbier, le directeur de th\u00E8se de Victor Grignard."@fr . . . . . . . "La reazione di Barbier \u00E8 una reazione in chimica organica tra un alogenuro alchilico e un gruppo carbonilico (che fa da substrato elettrofilo) in presenza di magnesio, zinco, alluminio, indio oppure sali di stagno. Il prodotto \u00E8 un alcol primario, secondario o terziario (dipende dal reagente iniziale). Fu sviluppata da , insegnante di Victor Grignard. Questo processo \u00E8 molto simile alla reazione di Grignard ma la differenza sostanziale sta nel fatto che il metodo di Barbier sfrutta un solo ambiente di reazione, per cui il reattivo di Grignard deve essere preparato separatamente prima di essere aggiunto al composto carbonilico. La reazione di Barbier \u00E8 da considerarsi un'addizione nucleofila che di solito si svolge con metalli poco costosi e non danneggiati dall'acqua oppure con composti metallici, a differenza dell'impiego di reattivi di Grignard o composti di organo-litio. Per questa ragione in molti casi \u00E8 possibile far avvenire la reazione direttamente in acqua (con i composti organometallici non va bene dato che in acqua si dissociano, in particolare i composti di organolitio danno reazioni esplosive). Il fatto di poter impiegare l'acqua come solvente rende questa reazione ecologica e si parla di green chemistry. La reazione di Barbier \u00E8, infine, classificabile come una reazione di accoppiamento chimico."@it . "Reacci\u00F3n de Barbier"@es . "Barbier reaction"@en . . . . . . "De barbier-reactie is in de organische chemie een reactie tussen een alkylhalide en een carbonylverbinding als elektrofiele reactiepartner, in aanwezigheid van magnesium, aluminium, zink, indium, tin of een van hun zouten. Het reactieproduct is een primair, secundair of tertiair alcohol, afhankelijk van de aangewende carbonylverbinding. De reactie is vergelijkbaar met de grignard-reactie, met als cruciaal verschil dat de barbier-reactie als een wordt uitgevoerd en het grignard-reagens eerst apart gemaakt wordt, v\u00F3\u00F3r toevoegen van de carbonylverbinding. De barbier-reactie breidt het arsenaal van nucleofiele additiereacties uit tot metalen die relatief goedkoop en ongevoelig voor water zijn. Dit in tegenstelling tot grignard-reagentia of organolithiumverbindingen, die gemakkelijk door water"@nl . "The Barbier reaction is an organometallic reaction between an alkyl halide (chloride, bromide, iodide), a carbonyl group and a metal. The reaction can be performed using magnesium, aluminium, zinc, indium, tin, samarium, barium or their salts. The reaction product is a primary, secondary or tertiary alcohol. The reaction is similar