Azo coupling in aromatic amines












2














enter image description here
I thought of two products that can be formed in azo coupling of aniline but can't decide which one is major so basically I need an answer to which product is major and why ? Thanks in advance😊






organic-chemistry reaction-mechanism







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  • Are you aware of the mechanism of the diazo coupling reaction?
    – YUSUF HASAN
    1 hour ago










  • Anyhow... Have a look at this
    – YUSUF HASAN
    1 hour ago










  • Can't realise how it helps??
    – Aditya Garg
    1 hour ago
















2














enter image description here
I thought of two products that can be formed in azo coupling of aniline but can't decide which one is major so basically I need an answer to which product is major and why ? Thanks in advance😊






organic-chemistry reaction-mechanism







share|improve this question






















  • Are you aware of the mechanism of the diazo coupling reaction?
    – YUSUF HASAN
    1 hour ago










  • Anyhow... Have a look at this
    – YUSUF HASAN
    1 hour ago










  • Can't realise how it helps??
    – Aditya Garg
    1 hour ago














2












2








2







enter image description here
I thought of two products that can be formed in azo coupling of aniline but can't decide which one is major so basically I need an answer to which product is major and why ? Thanks in advance😊






organic-chemistry reaction-mechanism







share|improve this question













enter image description here
I thought of two products that can be formed in azo coupling of aniline but can't decide which one is major so basically I need an answer to which product is major and why ? Thanks in advance😊






organic-chemistry reaction-mechanism




organic-chemistry reaction-mechanism






share|improve this question













share|improve this question











share|improve this question




share|improve this question










asked 2 hours ago









Aditya Garg

1293




1293












  • Are you aware of the mechanism of the diazo coupling reaction?
    – YUSUF HASAN
    1 hour ago










  • Anyhow... Have a look at this
    – YUSUF HASAN
    1 hour ago










  • Can't realise how it helps??
    – Aditya Garg
    1 hour ago


















  • Are you aware of the mechanism of the diazo coupling reaction?
    – YUSUF HASAN
    1 hour ago










  • Anyhow... Have a look at this
    – YUSUF HASAN
    1 hour ago










  • Can't realise how it helps??
    – Aditya Garg
    1 hour ago
















Are you aware of the mechanism of the diazo coupling reaction?
– YUSUF HASAN
1 hour ago




Are you aware of the mechanism of the diazo coupling reaction?
– YUSUF HASAN
1 hour ago












Anyhow... Have a look at this
– YUSUF HASAN
1 hour ago




Anyhow... Have a look at this
– YUSUF HASAN
1 hour ago












Can't realise how it helps??
– Aditya Garg
1 hour ago




Can't realise how it helps??
– Aditya Garg
1 hour ago










1 Answer
1






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This is a really interesting question and the answer is that the reaction of benzenediazonium chloride with aniline is a bit different to most of the reactions of benzenediazonium salts in that the initial product is the top compound diazoaminobenzene. It is possible to run the reaction to isolate diazoaminobenzene prep here. These diazoaminobenzene compounds are unstable with respect to reversion to a diazonium salt + nucleophile, and so many references suggest that the bottom product (4-aminoazobenzene) is directly produced. The procedure for the transformation of the diazaminobenzene to 4-aminoazobenzene is by heating to 50C with aniline prep here.






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    1 Answer
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    1 Answer
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    oldest

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    This is a really interesting question and the answer is that the reaction of benzenediazonium chloride with aniline is a bit different to most of the reactions of benzenediazonium salts in that the initial product is the top compound diazoaminobenzene. It is possible to run the reaction to isolate diazoaminobenzene prep here. These diazoaminobenzene compounds are unstable with respect to reversion to a diazonium salt + nucleophile, and so many references suggest that the bottom product (4-aminoazobenzene) is directly produced. The procedure for the transformation of the diazaminobenzene to 4-aminoazobenzene is by heating to 50C with aniline prep here.






    share|improve this answer




























      4














      This is a really interesting question and the answer is that the reaction of benzenediazonium chloride with aniline is a bit different to most of the reactions of benzenediazonium salts in that the initial product is the top compound diazoaminobenzene. It is possible to run the reaction to isolate diazoaminobenzene prep here. These diazoaminobenzene compounds are unstable with respect to reversion to a diazonium salt + nucleophile, and so many references suggest that the bottom product (4-aminoazobenzene) is directly produced. The procedure for the transformation of the diazaminobenzene to 4-aminoazobenzene is by heating to 50C with aniline prep here.






      share|improve this answer


























        4












        4








        4






        This is a really interesting question and the answer is that the reaction of benzenediazonium chloride with aniline is a bit different to most of the reactions of benzenediazonium salts in that the initial product is the top compound diazoaminobenzene. It is possible to run the reaction to isolate diazoaminobenzene prep here. These diazoaminobenzene compounds are unstable with respect to reversion to a diazonium salt + nucleophile, and so many references suggest that the bottom product (4-aminoazobenzene) is directly produced. The procedure for the transformation of the diazaminobenzene to 4-aminoazobenzene is by heating to 50C with aniline prep here.






        share|improve this answer














        This is a really interesting question and the answer is that the reaction of benzenediazonium chloride with aniline is a bit different to most of the reactions of benzenediazonium salts in that the initial product is the top compound diazoaminobenzene. It is possible to run the reaction to isolate diazoaminobenzene prep here. These diazoaminobenzene compounds are unstable with respect to reversion to a diazonium salt + nucleophile, and so many references suggest that the bottom product (4-aminoazobenzene) is directly produced. The procedure for the transformation of the diazaminobenzene to 4-aminoazobenzene is by heating to 50C with aniline prep here.







        share|improve this answer














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        edited 40 mins ago

























        answered 1 hour ago









        Waylander

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