Web Results

www.khanacademy.org/.../e1-e2-tutorial/v/carbocations-and-rearrangements

- [Instructor] Let's say that our goal is to show a mechanism for this E1 reaction. So we're going from the alkyl halide on the left to the alkene on the right. But the first step is loss of our leaving groups. The electrons in this bond come off onto the chlorine to form the chloride anion, and we ...

www.khanacademy.org/.../v/carbocation-stability-and-rearrangements-introduction

So, let's look at this carbocation here. We know that this carbon has the plus one formal charge. Here's one alkyl group, and here's a second alkyl group, so this is a secondary carbocation. And we can do a hydride shift. Before I show how to draw a hydride shift, let's go to the video so we can see it with the model set.

www.ochempal.org/index.php/alphabetical/g-h/12-hydride-shift

A 1,2-hydride shift is a carbocation rearrangement in which a hydrogen atom in a carbocation migrates to the carbon atom bearing the formal charge of +1 (carbon 2) from an adjacent carbon (carbon 1). eg: see also 1,2-alkyl shift, 1,2-aryl shift

web.pdx.edu/~wamserc/C334F10/rearrangements.pdf

hydride shift should occur. If a secondary carbocation is vicinal to a quaternary carbon, a 1,2-alkyl shift should occur. The general rule in alkyl shifts is: the smaller alkyl substituent tends to be the substituent that shifts. Therefore, the most common 1,2-alkyl shift is a 1,2-methyl shift.

chem.libretexts.org/Bookshelves/Organic_Chemistry/Supplemental_Modules...

Hydride shift now occurs when the hydrogen on the adjacent carbon formally switch places with the carbocation. The carbocation is now ready to be attacked by H 2 O to furnish an alkyloxonium ion because of stability and hyperconjugation. The final step can be observed by another water molecule attacking the proton on the alkyloxonium ion to ...

www.chem.ucla.edu/~harding/tutorials/cc.pdf

increases carbocation stability. Extending this idea, we predict that increasing the number of bonds adjacent to the carbocation by increasing the number of alkyl groups attached to the carbocation carbon results in an increase in carbocation stability. For example, a tertiary carbocation should be more stable than a secondary carbocation.

www2.chemistry.msu.edu/faculty/reusch/VirtTxtJml/rearrang.htm

Protonation of the double bond gives a 3º-carbocation. An adjacent hydrogen atom (colored blue) shifts as a hydride moiety to create a new 3º-carbocation, which in turn induces the shift of a methyl group (colored green) with formation of yet another 3º-carbocation.

chem.libretexts.org/Courses/Purdue/Purdue:_Chem_26505:_Organic_Chemistry_I...

Hydride shift now occurs when the hydrogen on the adjacent carbon formally switch places with the carbocation. The carbocation is now ready to be attacked by H 2 O to furnish an alkyloxonium ion because of stability and hyperconjugation. The final step can be observed by another water molecule attacking the proton on the alkyloxonium ion to ...