to the Grignard reaction but the crucial difference is that the organometallic species in the Barbier reaction is generated in situ, whereas a Grignard reagent is prepared separately before addition of the carbonyl compound. Unlike many Grignard reagents, the organometallic species generated in a Barbier reaction are unstable and thus cannot be stored or sold commercially. Barbier reactions are nucleophilic addition reactions that involve relatively inexpensive, water insensitive metals (e.g zinc powder) or metal compounds. For this reason it is possible in many cases to run the reaction in water, making the procedure part of green chemistry. In contrast, Grignard reagents and organolithium reagents are highly moisture sensitive and must be used under an inert atmosphere without the presence of water. The Barbier reaction is named after Victor Grignard's teacher Philippe Barbier."@en . "\u30D0\u30EB\u30D3\u30A8\u53CD\u5FDC"@ja . . . . . . . . . . . "La reazione di Barbier \u00E8 una reazione in chimica organica tra un alogenuro alchilico e un gruppo carbonilico (che fa da substrato elettrofilo) in presenza di magnesio, zinco, alluminio, indio oppure sali di stagno. Il prodotto \u00E8 un alcol primario, secondario o terziario (dipende dal reagente iniziale). Fu sviluppata da , insegnante di Victor Grignard. La reazione di Barbier \u00E8, infine, classificabile come una reazione di accoppiamento chimico."@it . . . . . . . . "Coupling reaction"@en . . . . . . . "De barbier-reactie is in de organische chemie een reactie tussen een alkylhalide en een carbonylverbinding als elektrofiele reactiepartner, in aanwezigheid van magnesium, aluminium, zink, indium, tin of een van hun zouten. Het reactieproduct is een primair, secundair of tertiair alcohol, afhankelijk van de aangewende carbonylverbinding. De reactie is vergelijkbaar met de grignard-reactie, met als cruciaal verschil dat de barbier-reactie als een wordt uitgevoerd en het grignard-reagens eerst apart gemaakt wordt, v\u00F3\u00F3r toevoegen van de carbonylverbinding. De barbier-reactie breidt het arsenaal van nucleofiele additiereacties uit tot metalen die relatief goedkoop en ongevoelig voor water zijn. Dit in tegenstelling tot grignard-reagentia of organolithiumverbindingen, die gemakkelijk door water geprotoneerd worden en daarbij onbruikbaar worden. Hierdoor wordt het soms mogelijk de reactie uit te voeren in water (of water als een van de bestanddelen van het oplosmiddel), waardoor de reactie opgenomen is in de procedures van de groene chemie. De reactie is vernoemd naar de leraar van Victor Grignard, ."