133k views
4 votes
Sodium nitrite (NaNO2) reacted with 2−iodooctane to give a mixture of two constitutionally isomeric compounds of molecular formula C8H17NO2 in a combined yield of 88%. Draw reasonable structures for these two isomers.

User Cawecoy
by
6.4k points

2 Answers

5 votes

Hey there!:

the chemical reaction between 2-iodoctane and sodium nitrite is as follows:

Sodium nitrite (NaNO2) reacted with 2−iodooctane to give a mixture of two constitutionally-example-1
User Rajasankar
by
6.2k points
7 votes

Answer:

On the attached picture.

Step-by-step explanation:

Hello,

In the case, the reaction between 2-iodooctane and sodium nitrite, leads to the formation of an alkyl nitrite and a nitro alkane as shown on the attached picture. Once the reaction began, the salt breaks and the sodium bonds with the iodine from the 2-iodooctane to form sodium iodide, in such a way, a free radical in the second carbon is formed so the NO₂ could bond both as a nitrite and as a nitro radical; therefore, the formed species are octyl 2-nitrite and 2-nitrooctane.

Best regards.

Sodium nitrite (NaNO2) reacted with 2−iodooctane to give a mixture of two constitutionally-example-1
User Andrew Veriga
by
7.5k points