THE NITRATION OF BENZENE
This page gives you the facts and a simple, uncluttered mechanism for the electrophilic substitution reaction between benzene and a mixture of concentrated nitric acid and concentrated sulphuric acid. If you want the nitration mechanism explained to you in detail, there is a link at the bottom of the page.
The electrophilic substitution reaction between benzene and nitric acid The facts
Benzene is treated with a mixture of concentrated nitric acid and concentrated sulphuric acid at a temperature not exceeding 50°C. As temperature increases there is a greater chance of getting more than one nitro group, -NO2, substituted onto the ring.
Nitrobenzene is formed.
![](https://lh3.googleusercontent.com/blogger_img_proxy/AEn0k_tYnbLCXAHF_ehdrUN_usq8KKyN1p6NFUt566fFBPmyIMztQwVCdhwML0rCOLK0s82DKBlyqIlRtSlQ6c-NIOOrhwdFdQ9eDhcnETUnBZd1mMK35oFXWw3XA7Q=s0-d)
![](https://lh3.googleusercontent.com/blogger_img_proxy/AEn0k_u-zfDCtp2iRtYWCKz22FfZ6aMzGzNLwr5Iq-NOLgCy3PHNlxzj_1g3j4D87Nn5_TjDezZciwHQNHxwx4FQEHvKa4LulmbfXslv1Kq41O3UbvGvn2l2a8jYYbXCpQ=s0-d)
or:
![](https://lh3.googleusercontent.com/blogger_img_proxy/AEn0k_tYnbLCXAHF_ehdrUN_usq8KKyN1p6NFUt566fFBPmyIMztQwVCdhwML0rCOLK0s82DKBlyqIlRtSlQ6c-NIOOrhwdFdQ9eDhcnETUnBZd1mMK35oFXWw3XA7Q=s0-d)
![](https://lh3.googleusercontent.com/blogger_img_proxy/AEn0k_t2IlHqOJIYCDH1dthGwlLp2I9FhK6mE7h8yFLqDQuG2xrqwkC7VQI3ru-TOU2l7-2Qu1fO6yrSvqQTo_21eWsUkVQf0Zr1VGQSBHv6TMIz0q5npSv8aVNg3cVYeg=s0-d)
The concentrated sulphuric acid is acting as a catalyst.
The formation of the electrophile
The electrophile is the "nitronium ion" or the "nitryl cation", NO2+. This is formed by reaction between the nitric acid and the sulphuric acid.
![](https://lh3.googleusercontent.com/blogger_img_proxy/AEn0k_tYnbLCXAHF_ehdrUN_usq8KKyN1p6NFUt566fFBPmyIMztQwVCdhwML0rCOLK0s82DKBlyqIlRtSlQ6c-NIOOrhwdFdQ9eDhcnETUnBZd1mMK35oFXWw3XA7Q=s0-d)
![](https://lh3.googleusercontent.com/blogger_img_proxy/AEn0k_tIWQ8yFEhp0ZdWA_PefqE2plIaIt7rya3VD3hJ_Hk0FlcwB-MMMxubWKhAcleV0esztBRZd31yLxk6KQ9CrBJAchchAtQnB_0k8pdACbRXSnJDvmcC6fdJ4Fg=s0-d)
The electrophilic substitution mechanism
Stage one
Stage two
This page gives you the facts and a simple, uncluttered mechanism for the electrophilic substitution reaction between benzene and a mixture of concentrated nitric acid and concentrated sulphuric acid. If you want the nitration mechanism explained to you in detail, there is a link at the bottom of the page.
The electrophilic substitution reaction between benzene and nitric acid The facts
Benzene is treated with a mixture of concentrated nitric acid and concentrated sulphuric acid at a temperature not exceeding 50°C. As temperature increases there is a greater chance of getting more than one nitro group, -NO2, substituted onto the ring.
Nitrobenzene is formed.
or:
The concentrated sulphuric acid is acting as a catalyst.
The formation of the electrophile
The electrophile is the "nitronium ion" or the "nitryl cation", NO2+. This is formed by reaction between the nitric acid and the sulphuric acid.
The electrophilic substitution mechanism
Stage one
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