@nl . . "Die Barbier-Reaktion, auch Barbier-Umlagerung genannt, ist eine Namensreaktion aus dem Bereich der organischen Chemie. Sie ist benannt nach dem franz\u00F6sischen Chemiker Philippe Antoine Fran\u00E7ois Barbier (1848\u20131922), dem Doktorvater von Victor Grignard. Sie wurde 1898, also nur zwei Jahre vor der Grignard-Reaktion, zum ersten Mal ver\u00F6ffentlicht."@de . . "Die Barbier-Reaktion, auch Barbier-Umlagerung genannt, ist eine Namensreaktion aus dem Bereich der organischen Chemie. Sie ist benannt nach dem franz\u00F6sischen Chemiker Philippe Antoine Fran\u00E7ois Barbier (1848\u20131922), dem Doktorvater von Victor Grignard. Sie wurde 1898, also nur zwei Jahre vor der Grignard-Reaktion, zum ersten Mal ver\u00F6ffentlicht."@de . . . . . . . . . . . . . "R\u00E9action de Barbier"@fr . . . . . . "\u5DF4\u6BD4\u8036\u53CD\u61C9\uFF08Barbier reaction\uFF09\u662F\u6709\u6A5F\u53CD\u61C9\u3002\u5B83\u662F\u6307\u5728\u7FB0\u57FA\u5316\u5408\u7269\u7B49\u4EB2\u7535\u8BD5\u5242\u7684\u50AC\u5316\u4E0B\uFF0C\u5364\u4EE3\u70C3\u548C\u92C1\u3001\u92C5\u3001\u92A6\u3001\u932B\u7B49\u91D1\u5C5E\u6216\u8005\u5176\u9E7D\u985E\u7B49\u4F5C\u7528\u751F\u6210\u6709\u673A\u91D1\u5C5E\u8BD5\u5242\uFF0C\u5E76\u4E0E\u53CD\u5E94\u4F53\u7CFB\u4E2D\u7684\u7FB0\u57FA\u5316\u5408\u7269\u53CD\u5E94\uFF0C\u751F\u6210\u4EF2\u9187\u6216\u8005\u53D4\u9187\u7684\u53CD\u61C9\u3002 \u9019\u500B\u53CD\u61C9\u548C\u683C\u6797\u7D0D\u53CD\u61C9\u5341\u5206\u985E\u4F3C\uFF0C\u4F46\u6700\u91CD\u8981\u7684\u5340\u5225\u662F\u5DF4\u6BD4\u8036\u53CD\u61C9\u5C6C\u65BC\u4E00\u934B\u6CD5\u5408\u6210\uFF0C\u800C\u683C\u6C0F\u53CD\u61C9\u4E2D\u5247\u9700\u8981\u5728\u52A0\u6210\u7FB0\u57FA\u5316\u5408\u7269\u524D\u5206\u958B\u6E96\u5099\u683C\u6797\u7D0D\u8A66\u5291\u3002\u5DF4\u6BD4\u8036\u53CD\u61C9\u662F\u4E00\u500B\u89AA\u6838\u52A0\u6210\u53CD\u61C9\uFF0C\u4F7F\u7528\u7684\u662F\u5C0D\u6C34\u4E0D\u6D3B\u8E8D\u548C\u76F8\u5C0D\u4FBF\u5B9C\u7684\u91D1\u5C6C\uFF08\u5C0D\u6BD4\u683C\u6C0F\u8A66\u5291\u548C\u6709\u6A5F\u92F0\u8A66\u5291\uFF09\uFF0C\u56E0\u6B64\u6210\u672C\u76F8\u5C0D\u8F03\u4F4E\uFF0C\u800C\u4E14\u5F88\u591A\u60C5\u6CC1\u4E0B\u53CD\u61C9\u53EF\u4EE5\u5728\u6C34\u4E2D\u9032\u884C\uFF0C\u4EA6\u7B26\u5408\u7DA0\u8272\u5316\u5B78\u7684\u6A19\u6E96\u3002\u9019\u500B\u53CD\u61C9\u7684\u540D\u5B57\u662F\u56E0\u70BA\u7DAD\u514B\u591A\u00B7\u683C\u6797\u5C3C\u4E9E\u7684\u8001\u5E2B\uFF08\uFF09\u800C\u5F97\u540D\u3002 \u5DF4\u6BD4\u8036\u53CD\u61C9\u7684\u4F8B\u5B50\u6709\uFF1A\u2474 \u7094\u4E19\u57FA\u6EB4\u548C\u4E01\u919B\u5728\u92C5\u4F5C\u8FD8\u539F\u5242\u6642\u5728\u6C34\u7684\u53CD\u61C9\uFF1A \u5982\u679C\u4EE5\u7094\u70F4\u800C\u4E0D\u662F\u672B\u7AEF\u7094\u70F4\u4F86\u53D6\u4EE3\uFF0C\u4FBF\u6703\u6709\u5229\u7D2F\u7A4D\u4E8C\u70EF\u70F4\u7684\u751F\u6210\u3002 \u2475 \u4E8C\u7898\u5316\u91E4\u4F5C\u8FD8\u539F\u5242\u7684\u5206\u5B50\u5167\u5DF4\u6BD4\u8036\u53CD\u61C9\uFF1A \u2476 \u5728\u92A6\u7C89\u4F5C\u8FD8\u539F\u5291\u4E4B\u4E0B\uFF0C\u53D6\u4EE3\u70EF\u4E19\u57FA\u6EB4\u8207\u5728\u56DB\u6C2B\u544B\u5583\u4E2D\u7684\u7532\u919B\u767C\u751F\u7684\u53CD\u61C9\uFF1A \u5DF4\u6BD4\u8036\u53CD\u61C9\u540E\u767C\u751F\u70EF\u4E19\u57FA\u91CD\u6392\u751F\u6210\u672B\u70EF \u2477 \u5728\u92C5\u7C89\u4F5C\u8FD8\u539F\u5291\u4E4B\u4E0B\uFF0C\u6EB4\u4EE3\u74B0\u5DF1\u70EF\u8207\u82EF\u7532\u919B\u5728\u6C34\u4E2D\u7684\u53CD\u61C9\uFF1A \u7531\u5BE6\u9A57\u6E2C\u5F97\u7684\u53CD\u61C9\u7684\u975E\u5C0D\u6620\u7570\u69CB\u9078\u64C7\u6027\u6BD4\u4F8B\u70BA\u8D64\u5F0F\uFF1A\u8607\u5F0F=83\uFF1A17"@zh . . . . . . . . . . . . . . . . . . . . . "5492"^^ . . . . . . . "Barbier reaction"@en . "Barbier-reactie"@nl . . "The Barbier reaction is an organometallic reaction between an alkyl halide (chloride, bromide, iodide), a carbonyl group and a metal. The reaction can be performed using magnesium, aluminium, zinc, indium, tin, samarium, barium or their salts. The reaction product is a primary, secondary or tertiary alcohol. The reaction is similar to the Grignard reaction but the crucial difference is that the organometallic species in the Barbier reaction is generated in situ, whereas a Grignard reagent is prepared separately before addition of the carbonyl compound. Unlike many Grignard reagents, the organometallic species generated in a Barbier reaction are unstable and thus cannot be stored or sold commercially. Barbier reactions are nucleophilic addition reactions that involve relatively inexpensive,"@en . . . . . . . . "\u5DF4\u6BD4\u8036\u53CD\u61C9\uFF08Barbier reaction\uFF09\u662F\u6709\u6A5F\u53CD\u61C9\u3002\u5B83\u662F\u6307\u5728\u7FB0\u57FA\u5316\u5408\u7269\u7B49\u4EB2\u7535\u8BD5\u5242\u7684\u50AC\u5316\u4E0B\uFF0C\u5364\u4EE3\u70C3\u548C\u92C1\u3001\u92C5\u3001\u92A6\u3001\u932B\u7B49\u91D1\u5C5E\u6216\u8005\u5176\u9E7D\u985E\u7B49\u4F5C\u7528\u751F\u6210\u6709\u673A\u91D1\u5C5E\u8BD5\u5242\uFF0C\u5E76\u4E0E\u53CD\u5E94\u4F53\u7CFB\u4E2D\u7684\u7FB0\u57FA\u5316\u5408\u7269\u53CD\u5E94\uFF0C\u751F\u6210\u4EF2\u9187\u6216\u8005\u53D4\u9187\u7684\u53CD\u61C9\u3002 \u9019\u500B\u53CD\u61C9\u548C\u683C\u6797\u7D0D\u53CD\u61C9\u5341\u5206\u985E\u4F3C\uFF0C\u4F46\u6700\u91CD\u8981\u7684\u5340\u5225\u662F\u5DF4\u6BD4\u8036\u53CD\u61C9\u5C6C\u65BC\u4E00\u934B\u6CD5\u5408\u6210\uFF0C\u800C\u683C\u6C0F\u53CD\u61C9\u4E2D\u5247\u9700\u8981\u5728\u52A0\u6210\u7FB0\u57FA\u5316\u5408\u7269\u524D\u5206\u958B\u6E96\u5099\u683C\u6797\u7D0D\u8A66\u5291\u3002\u5DF4\u6BD4\u8036\u53CD\u61C9\u662F\u4E00\u500B\u89AA\u6838\u52A0\u6210\u53CD\u61C9\uFF0C\u4F7F\u7528\u7684\u662F\u5C0D\u6C34\u4E0D\u6D3B\u8E8D\u548C\u76F8\u5C0D\u4FBF\u5B9C\u7684\u91D1\u5C6C\uFF08\u5C0D\u6BD4\u683C\u6C0F\u8A66\u5291\u548C\u6709\u6A5F\u92F0\u8A66\u5291\uFF09\uFF0C\u56E0\u6B64\u6210\u672C\u76F8\u5C0D\u8F03\u4F4E\uFF0C\u800C\u4E14\u5F88\u591A\u60C5\u6CC1\u4E0B\u53CD\u61C9\u53EF\u4EE5\u5728\u6C34\u4E2D\u9032\u884C\uFF0C\u4EA6\u7B26\u5408\u7DA0\u8272\u5316\u5B78\u7684\u6A19\u6E96\u3002\u9019\u500B\u53CD\u61C9\u7684\u540D\u5B57\u662F\u56E0\u70BA\u7DAD\u514B\u591A\u00B7\u683C\u6797\u5C3C\u4E9E\u7684\u8001\u5E2B\uFF08\uFF09\u800C\u5F97\u540D\u3002 \u5DF4\u6BD4\u8036\u53CD\u61C9\u7684\u4F8B\u5B50\u6709\uFF1A\u2474 \u7094\u4E19\u57FA\u6EB4\u548C\u4E01\u919B\u5728\u92C5\u4F5C\u8FD8\u539F\u5242\u6642\u5728\u6C34\u7684\u53CD\u61C9\uFF1A \u5982\u679C\u4EE5\u7094\u70F4\u800C\u4E0D\u662F\u672B\u7AEF\u7094\u70F4\u4F86\u53D6\u4EE3\uFF0C\u4FBF\u6703\u6709\u5229\u7D2F\u7A4D\u4E8C\u70EF\u70F4\u7684\u751F\u6210\u3002 \u2475 \u4E8C\u7898\u5316\u91E4\u4F5C\u8FD8\u539F\u5242\u7684\u5206\u5B50\u5167\u5DF4\u6BD4\u8036\u53CD\u61C9\uFF1A \u2476 \u5728\u92A6\u7C89\u4F5C\u8FD8\u539F\u5291\u4E4B\u4E0B\uFF0C\u53D6\u4EE3\u70EF\u4E19\u57FA\u6EB4\u8207\u5728\u56DB\u6C2B\u544B\u5583\u4E2D\u7684\u7532\u919B\u767C\u751F\u7684\u53CD\u61C9\uFF1A \u5DF4\u6BD4\u8036\u53CD\u61C9\u540E\u767C\u751F\u70EF\u4E19\u57FA\u91CD\u6392\u751F\u6210\u672B\u70EF \u2477 \u5728\u92C5\u7C89\u4F5C\u8FD8\u539F\u5291\u4E4B\u4E0B\uFF0C\u6EB4\u4EE3\u74B0\u5DF1\u70EF\u8207\u82EF\u7532\u919B\u5728\u6C34\u4E2D\u7684\u53CD\u61C9\uFF1A \u7531\u5BE6\u9A57\u6E2C\u5F97\u7684\u53CD\u61C9\u7684\u975E\u5C0D\u6620\u7570\u69CB\u9078\u64C7\u6027\u6BD4\u4F8B\u70BA\u8D64\u5F0F\uFF1A\u8607\u5F0F=83\uFF1A17"@zh . . . . . . "La r\u00E9action de Barbier est une r\u00E9action organique entre un halog\u00E9nure d'alkyle et un groupe carbonyle (utilis\u00E9 comme \u00E9lectrophile), en pr\u00E9sence d'un m\u00E9tal (magn\u00E9sium, aluminium, zinc, indium, \u00E9tain ou leurs sels) utilis\u00E9 pour g\u00E9n\u00E9rer l'esp\u00E8re nucl\u00E9ophile in situ. Cette r\u00E9action permet la synth\u00E8se d'alcools primaires, secondaires ou tertiaires. La r\u00E9action de Barbier est similaire \u00E0 une r\u00E9action de Grignard, \u00E0 la diff\u00E9rence que la r\u00E9action de Barbier est r\u00E9alis\u00E9e en un seul pot tandis que le r\u00E9actif de Grignard doit \u00EAtre pr\u00E9par\u00E9 s\u00E9par\u00E9ment avant l'addition du compos\u00E9 carbonyl\u00E9"@fr . . . . . . . . . "Reazione di Barbier"@it . . .