生物化學(xué)23aromaticnitrogencompou-資料下載頁
2025-01-16 12:48本頁面
【正文】 N++H 2 OO H 2+ H+O HMechanism Olah Reaction N N B C l4+C H33 5 ~ 3 7 ℃C lC H3N N B B r4+C H31 2 8 ~ 1 3 4 ℃B rC H3+ N2 + B C l3+ N2 + B B r37 7 . 6 %9 6 . 5 %N N H S O 4++ N a I N N I3+I + I2Meerwein Reaction N N C l+C H C H C N+C u C l21 0 ~ 3 0 ℃C H C HC NC lC H CC N H C lReplacement by Hydrogen ——Deamination by diazotization Arenediazonium salts react with hypophosphorous acid (H3PO2) to yield products in which the diazonium group has been replaced by —H N N C l+ E t O H / Z no r H 3 P O 2HC H3C H3N H C O C H3C lC H3C lH3P O2H N O3[ H ]A c2O C l2H3O+H N O2N H2 N H2B r B rB rN a N O2/ H2S O40 ~ 5 ℃N2H S O4B r B rB rB r B rB r3 B r2H3P O2The formation of hydrazine 肼 , 聯(lián)氨 N N C l+N H N H2N a2S2O3N a2S O3N a H S O3N a2S2O4[ H ][ H ]Diazonium Coupling Reactions N N C l ++ YN N YY = O H , N R2A n a z o c o m p o u n dElectrophile N N C l++ O HN N O HN a O Hp H 8 ~ 1 0N N C l++ N ( C H3)2N N N ( C H3)2p H 5 ~ 7H O A cSummary ? Aryl diazonium salts can be converted into a range of systems as shown above. ? Of particular note are the methods for introducing F using HBF4 (the Schiemann reaction) and OH using H2O. ? The reactions of copper salts (CuCl, CuBr and CuCN) are known as the Sandmeyer reactions. ? Coupling with phenols gives azopounds which are important as yellowred dyes or pigments. ? Aryl diazonium salts are prepared from aryl amines (previous page) which in turn can be obtained by the reduction of nitrobenzene 167。 Benzyne 問題的提出 C lN a O H , H 2 O3 6 0 ℃ ， 2 0 M P aO H苯環(huán)上沒有吸電子取代基的鹵代苯在常規(guī)條件下難于被親核試劑取代 1,5二甲基 2碘苯不被 NaNH2取代 : IC H 3C H3N a N H 2N H 3 ( l )對氯甲苯與 NaNH2反應(yīng)生成二個產(chǎn)物 : C H 3C lC H 3N H 2N a N H 2N H 3 ( l )C H 3N H 2+反應(yīng)機理 O HC lH O HH C l H 2 O消 除 加 成消除－加成機制 苯炔存在的證據(jù) B rK N H 2**N H 2N H 2N H 2* *+5 0 % 5 0 % B rK N H 2**OO* 苯炔的結(jié)構(gòu) s p2 苯炔的生成 C O2HN H2+ C H3( C H2)4O N OH+C H2C l2CN2+OOFB rM , T H FFM－ M FM = L i , M g . . .
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