1CH3CH=CHCH2CH=CHBR,CH3CH=CHCH2CH=CHCF3这两个物质与溴如何发生加成反应(1mol)? CH3CH=CHBr与溴化氢自由基加成反应,产物是CH3CH...

\u5df2\u77e5\uff1aCH2=CH-CH=CH2\u548cBr2\u6309\u7269\u8d28\u7684\u91cf\u4e4b\u6bd41\uff1a1\u53d1\u751f\u52a0\u6210\u53cd\u5e94\u65f6\uff0c\u53ef\u5f97\u5230\u4e24\u79cd\u4ea7\u7269\uff1aCH2BrCHBrCH=CH2\u4e0eCH2BrCH

\u2460\u4e0eBr2\u6309\u7269\u8d28\u7684\u91cf\u4e4b\u6bd41\uff1a1\u53d1\u751f\u52a0\u6210\u53cd\u5e94\u65f6\uff0c\u5f53\u53d1\u751f1\uff0c2-\u52a0\u6210\u65f6\uff0c\u751f\u6210\u7269\u4e3a\uff1aBrCH2C\uff08Br\uff09C\uff08CH3\uff09=CH2\uff0cCH2=CCBr\uff08CH3\uff09CH2Br\uff0c\u5f53\u751f1\uff0c4-\u52a0\u6210\u65f6\uff0c\u751f\u6210\u7269\u4e3aBrCH2C=C\uff08CH3\uff09CH2Br\uff0c\u5171\u67093\u79cd\uff0c\u6545\u7b54\u6848\u4e3a\uff1a3\uff1b\u2461\u4e0eHBr\u6309\u7269\u8d28\u7684\u91cf\u4e4b\u6bd41\uff1a1\u53d1\u751f\u52a0\u6210\u53cd\u5e94\u65f6\uff0c\u5f53\u53d1\u751f1\uff0c2-\u52a0\u6210\u65f6\uff0c\u751f\u6210\u7269\u4e3a\uff1aBrCH2CHC\uff08CH3\uff09=CH2\uff0cCH3CH\uff08Br\uff09C\uff08CH3\uff09=CH2\uff0cCH2=CCBr\uff08CH3\uff09CH3\uff0cCH2=CCH\uff08CH3\uff09CH2Br\uff0c\u5f53\u751f1\uff0c4-\u52a0\u6210\u65f6\uff0c\u751f\u6210\u7269\u4e3aCH3C=C\uff08CH3\uff09CH2Br\uff0cBrCH2C=C\uff08CH3\uff09CH3\uff0c\u5171\u6709\uff0c6\u79cd\uff0c\u6545\u7b54\u6848\u4e3a\uff1a6\uff0e

\u7f3a\u5c11\u4e86\u6761\u4ef6\u5427\u5e94\u8be5\uff0c\u6761\u4ef6\u662f\u5728\u542b\u8fc7\u6c27\u5316\u7269\u7684\u6eb6\u5242\u4e2d\u53cd\u5e94\uff0c\u624d\u91c7\u7528\u81ea\u7531\u57fa\u53cd\u5e94\u673a\u7406\uff0c\u4e3b\u8981\u4ea7\u7269\u662fCH3CH2CHBr2\uff0c\u4e3b\u8981\u8003\u8651\u5f62\u6210\u7684C\u81ea\u7531\u57fa\u7684\u7a33\u5b9a\u6027\u3002\u673a\u7406\u5982\u4e0b\uff1a
ROOR\u21922RO•
RO•+HBr\u2192ROH+Br•
Br•+CH3CH=CHBr\u2192CH3C(*)H-CHBr2(\u4e3b\u8981)+CH3CHBr -C(*)HBr\uff08\u6b21\u8981\uff09\uff08\u539f\u56e0\u662f\u4e3b\u8981\u4ea7\u7269\u7531\u4e8eC\u81ea\u7531\u57fa\u53ef\u4ee5\u548c\u5de6\u8fb9\u7684\u7532\u57fa\u5f62\u6210\u4e09\u4e2a\u03c3\uff08C-H\uff09-P\u8d85\u5171\u8f6d\uff0c\u76f8\u5bf9\u6bd4\u8f83\u7a33\u5b9a\uff0c\u800c\u6b21\u8981\u4ea7\u7269\u53ea\u5b58\u5728\u4e00\u4e2a\u03c3\uff08C-H\uff09-P\u8d85\u5171\u8f6d\uff0c\u76f8\u5bf9\u4e0d\u7a33\u5b9a\uff0c\u4e3b\u8981\u8003\u5bdf\u7684\u662fC\u81ea\u7531\u57fa\u7a33\u5b9a\u6027\uff09
CH3C(*)H-CHBr2+HBr\u2192CH3CH2CHBr2+Br•

1.都只反应左边那一个双键。因为溴和CF3都是吸电子基团,会降低与之相连的双键的电子云密度。而烯烃与溴的反应是亲电加成,双键电子云密度越大越容易反应。
2.第二个反应活性高。因为亲电加成中生成的中间体是碳正离子,第一个生成的是2级正碳离子,第二个生成的是三级正碳离子。三级正碳离子更稳定(甲基是给电子基团)。中间体越稳定,反应活性越高。

只反应左边的双键,道理和上面的一样。

-Br和-CF3都是吸电子基团,能让C=C双键上的电子云密度下降,反应性减弱,所以Br2都是加在另一个双键上。
第二个反应要先质子化:
CH3CH=CHCH3+H+——>CH3CH2CH(+)-CH3(i)
(CH3)2C=CH2+H+——>(CH3)3C(+)(ii)
很显然碳正离子稳定性i<<ii,所以后者的活性较强。

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