Talk:Hydroboration–oxidation reaction

From Wikipedia, the free encyclopedia
Jump to: navigation, search
WikiProject Chemistry (Rated B-class, Mid-importance)
WikiProject icon This article is within the scope of WikiProject Chemistry, a collaborative effort to improve the coverage of chemistry on Wikipedia. If you would like to participate, please visit the project page, where you can join the discussion and see a list of open tasks.
B-Class article B  This article has been rated as B-Class on the project's quality scale.
 Mid  This article has been rated as Mid-importance on the project's importance scale.

I'm thinking of adding to the "Isolation of Borane Reagents" section that BH3 is commercially available as a THF or Diethylether solution. Any objections? --P D L 12:42, 4 April 2006 (UTC)

The mechanisms part mentions that; I don't see a separate section on borane reagents - at least as the article is now. Good idea to include it if there is, though. Walkerma 03:25, 7 August 2007 (UTC)

Transition state[edit]

The hydrogen, since it is hydridic, should have the negativ partial charge. But it is on the boron atom. Must be corrected! (talk) 02:48, 6 September 2009 (UTC)

I belief it looks much better now. Rumsbums (talk) 11:27, 25 September 2009 (UTC)

Claim that hydroboration-oxidation is anti-Markovnikov[edit]

The notion that this reaction is anti-Markovnikov is a little silly. Because Markovnikov's rule is taught in the undergraduate context of hydrating alcohols, you end up with the assumption that it refers to where the hydroxyl ends up. This isn't the case, as is obvious from the actual statement of the rule: it's a question of where the cation ends up, and that's at the more stabilized location. In hydroboration, the cation ends up at the more stabilized location; unlike in straight-up hydration or in oxymercuration-demercuration, the first reagent to add contains a hydride; as such, the cation gets itself a hydrogen, the less substituted position gets the boron, and the rest is history.

I think this bears clarification both here and at Markovnikov's rule. Everyday847 (talk) 02:21, 7 March 2012 (UTC)

Your concern sounds more general than this particular reaction (or at least if the rule itself is redescribed, other reactions' articles that also behave the same as hydroboration–oxidation may have to be altered). So let's keep the discussion on the central point, at Talk:Markovnikov's rule#Claim that hydroboration-oxidation is anti-Markovnikov, for now. I responded there. DMacks (talk) 03:22, 7 March 2012 (UTC)